Methyl benzoate

  • GreenMolBD CID : 99
  • Molecular Formula : C8H8O2
  • Molecular Weight : 136.15
  • Exact Molecular Mass : 136.052
  • IUPAC Name : methyl benzoate
  • InChI : InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3
  • InChI Key : QPJVMBTYPHYUOC-UHFFFAOYSA-N
  • Canonical SMILES : COC(=O)C1=CC=CC=C1
  • Isomeric SMILES : COC(=O)c1ccccc1
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

1.2. Taxonomy Tree

1.3. Alternative Parent

Benzoyl derivatives; Methyl esters; Monocarboxylic acids and derivatives; Organooxygen compounds; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Benzoate ester; Benzoyl; Methyl ester; Carboxylic acid ester; Monocarboxylic acid or derivatives; Carboxylic acid derivative; Organic oxygen compound; Organic oxide; Hydrocarbon derivative; Organooxygen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.4732 26.3 0 2 10 2 6 6 3.77815 189.569 153.383 0.71821

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-58.820135 2.01 -5.193 -9.96778 -0.41912 4.774

4. Compound Reactivity

DLP nRFG nLMR
2 1 0

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Non-Toxic 2.68446 5912.98 0.181069 None Strong None Degradable 0.0230316 10.8396

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
METHYL BENZOATE
93-58-3
Methylbenzoate
Benzoic acid, methyl ester
Clorius
benzoic acid methyl ester
Niobe oil
Oil of niobe
Methyl benzenecarboxylate
Essence of niobe
Oniobe oil
Oxidate le
Methyl benzoate (natural)
NSC 9394
Methylester kyseliny benzoove
UNII-6618K1VJ9T
FEMA No. 2683
CCRIS 5851
HSDB 5283
EINECS 202-259-7
UN2938
Methylester kyseliny benzoove [Czech]
Methyl ester of benzoic acid
AI3-00525
CHEBI:72775
QPJVMBTYPHYUOC-UHFFFAOYSA-N
MFCD00008421
DSSTox_CID_5572
DSSTox_RID_77836
DSSTox_GSID_25572
CAS-93-58-3
METHYL BENZOATE-CARBONYL-13C
benzoic acid methyl
ACMC-20aioi
methyloxycarbonylbenzene
benzoic acid methylester
Methyl benzoate, 99%
WLN: 1OVR
AC1L1O4G
SCHEMBL7200
METHYL,(BENZOYLOXY)-
KSC487A6F
MLS001050185
CHEMBL16435
SCHEMBL4790973
DTXSID5025572
SCHEMBL10330498
CTK3I7062
KS-00000VMQ
NSC9394
Methyl benzoate, >=99% (GC)
MolPort-001-783-861
6618K1VJ9T
BB_SC-7167
ZINC156868
ACT10969
NSC-9394
Methyl benzoate, analytical standard
Tox21_201832
Tox21_303198
ANW-75136
BBL010502
SBB058212
STK021498
AKOS000120640
Methyl benzoate, >=98%, FCC, FG
LS-1945
MCULE-3681534655
RP20261
RTC-060464
TRA0079771
UN 2938
Methyl benzoate, for synthesis, 98.0%
NCGC00091665-01
NCGC00091665-02
NCGC00256939-01
NCGC00259381-01
AJ-13898
AK-98161
AN-42658
KB-54731
OR033951
OR271133
OR377905
SC-18079
SMR001216584
ZB006457
TC-060464
B0074
FT-0622713
ST24031184
ST51015549
Methyl benzoate, natural, >=98%, FCC, FG
C20645
102027-EP2272817A1
102027-EP2275469A1
102027-EP2287940A1
102027-EP2289965A1
102027-EP2301983A1
102027-EP2371831A1
A844641
Methyl benzoate [UN2938] [Keep away from food]
I01-2293
J-522592
Methyl benzoate [UN2938] [Keep away from food]
Z19825577
F0001-2239
InChI=1/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H
1082718-77-1
Benzoic acid,methyl ester

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Methyl benzoate
Abelmoschus esculentus (L.) Moench Pod 3
Jasminum graniflorum Flower 1 , 20
Jasminum sambac L. Flower 6
Litchi chinensis Fruit 11
Mangifera indica Fruit Pulp; Fruit 6 , 7
Olea europea 6
Tamarindus indica Fruit 9
Viola odorata Flower 2

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
56 androgen receptor AR Homo sapiens 31.6228 588515
56 androgen receptor AR Homo sapiens 44.6684 588516
52 C-X-C motif chemokine ligand 8 CXCL8 Homo sapiens 74.978 651758
57 estrogen receptor 1 ESR1 Homo sapiens 43.6412 743069
57 estrogen receptor 1 ESR1 Homo sapiens 48.9662 743078
57 estrogen receptor 1 ESR1 Homo sapiens 61.057 743069
25 estrogen related receptor alpha ESRRA Homo sapiens 48.5577 1224848
25 estrogen related receptor alpha ESRRA Homo sapiens 54.4827 1224849
30 nuclear factor, erythroid 2 like 2 NFE2L2 Homo sapiens 74.978 651741
89 nuclear receptor subfamily 1 group H member 4 NR1H4 Homo sapiens 21.8724 743220
32 thyroid stimulating hormone receptor TSHR Homo sapiens 12.5893 926
32 thyroid stimulating hormone receptor TSHR Homo sapiens 12.5893 938
64 vitamin D receptor VDR Homo sapiens 0.0012 743223

10. Chemical Vendors

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