| Version |
1.0 |
| Creation Date |
2009-03-06 18:57:59 |
| Update Date |
2010-05-18 20:48:36 |
| Accession Number |
T3D0052 |
| Name |
Di-n-butyl phthalate |
| Compound Type |
- Aromatic Hydrocarbon
- Cosmetic Toxin
- Organic Compound
- Phthalate
- Plasticizer
|
| Description |
Di-n-butyl phthalate is a manufactured chemical that is added to plastics, paint, glue, hair spray, and other household products. It is commonly found in the environment, and most people are exposed to low levels in the air, water, and food. However, it is believed to have relativel low toxicity. (R258) |
| Synonyms |
- 1,2-Benzenedicarboxylic Acid, dibutyl ester
- Benzene-o-dicarboxylic Acid di-n-butyl ester
- Benzenedicarboxylic Acid, dibutyl ester
- Butyl phthalate
- Celluflex DPB
- DBP
- Di-n-butyl phthalate
- Di-n-butylester kyseliny ftalove [czech]
- Di-n-butylorthophthalate
- Dibutyl 1,2-benzenedicarboxylate
- Dibutyl ester of 1,2-benzenedicarboxylic Acid
- Dibutyl o-phthalate
- Dibutyl phthalated
- Dibutyl-1,2-benzenedicarboxylate
- Dibutyl-o-phthalate
- Dibutyll phthalate
- Dibutylphthatlate
- Elaol
- Ergoplast FDB
- Hatcol DBP
- Kodaflex DBP
- Morflex 240
- N-butyl phthalate
- N-butylphthalate
- O-benzenedicarboxylic Acid, dibutyl ester
- Ortho-dibutyl phthalate
- Palatinol DBP
- Palatinol c
- Phthalate, butyl
- Phthalate, di-n-butyl
- Phthalate, dibutyl
- Phthalic Acid di-n-butyl ester
- Phthalic Acid dibutyl ester
- Phthalic Acid, dibutyl ester
- Staflex DBP
- Uniflex DBP
- Unimoll DB
- Uniplex 150
|
| Chemical IUPAC Name |
1,2-dibutyl benzene-1,2-dicarboxylate |
| Chemical Formula |
C16H22O4 |
| Chemical Structure |
 |
| CAS Registry Number |
84-74-2 |
| InChI Identifier |
InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3 |
| InChI Key |
InChIKey=DOIRQSBPFJWKBE-UHFFFAOYSA-N |
| PubChem Compound ID |
3026  |
| KEGG ID |
Not Available |
| UniProt ID |
Not Available |
| OMIM ID |
Not Available |
| ChEBI ID |
25520  |
| BioCyc ID |
Not Available |
| SuperToxic ID |
Not Available |
| CTD ID |
D003993  |
| Stitch ID |
Di-n-butyl phthalate  |
| DrugBank ID |
Not Available |
| PDB ID |
Not Available |
| ACToR ID |
1740 |
| Wikipedia Link |
http://en.wikipedia.org/wiki/Dibutyl_phthalate  |
| Monoisotopic Mass |
278.151809 |
| MOL File |
Show |
| PDB File |
Show |
| SDF File |
Show |
| SMILES |
CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC |
| Appearance |
Colorless oily liquid. |
| Melting Point |
-35 °C |
| Solubility |
0.0112 mg/mL at 25 °C [HOWARD,PH et al. (1985)] |
| Predicted LogP |
4.628 |
| Route of Exposure |
Oral (R258) ; inhalation (R258) ; dermal (R258) |
| Mechanism of Action |
The most characteristic effect of di-n-butyl phthalate is testicular atrophy. Di-n-butyl phthalate exposure causes both the release of iron from hemoglobin and/or transferrin in the liver and spleen, and the subsequent depletion of iron in the blood and testes. The decreased amount of available iron results in a decrease in succinate dehydrogenase activity in the Sertoli cells. This results in disturbances in the energy transfer system between Sertoli cells and germ cells, which is required for the differentiation of male germ cells and their progression through the seminiferous epithelium and release as mature spermatozoa. Di-n-butyl phthalate may also exhibit weak estrogenic activity. It has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (R258, R259) |
| Metabolism |
Di-n-butyl phthalate is absorbed via oral, inhalation, and dermal routes. It is rapidly distributed and cleared from the body. Metabolism of di-n-butyl phthalate proceeds mainly by nonspecific esterases in the gastrointestinal tract, which hydrolyze of one butyl ester bond to yield mono-n-butyl phthalate, the primary toxic metabolite. Mono-n-butyl phthalate is conjugated with glucuronic acid via glucuronosyltransferase and excreted in the urine. (R258) |
| Toxicity Values |
LD50: 3050 mg/kg (Intraperitoneal, Rat) (R261)
LD50: 720 mg/kg (Intravenous, Mouse) (R261)
LD50: 5289 mg/kg (Oral, Mouse) (R261)
LC50: 25 g/m3 over 2 hours (Inhalation, Mouse) (R261) |
| Lethal Dose |
Not Available |
| Carcinogenicity (IARC Classification) |
Not Available |
| Uses/Sources |
Di-n-butyl phthalate is used to make plastics more flexible and is also in carpet backings, paints, glue, insect repellents, hair spray, nail polish, and rocket fuel. (R258) |
| Minimum Risk Level |
Not Available |
| Health Effects |
Adverse effects from di-n-butyl phthalate exposure have not yet been reported in humans. However, animals studies have shown that di-n-butyl phthalate can affect reproductive ability by decreasing sperm count and causing birth defects. (R258) |
| Symptoms |
Skin contact with di-n-butyl phthalate may cause mild irritation. (R258) |
| Treatment |
Not Available |
| General References |
- R261 - Lewis RJ Sr. (ed) (2004). Sax's Dangerous Properties of Industrial Materials. 11th Edition. Hoboken, NJ: Wiley-Interscience, Wiley & Sons, Inc.
