ChemFOnt: Showing chemical card for 3-trans-p-Coumaroylrotundic acid (CFc000021538)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:23 UTC

Chemfont ID

CFc000021538

Molecule Identification

Common Name

3-trans-p-Coumaroylrotundic acid

Definition

3-trans-p-Coumaroylrotundic acid is found in fruits. 3-trans-p-Coumaroylrotundic acid is a constituent of Eriobotrya japonica (loquat).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-trans-p-Coumaroylrotundate	Generator
Ethanol, magnesium salt	HMDB
Ethanol, magnesium salt (2:1)	HMDB
Magnesium ethanolate	HMDB
Magnesium ethoxide	HMDB
Magnesium ethylate	HMDB
1-Hydroxy-9-(hydroxymethyl)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₃₉H₅₄O₇

Average Molecular Weight

634.8419

Monoisotopic Molecular Weight

634.386954082

IUPAC Name

1-hydroxy-9-(hydroxymethyl)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,6a,6b,9,12a-hexamethyl-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

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

CAS Registry Number

144624-03-3

SMILES

CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC(=O)\C=C\C6=CC=C(O)C=C6)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O

InChI Identifier

InChI=1S/C39H54O7/c1-24-15-20-39(33(43)44)22-21-36(4)27(32(39)38(24,6)45)12-13-29-34(2)18-17-30(35(3,23-40)28(34)16-19-37(29,36)5)46-31(42)14-9-25-7-10-26(41)11-8-25/h7-12,14,24,28-30,32,40-41,45H,13,15-23H2,1-6H3,(H,43,44)/b14-9+

InChI Key

WSWPNGAODCKAHB-NTEUORMPSA-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
Steroid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
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: HMDB0040667)

Source

Endogenous

Endogenous (HMDB: HMDB0040667)

Plant

Plant (HMDB: HMDB0040667)

Animal

Animal (HMDB: HMDB0040667)

Exogenous

Food

Food (HMDB: HMDB0040667)

Fruit

Tropical fruit

Loquat (FooDB: FOOD00076)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0040667)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040667)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040667)

Lipid metabolism pathway (HMDB: HMDB0040667)

Cellular process

Cell signaling (HMDB: HMDB0040667)

Biochemical process

Lipid transport (HMDB: HMDB0040667)

Role

Biological role

Energy source (HMDB: HMDB0040667)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040667)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00063 g/L	ALOGPS
logP	6.34	ALOGPS
logP	6.79	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-2.8	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	6	ChemAxon
Refractivity	178.63 m³·mol⁻¹	ChemAxon
Polarizability	72.39 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

HMDB0040667

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020462

KNApSAcK ID

C00055086

Chemspider ID

35014996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752898

PDB ID

Not Available

ChEBI ID

168193

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-trans-p-Coumaroylrotundic acid (CFc000021538)

MOL for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

3D MOL for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

3D SDF for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

3D-SDF for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

PDB for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

3D PDB for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

SMILES for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

INCHI for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

Structure for CFc000021538 (3-trans-p-Coumaroylrotundic acid)

3D Structure for CFc000021538 (3-trans-p-Coumaroylrotundic acid)