Dihydrocapsiate

HCID 9873754

Notes Reactions

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Basic information

CAS: 205687-03-2
Standard SMILES: COc1cc(COC(=O)CCCCCCC(C)C)ccc1O
InChIKey: RBCYRZPENADQGZ-UHFFFAOYSA-N
Molecular formula: C18H28O4
Average molar mass: 308.4 g/mol
Monoisotopic mass: 308.19875938

Overview

Dihydrocapsiate is a member of phenols and a member of methoxybenzenes.

Names & identifiers

Preferred name: Dihydrocapsiate
IUPAC: (4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate
English name: 8-Methylnonanoic acid (4-hydroxy-3-methoxyphenyl)methyl ester
Molecular formula: C18H28O4
Molecular weight: 308.41

Names & synonyms

dihydrocapsiate205687-03-2(4-HYDROXY-3-METHOXYPHENYL)METHYL 8-METHYLNONANOATENonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl esterW2F7769AEUDTXSID80174576RefChem:133747DTXCID2097067859-192-74-Hydroxy-3-methoxybenzyl 8-methylnonanoateMFCD29917840UNII-W2F7769AEU

Show more names

Dihydrocapsiate【5088】8-Methylnonanoic acid (4-hydroxy-3-methoxyphenyl)methyl este8-Methylnonanoic acid (4-hydroxy-3-methoxyphenyl)methyl esterNonanoic acid,8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester

CCRIS 9424Vanillyl 8-methylnonanoateDihydrocapsiate (Standard)(4-hydroxy-3-methoxy-phenyl)methyl 8-methylnonanoateorb1689288SCHEMBL1585862CHEBI:174951RBCYRZPENADQGZ-UHFFFAOYSA-N

Database identifiers

CAS: 205687-03-2
PubChem CID: 9873754
DTXSID: DTXSID80174576
ChEBI: CHEBI:174951
UNII: W2F7769AEU
EC Number: 859-192-7
Nikkaji: J969.321A

Properties

Computed structural properties

XLogP: 5
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 11
Heavy atoms: 22
Formal charge: 0
Complexity: 303

Physicochemical properties

Boiling point: 413.6 · 413.6±30.0 °C(Predicted)
Density: 1.038 · 1.038
storage temp.: -20 °C, · Store at -20°C, protect from light
pka: 9.51 · 9.51±0.20(Predicted)
form: Liquid
color: Colorless to light yellow
Major Application: cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
InChI: 1S/C18H28O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h10-12,14,19H,4-9,13H2,1-3H3
InChIKey: RBCYRZPENADQGZ-UHFFFAOYSA-N
SMILES: OC1=C(OC)C=C(COC(CCCCCCC(C)C)=O)C=C1
LogP: 5.094 · 5.094 (est)
FDA UNII: 2 F7769AEU · W2F7769AEU
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 300 · H300-H315-H319-H335
Precautionary statements: 501 · P501-P261-P270-P271-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P312-P403+P233-P405
WGK Germany: 3 · WGK 3
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 · Aquatic Chronic 4

Safety & regulation

GHS classification

GHS Classification · 4 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

H413 (50%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationRegulation (EC) No 258/1997

Hazard Classes and CategoriesAquatic Chronic 4 (50%)

Safety data

wgk: WGK 3
Signal word: Danger
Symbol(GHS): GHS06
Storage Class: 10 - Combustible liquids
Hazard statements: H300-H315-H319-H335
Hazard Classifications: Aquatic Chronic 4
Precautionary statements: P501-P261-P270-P271-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P312-P403+P233-P405

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Applications

UsesDihydrocapsiate, is a complex that is found in chili peppers which has been used in different biological studies to determine the inhibitory effects. This includes the studies performed on cytochrome P 450 3A4 in human liver microsomes.