ContaminantDB: (Z)-Resveratrol

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-26 00:18:39 UTC

Update Date

2016-11-09 01:18:38 UTC

Accession Number

CHEM028232

Identification

Common Name

(Z)-Resveratrol

Class

Small Molecule

Description

The cis-stereoisomer of resveratrol.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Z)-3,4',5-Trihydroxystilbene	ChEBI
(Z)-3,5,4'-Trihydroxystilbene	ChEBI
5-[(Z)-2-(4-Hydroxyphenyl)vinyl]benzene-1,3-diol	ChEBI
cis-3,4',5-Trihydroxystilbene	ChEBI
cis-3,5,4'-Trihydroxystilbene	ChEBI
cis-3,4,5-Trihydroxystilbene	HMDB
cis-5-[2-(4-Hydroxyphenyl)ethenyl]benzene-1,3-diol	HMDB
cis-Resveratrol	HMDB
Z-Resveratrol	HMDB
(Z)-Resveratrol	ChEBI
SRT 501	MeSH
SRT-501	MeSH
Resveratrol-3-sulfate	MeSH
3,5,4'-Trihydroxystilbene	MeSH
trans-Resveratrol	MeSH
trans-Resveratrol-3-O-sulfate	MeSH
3,4',5-Stilbenetriol	MeSH
Resveratrol	MeSH
trans Resveratrol	MeSH
cis Resveratrol	MeSH
3,4',5-Trihydroxystilbene	MeSH
trans Resveratrol 3 O sulfate	MeSH
Resveratrol 3 sulfate	MeSH

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Mass

228.247 g/mol

Monoisotopic Mass

228.079 g/mol

CAS Registry Number

61434-67-1

IUPAC Name

5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol

Traditional Name

cis-resveratrol

SMILES

[H]\C(=C(/[H])C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1-

InChI Key

LUKBXSAWLPMMSZ-UPHRSURJSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resveratrol (CHEBI:36002 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.069 g/L	ALOGPS
logP	2.57	ALOGPS
logP	3.4	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.46 m³·mol⁻¹	ChemAxon
Polarizability	23.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0006-0211900000-e6c3f3295b4065e9aa2d	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0006-0211900000-e6c3f3295b4065e9aa2d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0790000000-615dafbde185688e8755	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-8009800000-8b40ad68f231308861d4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4i-0900000000-bb9a6d638bfc3b220e56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-004i-1790000000-7ea59c47e9f949b78e96	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0790000000-b3a2075228aca818390e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-6754844dee8a3dc4fc69	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0uxr-1900000000-a46127769b05d12be96c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0aor-1900000000-16baa5e221fd2b7b41d1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0900000000-a2ad5b250dd1143e0340	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0udi-1900000000-50ff2813bb9ff643cda4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-684ba71994eddb3cc5fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1790000000-48f6b084b3c1980251ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-cb27132eca682e095050	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0980000000-e0119bc9d8c20454bb37	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-004i-0980000000-8567825d0f0f8da697b9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-1900000000-ef5dbbbf7819725c65b0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-066r-1900000000-ae80b670f123c5278ae2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-655581acb694e423a693	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0690000000-37f13318e23ebae81b00	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014u-3910000000-e87807281eb836a65eb0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-0d55e176d88ed31cd1cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0190000000-cfdf20e77b23e0cc49e2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a73-3930000000-243d9e319d0fee123dee	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-f0e0fc28215258fdeb31	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0290000000-392d130f7eff4613da8f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-1930000000-b1c4adbfc57f39246e00	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-c89325e1a7192ec227f4	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0034118

FooDB ID

FDB012386

Phenol Explorer ID

583

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

1265933

ChEBI ID

36002

PubChem Compound ID

1548910

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Belguendouz L, Fremont L, Linard A: Resveratrol inhibits metal ion-dependent and independent peroxidation of porcine low-density lipoproteins. Biochem Pharmacol. 1997 May 9;53(9):1347-55.

2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

(Z)-Resveratrol (CHEM028232)

Structure for CHEM028232: (Z)-Resveratrol