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Showing toxin card for Benzyl acetate (T3D3214)

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Version 1.0
Creation Date 2009-07-30 17:56:28
Update Date 2010-05-18 21:02:43
Accession Number T3D3214
Name Benzyl acetate
Compound Type
  • Fragrance Toxin
  • Organic Compound
Description Benzyl acetate is an organic compound with the molecular formula C9H10O2. It is the ester formed by condensation of benzyl alcohol and acetic acid. Benzyl acetate is found naturally in many flowers. It is the primary constituent of the essential oils from the flowers jasmine, ylang-ylang and tobira (S764).
Synonyms
  1. (acetoxymethyl)benzene
  2. .alpha.-acetoxytoluene
  3. Acetato de bencilo
  4. Acetic Acid benzyl ester
  5. Acetic Acid phenylmethyl ester
  6. Acetic Acid, benzyl ester
  7. Acetic Acid, phenylmethyl ester
  8. Alpha-acetoxytoluene
  9. Benzyl acetate
  10. Benzyl acetate (natural)
  11. Benzyl ester of acetic Acid
  12. Benzylacetate
  13. Benzylester kyseliny octove
  14. Benzylester kyseliny octove [czech]
  15. Phenylmethyl acetate
  16. Phenylmethyl ethanoate
  17. Plastolin I
  18. a-acetoxytoluene
Chemical IUPAC Name benzyl acetate
Chemical Formula C9H10O2
Chemical Structure Structure
CAS Registry Number 140-11-4
InChI Identifier InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3
InChI Key InChIKey=QUKGYYKBILRGFE-UHFFFAOYSA-N
PubChem Compound ID 8785 Link Image
KEGG ID C15513 Link Image
UniProt ID Not Available
OMIM ID Not Available
ChEBI ID 52051 Link Image
BioCyc ID CPD-103 Link Image
SuperToxic ID Not Available
CTD ID Not Available
Stitch ID Benzyl acetate Link Image
DrugBank ID Not Available
PDB ID Not Available
ACToR ID 152
Wikipedia Link Not Available
Monoisotopic Mass 150.06808
MOL File Show
PDB File Show
SDF File Show
SMILES CC(=O)OCC1=CC=CC=C1
Appearance Water-white liquid (R431).
Melting Point -51.3 oC
Solubility 3.1 mg/mL at 25 oC [CHEMICALS INSPECTION AND TESTING INSTITU (1992)]
Predicted LogP 1.647
Route of Exposure Oral (S765) ; inhalation (S765) ; dermal (S765) ; eye contact (S765)
Mechanism of Action Benzyl acetate is rapidly hydrolyzed to acteic acid and benzyl alchohol, and the latter is oxidezed to benzoic acid, and excrete as hippuric acid (R286).
Metabolism Not Available
Toxicity Values LD50: 2490 mg/kg (Oral, Rat) (S765) LD50: 830 mg/kg (Oral, Mouse) (S765) LC50: 245 ppm over 8 hours (Inhalation, Cat) (S765)
Lethal Dose Not Available
Carcinogenicity (IARC Classification) 3, not classifiable as to its carcinogenicity in humans (R264).
Uses/Sources It is used widely in perfumery and cosmetics for its aroma and in flavorings to impart apple and pear flavors (S764).
Minimum Risk Level Not Available
Health Effects Respiratory tract irritation, if severe, can progress to pulmonary edema. Dermatitis or asthma with bronchospasm and wheezing may result from poisoning (R383).
Symptoms Vomiting, drowiness, diarrhea, convulsions and burning sensation may result from ingestion or inhalation. Moreover, inhalation may cause laboured breathing and sore throat. Redness of the eyes, dry skin, depending of the contact surface (S768).
Treatment Consider gastric lavage and activated charcoal (NOT to patients ingesting strong acidic or basic caustic chemicals). Maintain ventilation and oxygenation and evaluate with frequent arterial blood gas or pulse oximetry monitoring in case of acute lung injury. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Treat dermal irritation or burns with standard topical therapy. Administer symptomatic treatment as necessary. (R383)
General References
  • S765 - ScienceLab.com (2008). Material Safety Data Sheet (MSDS) for Benzyl Acetate.
  • R264 - International Agency for Research on Cancer (2009). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans.
