ChemFOnt: Showing chemical card for 3-O-p-cis-Coumaroylalphitolic acid (CFc000336003)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:53 UTC

Chemfont ID

CFc000336003

Molecule Identification

Common Name

3-O-p-cis-Coumaroylalphitolic acid

Definition

Constituent of the fruit of Ziziphus jujuba (Chinese date). 3-O-p-cis-Coumaroylalphitolic acid is found in fruits.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Epicatechin-(4b->8)-gallocatechin	Generator
Epicatechin-(4β->8)-gallocatechin	Generator
Epicatechin(4b->8)gallocatechin	HMDB
16-Hydroxy-17-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylate	Generator
3-O-p-trans-Coumaroylalphitolate	Generator

Chemical Formula

C₃₉H₅₄O₆

Average Molecular Weight

618.855

Monoisotopic Molecular Weight

618.392039459

IUPAC Name

16-hydroxy-17-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylic acid

Traditional Name

16-hydroxy-17-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylic acid

CAS Registry Number

67911-62-0

SMILES

CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)CC(O)C(OC(=O)\C=C\C6=CC=C(O)C=C6)C(C)(C)C5CCC34C)C12)C(O)=O

InChI Identifier

InChI=1S/C39H54O6/c1-23(2)26-16-19-39(34(43)44)21-20-37(6)27(32(26)39)13-14-30-36(5)22-28(41)33(35(3,4)29(36)17-18-38(30,37)7)45-31(42)15-10-24-8-11-25(40)12-9-24/h8-12,15,26-30,32-33,40-41H,1,13-14,16-22H2,2-7H3,(H,43,44)/b15-10+

InChI Key

AQHKWALTXQHZKK-XNTDXEJSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Epigallocatechin
Catechin
3'-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
3-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Flavan
Chromane
1-benzopyran
Benzopyran
Benzenetriol
Pyrogallol derivative
Catechol
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB36299)

Food

Fruit

Other fruit

Jujube (FooDB: FOOD00388)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00052 g/L	ALOGPS
logP	6.29	ALOGPS
logP	8.3	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.75	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	175.54 m³·mol⁻¹	ChemAxon
Polarizability	71.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0036303

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015171

KNApSAcK ID

C00009082

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14284599

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-p-cis-Coumaroylalphitolic acid (CFc000336003)

MOL for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

3D MOL for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

3D SDF for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

3D-SDF for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

PDB for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

3D PDB for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

SMILES for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

INCHI for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

Structure for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)

3D Structure for CFc000336003 (3-O-p-cis-Coumaroylalphitolic acid)