- R258 - ATSDR - Agency for Toxic Substances and Disease Registry (2001). Toxicological profile for di-n-butyl phthalate. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA).
- R259 - Melnick RL, Schiller CM: Mitochondrial toxicity of phthalate esters. Environ Health Perspect. 1982 Nov;45:51-6. [PubMed
]
|
| Targets |
- Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
- Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial
- Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
- Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
- Peroxisome proliferator-activated receptor alpha
- Peroxisome proliferator-activated receptor gamma
|
|
Target 1
[top]
|
| Target 1 ID |
300 |
| Target 1 Name |
Succinate dehydrogenase cytochrome b560 subunit, mitochondrial |
| Target 1 Mechanism of Action |
Di-n-butyl phthalate has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (R259) |
| Target 1 Description |
Mono-heme cytochrome b. May act as a mediator of low potential couples in an electron flow through cardiac complex II. Is involved in system II of the mitochondrial electron transport chain which is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) |
| Target 1 Synonyms |
- Succinate dehydrogenase complex subunit C; Integral membrane protein CII-3; QPs-1; QPs1; Succinate-ubiquinone oxidoreductase cytochrome B large subunit; CYBL
|
| Target 1 Gene Name |
SDHC |
| Target 1 Protein Sequence |
>Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
MAALLLRHVGRHCLRAHFSPQLCIRNAVPLGTTAKEEMERFWNKNIGSNRPLSPHITIYS
WSLPMAMSICHRGTGIALSAGVSLFGMSALLLPGNFESYLELVKSLCLGPALIHTAKFAL
VFPLMYHTWNGIRHLMWDLGKGLKIPQLYQSGVVVLVLTVLSSMGLAAM
|
| Target 1 Number of Residues |
169 |
| Target 1 Molecular Weight |
18610.0 |
| Target 1 Theoretical pI |
10.12 |
| Target 1 GO Classification |
|
Function
|
catalytic activity
oxidoreductase activity
oxidoreductase activity, acting on the CH-CH group of donors
succinate dehydrogenase activity |
|
Process
|
electron transport
physiological process
metabolism
cellular metabolism
generation of precursor metabolites and energy
energy derivation by oxidation of organic compounds
main pathways of carbohydrate metabolism
tricarboxylic acid cycle |
|
Component
|
cell
membrane |
|
| Target 1 General Function |
Energy production and conversion |
| Target 1 Pathways |
Carbohydrate metabolism; tricarboxylic acid cycle |
| Target 1 Reactions |
Not Available |
| Target 1 Signals |
|
| Target 1 Transmembrane Regions |
|
| Target 1 Essentiality |
Non Essential |
| Target 1 Domain Function |
PF01127:Sdh_cyt |
| Target 1 GenBank ID Protein |
Not Available |
| Target 1 UniProtKB ID |
Q99643  |
| Target 1 Cellular Location |
Mitochondrion inner membrane |
| Target 1 Gene Sequence |
>510 bp
ATGGCTGCGCTGTTGCTGAGACACGTTGGTCGTCATTGCCTCCGAGCCCACTTTAGCCCT
CAGCTCTGTATCAGAAATGCTGTTCCTTTGGGAACCACGGCCAAAGAAGAGATGGAGCGG
TTCTGGAATAAGAATATAGGTTCAAACCGTCCTCTGTCTCCCCACATTACTATCTACAGT
TGGTCTCTTCCCATGGCGATGTCCATCTGCCACCGTGGCACTGGTATTGCTTTGAGTGCA
GGGGTCTCTCTTTTTGGCATGTCGGCCCTGTTACTCCCTGGGAACTTTGAGTCTTATTTG
GAACTTGTGAAGTCCCTGTGTCTGGGGCCAGCACTGATCCACACAGCTAAGTTTGCACTT
GTCTTCCCTCTCATGTATCATACCTGGAATGGGATCCGACACTTGATGTGGGACCTAGGA
AAAGGCCTGAAGATTCCCCAGCTATACCAGTCTGGAGTGGTTGTCCTGGTTCTTACTGTG
TTGTCCTCTATGGGGCTGGCAGCCATGTGA
|
| Target 1 GenBank Gene ID |