  • S764 - Wikipedia. Benzyl acetate. Last Updated 4 August 2009.
  • R383 - Rumack BH (2009). POISINDEX(R) Information System. Englewood, CO: Micromedex, Inc. CCIS Volume 141, edition expires Aug, 2009.
  • R431 - Lewis RJ Sr. (ed) (1993). Hawley's Condensed Chemical Dictionary. 12th ed. New York, NY: Van Nostrand Rheinhold Co.
  • R286 - Clayton GD and Clayton FE (eds) (1993-1994). Patty's Industrial Hygiene and Toxicology. Volumes 2A, 2B, 2C, 2D, 2E, 2F: Toxicology. 4th ed. New York, NY: John Wiley & Sons Inc.
  • S768 - International Occupational Safety and Health Information Centre (2005). Benzyl acetate.
Targets
  1. Acetylcholinesterase
Target 1 [top]
Target 1 ID 312
Target 1 Name Acetylcholinesterase
Target 1 Mechanism of Action Benzyl acetate binds to acetylcholinesterase.
Target 1 Description Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis
Target 1 Synonyms
  1. AChE
Target 1 Gene Name ACHE
Target 1 Protein Sequence >Acetylcholinesterase 
MRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRGIRLKTPGGPV
SAFLGIPFAEPPMGPRRFLPPEPKQPWSGVVDATTFQSVCYQYVDTLYPGFEGTEMWNPN
RELSEDCLYLNVWTPYPRPTSPTPVLVWIYGGGFYSGASSLDVYDGRFLVQAERTVLVSM
NYRVGAFGFLALPGSREAPGNVGLLDQRLALQWVQENVAAFGGDPTSVTLFGESAGAASV
GMHLLSPPSRGLFHRAVLQSGAPNGPWATVGMGEARRRATQLAHLVGCPPGGTGGNDTEL
VACLRTRPAQVLVNHEWHVLPQESVFRFSFVPVVDGDFLSDTPEALINAGDFHGLQVLVG
VVKDEGSYFLVYGAPGFSKDNESLISRAEFLAGVRVGVPQVSDLAAEAVVLHYTDWLHPE
DPARLREALSDVVGDHNVVCPVAQLAGRLAAQGARVYAYVFEHRASTLSWPLWMGVPHGY
EIEFIFGIPLDPSRNYTAEEKIFAQRLMRYWANFARTGDPNEPRDPKAPQWPPYTAGAQQ
YVSLDLRPLEVRRGLRAQACAFWNRFLPKLLSATDTLDEAERQWKAEFHRWSSYMVHWKN
QFDHYSKQDRCSDL
Target 1 Number of Residues 614
Target 1 Molecular Weight 67795.5
Target 1 Theoretical pI 6.24
Target 1 GO Classification
Function
catalytic activity
hydrolase activity
hydrolase activity, acting on ester bonds
carboxylic ester hydrolase activity
cholinesterase activity
Process
Not Available
Component
Not Available
Target 1 General Function Lipid transport and metabolism
Target 1 Pathways Not Available
Target 1 Reactions Not Available
Target 1 Signals
  • 1-31
Target 1 Transmembrane Regions
  • None
Target 1 Essentiality Non Essential
Target 1 Domain Function PF08674:AChE_tetra PF00135:COesterase
Target 1 GenBank ID Protein Not Available
Target 1 UniProtKB ID P22303 Link Image
Target 1 Cellular Location Isoform H:Cell membrane
Target 1 Gene Sequence >1845 bp 
ATGAGGCCCCCGCAGTGTCTGCTGCACACGCCTTCCCTGGCTTCCCCACTCCTTCTCCTC
