ChemFOnt: Showing chemical card for 3-Isopentadienyl-3',4,5'-trihydroxystilbene (CFc000281530)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:00 UTC

Chemfont ID

CFc000281530

Molecule Identification

Common Name

3-Isopentadienyl-3',4,5'-trihydroxystilbene

Definition

3-isopentadienyl-3',4,5'-trihydroxystilbene is a member of the class of compounds known as stilbenes. Stilbenes 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. 3-isopentadienyl-3',4,5'-trihydroxystilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-isopentadienyl-3',4,5'-trihydroxystilbene can be found in peanut, which makes 3-isopentadienyl-3',4,5'-trihydroxystilbene a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₃

Average Molecular Weight

294.3444

Monoisotopic Molecular Weight

294.125594442

IUPAC Name

5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

Traditional Name

5-[(E)-2-{4-hydroxy-3-[(1E)-3-methylbuta-1,3-dien-1-yl]phenyl}ethenyl]benzene-1,3-diol

CAS Registry Number

170557-18-3

SMILES

CC(=C)\C=C\C1=C(O)C=CC(\C=C\C2=CC(O)=CC(O)=C2)=C1

InChI Identifier

InChI=1S/C19H18O3/c1-13(2)3-7-16-9-14(6-8-19(16)22)4-5-15-10-17(20)12-18(21)11-15/h3-12,20-22H,1H2,2H3/b5-4+,7-3+

InChI Key

MNTCXQWBUINPSP-JLVHPEPXSA-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

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302014)

Food

Nut

Peanut (FooDB: FOOD00016)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	4.21	ALOGPS
logP	4.91	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.93	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	4	ChemAxon
Refractivity	91.74 m³·mol⁻¹	ChemAxon
Polarizability	33.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302014

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001747

KNApSAcK ID

C00015901

Chemspider ID

59696651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14031069

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Isopentadienyl-3',4,5'-trihydroxystilbene (CFc000281530)

MOL for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D MOL for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D SDF for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D-SDF for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

PDB for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D PDB for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

SMILES for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

INCHI for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

Structure for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)

3D Structure for CFc000281530 (3-Isopentadienyl-3',4,5'-trihydroxystilbene)