Not Available |
| Target 1 GeneCard ID |
SDHC  |
| Target 1 GenAtlas ID |
SDHC  |
| Target 1 HGNC ID |
HGNC:10682  |
| Target 1 Chromosome Location |
Not Available |
| Target 1 Locus |
Not Available |
| Target 1 SNPs |
SNPJam Report  |
| Target 1 Toxin References |
- R259 - Melnick RL, Schiller CM: Mitochondrial toxicity of phthalate esters. Environ Health Perspect. 1982 Nov;45:51-6. [PubMed
]
|
| Target 1 General References |
9533030; 9714607; 16710414; 15489334; 11062460; 17804857 |
|
Target 2
[top]
|
| Target 2 ID |
301 |
| Target 2 Name |
Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial |
| Target 2 Mechanism of Action |
Di-n-butyl phthalate has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (R259) |
| Target 2 Description |
Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) (By similarity) |
| Target 2 Synonyms |
- CybS; Succinate-ubiquinone reductase membrane anchor subunit; QPs3; CII-4; Succinate dehydrogenase complex subunit D; Succinate-ubiquinone oxidoreductase cytochrome b small subunit
|
| Target 2 Gene Name |
SDHD |
| Target 2 Protein Sequence |
>Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial
MAVLWRLSAVCGALGGRALLLRTPVVRPAHISAFLQDRPIPEWCGVQHIHLSPSHHSGSK
AASLHWTSERVVSVLLLGLLPAAYLNPCSAMDYSLAAALTLHGHWGLGQVVTDYVHGDAL
QKAAKAGLLALSALTFAGLCYFNYHDVGICKAVAMLWKL
|
| Target 2 Number of Residues |
159 |
| Target 2 Molecular Weight |
17042.8 |
| Target 2 Theoretical pI |
8.75 |
| Target 2 GO Classification |
|
Function
|
binding
tetrapyrrole binding
heme binding |
|
Process
|
electron transport
physiological process
metabolism
cellular metabolism
generation of precursor metabolites and energy
energy derivation by oxidation of organic compounds
main pathways of carbohydrate metabolism
tricarboxylic acid cycle |
|
Component
|
cell
membrane
intrinsic to membrane
integral to membrane
envelope
organelle envelope
mitochondrial envelope |
|
| Target 2 General Function |
Involved in electron carrier activity |
| Target 2 Pathways |
Carbohydrate metabolism; tricarboxylic acid cycle |
| Target 2 Reactions |
Not Available |
| Target 2 Signals |
|
| Target 2 Transmembrane Regions |
|
| Target 2 Essentiality |
Non Essential |
| Target 2 Domain Function |
PF05328:CybS |
| Target 2 GenBank ID Protein |
Not Available |
| Target 2 UniProtKB ID |
O14521  |
| Target 2 Cellular Location |
Mitochondrion inner membrane |
| Target 2 Gene Sequence |
>480 bp
ATGGCGGTTCTCTGGAGGCTGAGTGCCGTTTGCGGTGCCCTAGGAGGCCGAGCTCTGTTG
CTTCGAACTCCAGTGGTCAGACCTGCTCATATCTCAGCATTTCTTCAGGACCGACCTATC
CCAGAATGGTGTGGAGTGCAGCACATACACTTGTCACCGAGCCACCATTCTGGCTCCAAG
GCTGCATCTCTCCACTGGACTAGCGAGAGGGTTGTCAGTGTTTTGCTCCTGGGTCTGCTT
CCGGCTGCTTATTTGAATCCTTGCTCTGCGATGGACTATTCCCTGGCTGCAGCCCTCACT
CTTCATGGTCACTGGGGCCTTGGACAAGTTGTTACTGACTATGTTCATGGGGATGCCTTG
CAGAAAGCTGCCAAGGCAGGGCTTTTGGCACTTTCAGCTTTAACCTTTGCTGGGCTTTGC
TATTTCAACTATCACGATGTGGGCATCTGCAAAGCTGTTGCCATGCTGTGGAAGCTCTGA
|
| Target 2 GenBank Gene ID |
Not Available |
| Target 2 GeneCard ID |
SDHD  |
| Target 2 GenAtlas ID |
SDHD  |
| Target 2 HGNC ID |
HGNC:10683  |
| Target 2 Chromosome Location |
Chromosome:11 |
| Target 2 Locus |
11q23 |
| Target 2 SNPs |
SNPJam Report  |
| Target 2 Toxin References |
- R259 - Melnick RL, Schiller CM: Mitochondrial toxicity of phthalate esters. Environ Health Perspect. 1982 Nov;45:51-6. [PubMed