CTCCTCTGGCTCCTGGGTGGAGGAGTGGGGGCTGAGGGCCGGGAGGATGCAGAGCTGCTG
GTGACGGTGCGTGGGGGCCGGCTGCGGGGCATTCGCCTGAAGACCCCCGGGGGCCCTGTC
TCTGCTTTCCTGGGCATCCCCTTTGCGGAGCCACCCATGGGACCCCGTCGCTTTCTGCCA
CCGGAGCCCAAGCAGCCTTGGTCAGGGGTGGTAGACGCTACAACCTTCCAGAGTGTCTGC
TACCAATATGTGGACACCCTATACCCAGGTTTTGAGGGCACCGAGATGTGGAACCCCAAC
CGTGAGCTGAGCGAGGACTGCCTGTACCTCAACGTGTGGACACCATACCCCCGGCCTACA
TCCCCCACCCCTGTCCTCGTCTGGATCTATGGGGGTGGCTTCTACAGTGGGGCCTCCTCC
TTGGACGTGTACGATGGCCGCTTCTTGGTACAGGCCGAGAGGACTGTGCTGGTGTCCATG
AACTACCGGGTGGGAGCCTTTGGCTTCCTGGCCCTGCCGGGGAGCCGAGAGGCCCCGGGC
AATGTGGGTCTCCTGGATCAGAGGCTGGCCCTGCAGTGGGTGCAGGAGAACGTGGCAGCC
TTCGGGGGTGACCCGACATCAGTGACGCTGTTTGGGGAGAGCGCGGGAGCCGCCTCGGTG
GGCATGCACCTGCTGTCCCCGCCCAGCCGGGGCCTGTTCCACAGGGCCGTGCTGCAGAGC
GGTGCCCCCAATGGACCCTGGGCCACGGTGGGCATGGGAGAGGCCCGTCGCAGGGCCACG
CAGCTGGCCCACCTTGTGGGCTGTCCTCCAGGCGGCACTGGTGGGAATGACACAGAGCTG
GTAGCCTGCCTTCGGACACGACCAGCGCAGGTCCTGGTGAACCACGAATGGCACGTGCTG
CCTCAAGAAAGCGTCTTCCGGTTCTCCTTCGTGCCTGTGGTAGATGGAGACTTCCTCAGT
GACACCCCAGAGGCCCTCATCAACGCGGGAGACTTCCACGGCCTGCAGGTGCTGGTGGGT
GTGGTGAAGGATGAGGGCTCGTATTTTCTGGTTTACGGGGCCCCAGGCTTCAGCAAAGAC
AACGAGTCTCTCATCAGCCGGGCCGAGTTCCTGGCCGGGGTGCGGGTCGGGGTTCCCCAG
GTAAGTGACCTGGCAGCCGAGGCTGTGGTCCTGCATTACACAGACTGGCTGCATCCCGAG
GACCCGGCACGCCTGAGGGAGGCCCTGAGCGATGTGGTGGGCGACCACAATGTCGTGTGC
CCCGTGGCCCAGCTGGCTGGGCGACTGGCTGCCCAGGGTGCCCGGGTCTACGCCTACGTC
TTTGAACACCGTGCTTCCACGCTCTCCTGGCCCCTGTGGATGGGGGTGCCCCACGGCTAC
GAGATCGAGTTCATCTTTGGGATCCCCCTGGACCCCTCTCGAAACTACACGGCAGAGGAG
AAAATCTTCGCCCAGCGACTGATGCGATACTGGGCCAACTTTGCCCGCACAGGGGATCCC
AATGAGCCCCGAGACCCCAAGGCCCCACAATGGCCCCCGTACACGGCGGGGGCTCAGCAG
TACGTTAGTCTGGACCTGCGGCCGCTGGAGGTGCGGCGGGGGCTGCGCGCCCAGGCCTGC
GCCTTCTGGAACCGCTTCCTCCCCAAATTGCTCAGCGCCACCGACACGCTCGACGAGGCG
GAGCGCCAGTGGAAGGCCGAGTTCCACCGCTGGAGCTCCTACATGGTGCACTGGAAGAAC
CAGTTCGACCACTACAGCAAGCAGGATCGCTGCTCAGACCTGTGA
Target 1 GenBank Gene ID Not Available
Target 1 GeneCard ID ACHE Link Image
Target 1 GenAtlas ID ACHE Link Image
Target 1 HGNC ID HGNC:108 Link Image
Target 1 Chromosome Location Not Available
Target 1 Locus 7q22
Target 1 SNPs SNPJam Report Link Image
Target 1 Toxin References
  • S773 - A, Anderson M, Ash D, Campagna J, Daniel E, Horwood R, Kerr P, Rych G, Zappitelli F. The mode of binding of potential transition-state analogs to acetylcholinesterase. Dafforn Biochim Biophys Acta. 1977 Oct 13;484(2):375-85. [PubMed Link Image]
Target 1 General References 2263619; 8299725; 14702039; 12853948; 15489334; 11239002

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