ChemFOnt: Showing chemical card for 3-O-trans-Feruloyleuscaphic acid (CFc000013015)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:16 UTC

Chemfont ID

CFc000013015

Molecule Identification

Common Name

3-O-trans-Feruloyleuscaphic acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-trans-Feruloyleuscaphate	Generator
1,11-Dihydroxy-10-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-1,2,6a,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	HMDB

Chemical Formula

C₄₀H₅₆O₈

Average Molecular Weight

664.8678

Monoisotopic Molecular Weight

664.397518768

IUPAC Name

1,11-dihydroxy-10-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-1,2,6a,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

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

CAS Registry Number

None

SMILES

COC1=C(O)C=CC(\C=C\C(=O)OC2C(O)CC3(C)C(CCC4(C)C3CC=C3C5C(C)(O)C(C)CCC5(CCC43C)C(O)=O)C2(C)C)=C1

InChI Identifier

InChI=1S/C40H56O8/c1-23-15-18-40(34(44)45)20-19-37(5)25(32(40)39(23,7)46)11-13-30-36(4)22-27(42)33(35(2,3)29(36)16-17-38(30,37)6)48-31(43)14-10-24-9-12-26(41)28(21-24)47-8/h9-12,14,21,23,27,29-30,32-33,41-42,46H,13,15-20,22H2,1-8H3,(H,44,45)/b14-10+

InChI Key

ZLJNDEAZTHKUBC-GXDHUFHOSA-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 or derivatives
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Ether
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
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: HMDB0031837)

Source

Endogenous

Endogenous (HMDB: HMDB0031837)

Plant

Plant (HMDB: HMDB0031837)

Animal

Animal (HMDB: HMDB0031837)

Exogenous

Food

Food (HMDB: HMDB0031837)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031837)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031837)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031837)

Lipid metabolism pathway (HMDB: HMDB0031837)

Cellular process

Cell signaling (HMDB: HMDB0031837)

Biochemical process

Lipid transport (HMDB: HMDB0031837)

Role

Biological role

Energy source (HMDB: HMDB0031837)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031837)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00097 g/L	ALOGPS
logP	6.27	ALOGPS
logP	6.84	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	184.68 m³·mol⁻¹	ChemAxon
Polarizability	76.01 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

HMDB0031837

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008518

KNApSAcK ID

Not Available

Chemspider ID

35013387

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751195

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-trans-Feruloyleuscaphic acid (CFc000013015)

MOL for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

3D MOL for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

3D SDF for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

3D-SDF for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

PDB for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

3D PDB for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

SMILES for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

INCHI for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

Structure for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)

3D Structure for CFc000013015 (3-O-trans-Feruloyleuscaphic acid)