]
|
| Target 2 General References |
9533030; 10482792; 16303743; 16554811; 15489334; 11156372 |
|
Target 3
[top]
|
| Target 3 ID |
298 |
| Target 3 Name |
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial |
| Target 3 Mechanism of Action |
Di-n-butyl phthalate has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (R259) |
| Target 3 Description |
Flavoprotein (FP) subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) |
| Target 3 Synonyms |
- Flavoprotein subunit of complex II; Fp
|
| Target 3 Gene Name |
SDHA |
| Target 3 Protein Sequence |
>Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
MSGVRGLSRLLSARRLALAKAWPTVLQTGTRGFHFTVDGNKRASAKVSDSISAQYPVVDH
EFDAVVVGAGGAGLRAAFGLSEAGFNTACVTKLFPTRSHTVAAQGGINAALGNMEEDNWR
WHFYDTVKGSDWLGDQDAIHYMTEQAPAAVVELENYGMPFSRTEDGKIYQRAFGGQSLKF
GKGGQAHRCCCVADRTGHSLLHTLYGRSLRYDTSYFVEYFALDLLMENGECRGVIALCIE
DGSIHRIRAKNTVVATGGYGRTYFSCTSAHTSTGDGTAMITRAGLPCQDLEFVQFHPTGI
YGAGCLITEGCRGEGGILINSQGERFMERYAPVAKDLASRDVVSRSMTLEIREGRGCGPE
KDHVYLQLHHLPPEQLATRLPGISETAMIFAGVDVTKEPIPVLPTVHYNMGGIPTNYKGQ
VLRHVNGQDQIVPGLYACGEAACASVHGANRLGANSLLDLVVFGRACALSIEESCRPGDK
VPPIKPNAGEESVMNLDKLRFADGSIRTSELRLSMQKSMQNHAAVFRVGSVLQEGCGKIS
KLYGDLKHLKTFDRGMVWNTDLVETLELQNLMLCALQTIYGAEARKESRGAHAREDYKVR
IDEYDYSKPIQGQQKKPFEEHWRKHTLSYVDVGTGKVTLEYRPVIDKTLNEADCATVPPA
IRSY
|
| Target 3 Number of Residues |
664 |
| Target 3 Molecular Weight |
72691.0 |
| Target 3 Theoretical pI |
7.41 |
| Target 3 GO Classification |
|
Function
|
binding
nucleotide binding
purine nucleotide binding
adenyl nucleotide binding
FAD binding
oxidoreductase activity, acting on the CH-CH group of donors
catalytic activity
oxidoreductase activity |
|
Process
|
energy derivation by oxidation of organic compounds
main pathways of carbohydrate metabolism
tricarboxylic acid cycle
physiological process
metabolism
cellular metabolism
generation of precursor metabolites and energy
electron transport |
|
Component
|
| Not Available |
|
| Target 3 General Function |
Energy production and conversion |
| Target 3 Pathways |
Carbohydrate metabolism; tricarboxylic acid cycle |
| Target 3 Reactions |
Not Available |
| Target 3 Signals |
|
| Target 3 Transmembrane Regions |
|
| Target 3 Essentiality |
Non Essential |
| Target 3 Domain Function |
PF00890:FAD_binding_2
PF02910:Succ_DH_flav_C |
| Target 3 GenBank ID Protein |
Not Available |
| Target 3 UniProtKB ID |
P31040  |
| Target 3 Cellular Location |
Mitochondrion inner membrane |
| Target 3 Gene Sequence |
>1995 bp
ATGTCGGGGGTCCGGGGCCTGTCGCGGCTGCTGAGCGCTCGGCGCCTGGCGCTGGCCAAG
GCGTGGCCAACAGTGTTGCAAACAGGAACCCGAGGTTTTCACTTCACTGTTGATGGGAAC
AAGAGGGCATCTGCTAAAGTTTCAGATTCCATTTCTGCTCAGTATCCAGTAGTGGATCAT
GAATTTGATGCAGTGGTGGTAGGCGCTGGAGGGGCAGGCTTGCGAGCTGCATTTGGCCTT
TCTGAGGCAGGGTTTAATACAGCATGTGTTACCAAGCTGTTTCCTACCAGGTCACACACT
GTTGCAGCACAGGGAGGAATCAATGCTGCTCTGGGGAACATGGAGGAGGACAACTGGAGG
TGGCATTTCTACGACACCGTGAAGGGCTCCGACTGGCTGGGGGACCAGGATGCCATCCAC
TACATGACGGAGCAGGCCCCCGCCGCCGTGGTCGAGCTAGAAAATTATGGCATGCCGTTT
AGCAGAACTGAAGATGGGAAGATTTATCAGCGTGCATTTGGTGGACAGAGCCTCAAGTTT
GGAAAGGGCGGGCAGGCCCATCGGTGCTGCTGTGTGGCTGATCGGACTGGCCACTCGCTA
TTGCACACCTTATATGGACGGTCTCTGCGATATGATACCAGCTATTTTGTGGAGTATTTT
GCCTTGGATCTCCTGATGGAGAACGGGGAGTGCCGTGGTGTCATCGCACTGTGCATAGAG
