ChemFOnt: Showing chemical card for 3-O-trans-Coumaroylmaslinic acid (CFc000335762)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:30 UTC

Chemfont ID

CFc000335762

Molecule Identification

Common Name

3-O-trans-Coumaroylmaslinic acid

Definition

Isolated from Zizyphus jujuba (Chinese date). 3-O-trans-Coumaroylmaslinic acid is found in fruits.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-cis-Coumaroylmaslinate	Generator
11-Hydroxy-10-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator
3-O-trans-Coumaroylmaslinate	Generator

Chemical Formula

C₃₉H₅₄O₆

Average Molecular Weight

618.855

Monoisotopic Molecular Weight

618.392039459

IUPAC Name

11-hydroxy-10-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

11-hydroxy-10-{[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

35482-91-8

SMILES

CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(OC(=O)\C=C/C6=CC=C(O)C=C6)C(C)(C)C5CCC34C)C2C1)C(O)=O

InChI Identifier

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

InChI Key

KWLOAKAXMOYBRK-GDNBJRDFSA-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

Substituents

Triterpenoid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

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: HMDB0034539)

Source

Endogenous

Endogenous (HMDB: HMDB0034539)

Plant

Plant (HMDB: HMDB0034539)

Animal

Animal (HMDB: HMDB0034539)

Exogenous

Food

Food (HMDB: HMDB0034539)

Fruit

Other fruit

Jujube (FooDB: FOOD00388)

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034539)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034539)

Lipid metabolism pathway (HMDB: HMDB0034539)

Cellular process

Cell signaling (HMDB: HMDB0034539)

Biochemical process

Lipid transport (HMDB: HMDB0034539)

Role

Biological role

Energy source (HMDB: HMDB0034539)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034539)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00052 g/L	ALOGPS
logP	7.15	ALOGPS
logP	8.25	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.74	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	5	ChemAxon
Refractivity	176.53 m³·mol⁻¹	ChemAxon
Polarizability	70.76 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

HMDB0034539

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013042

KNApSAcK ID

C00054257

Chemspider ID

4475253

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316120

PDB ID

Not Available

ChEBI ID

168015

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-trans-Coumaroylmaslinic acid (CFc000335762)

MOL for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

3D MOL for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

3D SDF for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

3D-SDF for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

PDB for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

3D PDB for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

SMILES for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

INCHI for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

Structure for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)

3D Structure for CFc000335762 (3-O-trans-Coumaroylmaslinic acid)