ChemFOnt: Showing chemical card for 2-O-Protocatechuoylalphitolic acid (CFc000011005)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:37 UTC

Chemfont ID

CFc000011005

Molecule Identification

Common Name

2-O-Protocatechuoylalphitolic acid

Definition

2-O-Protocatechuoylalphitolic acid is found in fruits. 2-O-Protocatechuoylalphitolic acid is a constituent of Zizyphus jujuba (Chinese date)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-O-Protocatechuoylalphitolate	Generator
16-(3,4-Dihydroxybenzoyloxy)-17-hydroxy-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

Chemical Formula

C₃₇H₅₂O₇

Average Molecular Weight

608.8046

Monoisotopic Molecular Weight

608.371304018

IUPAC Name

16-(3,4-dihydroxybenzoyloxy)-17-hydroxy-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-(3,4-dihydroxybenzoyloxy)-17-hydroxy-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

182682-95-7

SMILES

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

InChI Identifier

InChI=1S/C37H52O7/c1-20(2)22-12-15-37(32(42)43)17-16-35(6)23(29(22)37)9-11-28-34(5)19-26(44-31(41)21-8-10-24(38)25(39)18-21)30(40)33(3,4)27(34)13-14-36(28,35)7/h8,10,18,22-23,26-30,38-40H,1,9,11-17,19H2,2-7H3,(H,42,43)

InChI Key

MKDOBXUKRMFQNI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029779)

Source

Endogenous

Endogenous (HMDB: HMDB0029779)

Plant

Plant (HMDB: HMDB0029779)

Animal

Animal (HMDB: HMDB0029779)

Exogenous

Food

Food (HMDB: HMDB0029779)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029779)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029779)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029779)

Lipid metabolism pathway (HMDB: HMDB0029779)

Cellular process

Cell signaling (HMDB: HMDB0029779)

Biochemical process

Lipid transport (HMDB: HMDB0029779)

Role

Biological role

Energy source (HMDB: HMDB0029779)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029779)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.004 g/L	ALOGPS
logP	5.89	ALOGPS
logP	7.45	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.75	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	167.77 m³·mol⁻¹	ChemAxon
Polarizability	67.54 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	No	ChemAxon

External Links

HMDB ID

HMDB0029779

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000986

KNApSAcK ID

Not Available

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

85286056

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-O-Protocatechuoylalphitolic acid (CFc000011005)

MOL for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

3D MOL for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

3D SDF for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

3D-SDF for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

PDB for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

3D PDB for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

SMILES for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

INCHI for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

Structure for CFc000011005 (2-O-Protocatechuoylalphitolic acid)

3D Structure for CFc000011005 (2-O-Protocatechuoylalphitolic acid)