GACGGGTCCATCCATCGCATAAGAGCAAAGAACACTGTTGTTGCCACAGGAGGCTACGGG
CGCACCTACTTCAGCTGCACGTCTGCCCACACCAGCACTGGCGACGGCACGGCCATGATC
ACCAGGGCAGGCCTTCCTTGCCAGGACCTAGAGTTTGTTCAGTTCCACCCTACAGGCATA
TATGGTGCTGGTTGTCTCATTACGGAAGGATGTCGTGGAGAGGGAGGCATTCTCATTAAC
AGTCAAGGCGAAAGGTTTATGGAGCGATACGCCCCTGTCGCGAAGGACCTGGCGTCTAGA
GATGTGGTGTCTCGGTCCATGACTCTGGAGATCCGAGAAGGAAGAGGCTGTGGCCCTGAG
AAAGATCACGTCTACCTGCAGCTGCACCACCTACCTCCAGAGCAGCTGGCCACGCGCCTG
CCTGGCATTTCAGAGACAGCCATGATCTTCGCTGGCGTGGACGTCACGAAGGAGCCGATC
CCTGTCCTCCCCACCGTGCATTATAACATGGGCGGCATTCCCACCAACTACAAGGGGCAG
GTCCTGAGGCACGTGAATGGCCAGGATCAGATTGTGCCCGGCCTGTACGCCTGTGGGGAG
GCCGCCTGTGCCTCGGTACATGGTGCCAACCGCCTCGGGGCAAACTCGCTCTTGGACCTG
GTTGTCTTTGGTCGGGCATGTGCCCTGAGCATCGAAGAGTCATGCAGGCCTGGAGATAAA
GTCCCTCCAATTAAACCAAACGCTGGGGAAGAATCTGTCATGAATCTTGACAAATTGAGA
TTTGCTGATGGAAGCATAAGAACATCGGAACTGCGACTCAGCATGCAGAAGTCAATGCAA
AATCATGCTGCCGTGTTCCGTGTGGGAAGCGTGTTGCAAGAAGGTTGTGGGAAAATCAGC
AAGCTCTATGGAGACCTAAAGCACCTGAAGACGTTCGACCGGGGAATGGTCTGGAACACG
GACCTGGTGGAGACCCTGGAGCTGCAGAACCTGATGCTGTGTGCGCTGCAGACCATCTAC
GGAGCAGAGGCACGGAAGGAGTCACGGGGCGCGCATGCCAGGGAAGACTACAAGGTGCGG
ATTGATGAGTACGATTACTCCAAGCCCATCCAGGGGCAACAGAAGAAGCCCTTTGAGGAG
CACTGGAGGAAGCACACCCTGTCCTATGTGGACGTTGGCACTGGGAAGGTCACTCTGGAA
TATAGACCCGTGATCGACAAAACTTTGAACGAGGCTGACTGTGCCACCGTCCCGCCAGCC
ATTCGCTCCTACTGA
|
| Target 3 GenBank Gene ID |
Not Available |
| Target 3 GeneCard ID |
SDHA  |
| Target 3 GenAtlas ID |
SDHA  |
| Target 3 HGNC ID |
HGNC:10680  |
| Target 3 Chromosome Location |
Not Available |
| Target 3 Locus |
5p15 |
| Target 3 SNPs |
SNPJam Report  |
| Target 3 Toxin References |
- R259 - Melnick RL, Schiller CM: Mitochondrial toxicity of phthalate esters. Environ Health Perspect. 1982 Nov;45:51-6. [PubMed
]
|
| Target 3 General References |
7798181; 8142412; 10746566; 15489334; 7550341; 15242332; 19628817; 12794685 |
|
Target 4
[top]
|
| Target 4 ID |
299 |
| Target 4 Name |
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial |
| Target 4 Mechanism of Action |
Di-n-butyl phthalate has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (R259) |
| Target 4 Description |
Iron-sulfur protein (IP) subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q) |
| Target 4 Synonyms |
- Iron-sulfur subunit of complex II; Ip
|
| Target 4 Gene Name |
SDHB |
| Target 4 Protein Sequence |
>Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
MAAVVALSLRRRLPATTLGGACLQASRGAQTAAATAPRIKKFAIYRWDPDKAGDKPHMQT
YEVDLNKCGPMVLDALIKIKNEVDSTLTFRRSCREGICGSCAMNINGGNTLACTRRIDTN
LNKVSKIYPLPHMYVIKDLVPDLSNFYAQYKSIEPYLKKKDESQEGKQQYLQSIEEREKL
DGLYECILCACCSTSCPSYWWNGDKYLGPAVLMQAYRWMIDSRDDFTEERLAKLQDPFSL
YRCHTIMNCTRTCPKGLNPGKAIAEIKKMMATYKEKKASV
|
| Target 4 Number of Residues |
280 |
| Target 4 Molecular Weight |
31629.4 |
| Target 4 Theoretical pI |
8.92 |
| Target 4 GO Classification |
|
Function
|
catalytic activity
oxidoreductase activity
binding
ion binding
cation binding
transition metal ion binding
iron ion binding
transporter activity
electron transporter activity |
|
Process
|
energy derivation by oxidation of organic compounds
main pathways of carbohydrate metabolism
tricarboxylic acid cycle
physiological process
metabolism
cellular metabolism
generation of precursor metabolites and energy
electron transport |
|
Component
|
cell
membrane |
|
| Target 4 General Function |
Energy production and conversion |
| Target 4 Pathways |
Carbohydrate metabolism; tricarboxylic acid cycle |
| Target 4 Reactions |
Not Available |
| Target 4 Signals |
|
| Target 4 Transmembrane Regions |
|
| Target 4 Essentiality |
Non Essential |
| Target 4 Domain Function |
PF00111:Fer2 |
| Target 4 GenBank ID Protein |
Not Available |
| Target 4 UniProtKB ID |
P21912  |
| Target 4 Cellular Location |
Mitochondrion inner membrane |
| Target 4 Gene Sequence |
>843 bp
ATGGCGGCGGTGGTCGCACTCTCCTTGAGGCGCCGGTTGCCGGCCACAACCCTTGGCGGA
GCCTGCCTGCAGGCCTCCCGAGGAGCCCAGACAGCTGCAGCCACAGCTCCCCGTATCAAG
AAATTTGCCATCTATCGATGGGACCCAGACAAGGCTGGAGACAAACCTCATATGCAGACT
TATAAGGTTGACCTTAATAAATGTGGCCCCATGGTATTGGATGCTTTAATCAAGATTAAG
AATGAAGTTGACTCTACTTTGACCTTCCGAAGATCATGCAGAGAAGGCATCTGTGGCTCT
TGTGCAATGAACATCAATGGAGGCAACACTCTAGCTTGCACCCGAAGGATTGACACCAAC
CTCAATAAGGTCTCAAAAATCTACCCTCTTCCACACATGTATGTGATAAAGGATCTTGTT
CCCGATTTGAGCAACTTCTATGCACAGTACAAATCCATTGAGCCTTATTTGAAGAAGAAG
GATGAATCTCAGGAAGGCAAGCAGCAGTATCTGCAGTCCATAGAAGAGCGTGAGAAACTG
GACGGGCTCTACGAGTGCATTCTCTGTGCCTGCTGTAGCACCAGCTGCCCCAGCTACTGG
TGGAACGGAGACAAATATCTGGGGCCTGCAGTTCTTATGCAGGCCTATCGCTGGATGATT
GACTCCAGAGATGACTTCACAGAGGAGCGCCTGGCCAAGCTGCAGGACCCATTCTCTCTA
TACCGCTGCCACACCATCATGAACTGCACAAGGACCTGTCCTAAGGGTCTGAATCCAGGG
AAAGCTATTGCAGAGATCAAGAAAATGATGGCAACCTATAAGGAGAAGAAAGCTTCAGTT
TAA
|
| Target 4 GenBank Gene ID |
Not Available |
| Target 4 GeneCard ID |
SDHB  |
| Target 4 GenAtlas ID |
SDHB  |
| Target 4 HGNC ID |
HGNC:10681  |
| Target 4 Chromosome Location |
Not Available |
| Target 4 Locus |
1p36.1-p35 |
| Target 4 SNPs |
SNPJam Report  |
| Target 4 Toxin References |
- R259 - Melnick RL, Schiller CM: Mitochondrial toxicity of phthalate esters. Environ Health Perspect. 1982 Nov;45:51-6. [PubMed
]
|
| Target 4 General References |
7622059; 16710414; 15489334; 2302193; 2494655; 11404820; 12213855; 11897817 |
|
Target 5
[top]
|
| Target 5 ID |
46 |
| Target 5 Name |
Peroxisome proliferator-activated receptor alpha |
| Target 5 Mechanism of Action |
Di-n-butyl phthalate causes peroxisome proliferation by activating peroxisome proliferator-activated receptors, which may lead to carcinogenic effects. (R262) |
| Target 5 Description |
Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl- 2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleylethanolamide, a naturally occurring lipid that regulates satiety (By similarity). Receptor for peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the receptor binds to promoter elements of target genes. Regulates the peroxisomal beta-oxidation pathway of fatty acids. Functions as transcription activator for the acyl-CoA oxidase gene |
| Target 5 Synonyms |
- PPAR-alpha; Nuclear receptor subfamily 1 group C member 1
|
| Target 5 Gene Name |
PPARA |
| Target 5 Protein Sequence |
>Peroxisome proliferator-activated receptor alpha
MVDTESPLCPLSPLEAGDLESPLSEEFLQEMGNIQEISQSIGEDSSGSFGFTEYQYLGSC
PGSDGSVITDTLSPASSPSSVTYPVVPGSVDESPSGALNIECRICGDKASGYHYGVHACE
GCKGFFRRTIRLKLVYDKCDRSCKIQKKNRNKCQYCRFHKCLSVGMSHNAIRFGRMPRSE
KAKLKAEILTCEHDIEDSETADLKSLAKRIYEAYLKNFNMNKVKARVILSGKASNNPPFV
IHDMETLCMAEKTLVAKLVANGIQNKEAEVRIFHCCQCTSVETVTELTEFAKAIPGFANL
DLNDQVTLLKYGVYEAIFAMLSSVMNKDGMLVAYGNGFITREFLKSLRKPFCDIMEPKFD
FAMKFNALELDDSDISLFVAAIICCGDRPGLLNVGHIEKMQEGIVHVLRLHLQSNHPDDI
FLFPKLLQKMADLRQLVTEHAQLVQIIKKTESDAALHPLLQEIYRDMY
|
| Target 5 Number of Residues |
468 |
| Target 5 Molecular Weight |
52224.6 |
| Target 5 Theoretical pI |
6.20 |
| Target 5 GO Classification |
|
Function
|
steroid hormone receptor activity
transcription factor activity
signal transducer activity
receptor activity
ligand-dependent nuclear receptor activity
binding
nucleic acid binding
DNA binding |
|
Process
|
regulation of biological process
regulation of physiological process
regulation of metabolism
regulation of cellular metabolism
regulation of nucleobase, nucleoside, nucleotide and nucleic acid metabolism
regulation of transcription
regulation of transcription, DNA-dependent |
|
Component
|
organelle
membrane-bound organelle
intracellular membrane-bound organelle
nucleus |
|
| Target 5 General Function |
Involved in drug binding |
| Target 5 Pathways |
Not Available |
| Target 5 Reactions |
Not Available |
| Target 5 Signals |
|
| Target 5 Transmembrane Regions |
|
| Target 5 Essentiality |
Non Essential |
| Target 5 Domain Function |
PF00104:Hormone_recep
PF00105:zf-C4 |
| Target 5 GenBank ID Protein |
Not Available |
| Target 5 UniProtKB ID |
Q07869  |
| Target 5 Cellular Location |
Nucleus |
| Target 5 Gene Sequence |
>1407 bp
ATGGTGGACACGGAAAGCCCACTCTGCCCCCTCTCCCCACTCGAGGCCGGCGATCTAGAG
AGCCCGTTATCTGAAGAGTTCCTGCAAGAAATGGGAAACATCCAAGAGATTTCGCAATCC
ATCGGCGAGGATAGTTCTGGAAGCTTTGGCTTTACGGAATACCAGTATTTAGGAAGCTGT
CCTGGCTCAGATGGCTCGGTCATCACGGACACGCTTTCACCAGCTTCGAGCCCCTCCTCG
GTGACTTATCCTGTGGTCCCCGGCAGCGTGGACGAGTCTCCCAGTGGAGCATTGAACATC
GAATGTAGAATCTGCGGGGACAAGGCCTCAGGCTATCATTACGGAGTCCACGCGTGTGAA
GGCTGCAAGGGCTTCTTTCGGCGAACGATTCGACTCAAGCTGGTGTATGACAAGTGCGAC
CGCAGCTGCAAGATCCAGAAAAAGAACAGAAACAAATGCCAGTATTGTCGATTTCACAAG
TGCCTTTCTGTCGGGATGTCACACAACGCGATTCGTTTTGGACGAATGCCAAGATCTGAG
AAAGCAAAACTGAAAGCAGAAATTCTTACCTGTGAACATGACATAGAAGATTCTGAAACT
GCAGATCTCAAATCTCTGGCCAAGAGAATCTACGAGGCCTACTTGAAGAACTTCAACATG
AACAAGGTCAAAGCCCGGGTCATCCTCTCAGGAAAGGCCAGTAACAATCCACCTTTTGTC
ATACATGATATGGAGACACTGTGTATGGCTGAGAAGACGCTGGTGGCCAAGCTGGTGGCC
AATGGCATCCAGAACAAGGAGGTGGAGGTCCGCATCTTTCACTGCTGCCAGTGCACGTCA
GTGGAGACCGTCACGGAGCTCACGGAATTCGCCAAGGCCATCCCAGCGTTCGCAAACTTG
GACCTGAACGATCAAGTGACATTGCTAAAATACGGAGTTTATGAGGCCATATTCGCCATG
CTGTCTTCTGTGATGAACAAAGACGGGATGCTGGTAGCGTATGGAAATGGGTTTATAACT
CGTGAATTCCTAAAAAGCCTAAGGAAACCGTTCTGTGATATCATGGAACCCAAGTTTGAT
TTTGCCATGAAGTTCAATGCACTGGAACTGGATGACAGTGATATCTCCCTTTTTGTGGCT
GCTATCATTTGCTGTGGAGATCGTCCTGGCCTTCTAAACGTAGGACACATTGAAAAAATG
CAGGAGGGTATTGTACATGTGCTCAGACTCCACCTGCAGAGCAACCACCCGGACGATATC
TTTCTCTTCCCAAAACTTCTTCAAAAAATGGCAGACCTCCGGCAGCTGGTGACGGAGCAT
GCGCAGCTGGTGCAGATCATCAAGAAGACGGAGTCGGATGCTGCGCTGCACCCGCTACTG
CAGGAGATCTACAGGGACATGTACTGA
|
| Target 5 GenBank Gene ID |
Not Available |
| Target 5 GeneCard ID |
PPARA  |
| Target 5 GenAtlas ID |
PPARA  |
| Target 5 HGNC ID |
HGNC:9232  |
| Target 5 Chromosome Location |
Chromosome:22 |
| Target 5 Locus |
22q12-q13.1|22q13.31 |
| Target 5 SNPs |
SNPJam Report  |
| Target 5 Toxin References |
- R262 - Lapinskas PJ, Brown S, Leesnitzer LM, Blanchard S, Swanson C, Cattley RC, Corton JC: Role of PPARalpha in mediating the effects of phthalates and metabolites in the liver. Toxicology. 2005 Feb 1;207(1):149-63. [PubMed
]
|
| Target 5 General References |
7684926; 7981125; 8993548; 18619963; 19263263; 15461802; 14702039; 10591208 |
|
Target 6
[top]
|
| Target 6 ID |
532 |
| Target 6 Name |
Peroxisome proliferator-activated receptor gamma |
| Target 6 Mechanism of Action |
Di-n-butyl phthalate causes peroxisome proliferation by activating peroxisome proliferator-activated receptors, which may lead to carcinogenic effects. (R262) |
| Target 6 Description |
Receptor that binds peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the receptor binds to a promoter element in the gene for acyl-CoA oxidase and activates its transcription. It therefore controls the peroxisomal beta-oxidation pathway of fatty acids. Key regulator of adipocyte differentiation and glucose homeostasis |
| Target 6 Synonyms |
- PPAR-gamma; Nuclear receptor subfamily 1 group C member 3
|
| Target 6 Gene Name |
PPARG |
| Target 6 Protein Sequence |
>Peroxisome proliferator-activated receptor gamma
MGETLGDSPIDPESDSFTDTLSANISQEMTMVDTEMPFWPTNFGISSVDLSVMEDHSHSF
DIKPFTTVDFSSISTPHYEDIPFTRTDPVVADYKYDLKLQEYQSAIKVEPASPPYYSEKT
QLYNKPHEEPSNSLMAIECRVCGDKASGFHYGVHACEGCKGFFRRTIRLKLIYDRCDLNC
RIHKKSRNKCQYCRFQKCLAVGMSHNAIRFGRMPQAEKEKLLAEISSDIDQLNPESADLR
ALAKHLYDSYIKSFPLTKAKARAILTGKTTDKSPFVIYDMNSLMMGEDKIKFKHITPLQE
QSKEVAIRIFQGCQFRSVEAVQEITEYAKSIPGFVNLDLNDQVTLLKYGVHEIIYTMLAS
LMNKDGVLISEGQGFMTREFLKSLRKPFGDFMEPKFEFAVKFNALELDDSDLAIFIAVII
LSGDRPGLLNVKPIEDIQDNLLQALELQLKLNHPESSQLFAKLLQKMTDLRQIVTEHVQL
LQVIKKTETDMSLHPLLQEIYKDLY
|
| Target 6 Number of Residues |
505 |
| Target 6 Molecular Weight |
57619.6 |
| Target 6 Theoretical pI |
5.77 |
| Target 6 GO Classification |
|
Function
|
steroid hormone receptor activity
transcription factor activity
signal transducer activity
receptor activity
ligand-dependent nuclear receptor activity
binding
nucleic acid binding
DNA binding |
|
Process
|
regulation of biological process
regulation of physiological process
regulation of metabolism
regulation of cellular metabolism
regulation of nucleobase, nucleoside, nucleotide and nucleic acid metabolism
regulation of transcription
regulation of transcription, DNA-dependent |
|
Component
|
organelle
membrane-bound organelle
intracellular membrane-bound organelle
nucleus |
|
| Target 6 General Function |
Involved in arachidonic acid binding |
| Target 6 Pathways |
Not Available |
| Target 6 Reactions |
Not Available |
| Target 6 Signals |
|
| Target 6 Transmembrane Regions |
|
| Target 6 Essentiality |
Non Essential |
| Target 6 Domain Function |
PF00104:Hormone_recep
PF00105:zf-C4 |
| Target 6 GenBank ID Protein |
Not Available |
| Target 6 UniProtKB ID |
P37231  |
| Target 6 Cellular Location |
Nucleus |
| Target 6 Gene Sequence |
Not Available |
| Target 6 GenBank Gene ID |
Not Available |
| Target 6 GeneCard ID |
PPARG  |
| Target 6 GenAtlas ID |
PPARG  |
| Target 6 HGNC ID |
HGNC:9236  |
| Target 6 Chromosome Location |
Not Available |
| Target 6 Locus |
3p25 |
| Target 6 SNPs |
SNPJam Report  |
| Target 6 Toxin References |
- R262 - Lapinskas PJ, Brown S, Leesnitzer LM, Blanchard S, Swanson C, Cattley RC, Corton JC: Role of PPARalpha in mediating the effects of phthalates and metabolites in the liver. Toxicology. 2005 Feb 1;207(1):149-63. [PubMed
]
|
| Target 6 General References |
9065481; 8702406; 9144532; 7787419; 9356045; 8706692; 14702039 |