ChemFOnt: Showing chemical card for 3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid (CFc000018936)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:38 UTC

Chemfont ID

CFc000018936

Molecule Identification

Common Name

3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid

Definition

3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid is found in fruits. 3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid is a constituent of Eriobotrya japonica (loquat).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3a-O-trans-Feruloyl-2a-hydroxy-12-ursen-28-Oate	Generator
3a-O-trans-Feruloyl-2a-hydroxy-12-ursen-28-Oic acid	Generator
3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-Oate	Generator
3Α-O-trans-feruloyl-2α-hydroxy-12-ursen-28-Oate	Generator
3Α-O-trans-feruloyl-2α-hydroxy-12-ursen-28-Oic acid	Generator
11-Hydroxy-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

C₄₀H₅₆O₇

Average Molecular Weight

648.8684

Monoisotopic Molecular Weight

648.402604146

IUPAC Name

11-hydroxy-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

11-hydroxy-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-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

351333-71-6

SMILES

COC1=CC(\C=C\C(=O)OC2C(O)CC3(C)C(CCC4(C)C3CC=C3C5C(C)C(C)CCC5(CCC43C)C(O)=O)C2(C)C)=CC=C1O

InChI Identifier

InChI=1S/C40H56O7/c1-23-15-18-40(35(44)45)20-19-38(6)26(33(40)24(23)2)11-13-31-37(5)22-28(42)34(36(3,4)30(37)16-17-39(31,38)7)47-32(43)14-10-25-9-12-27(41)29(21-25)46-8/h9-12,14,21,23-24,28,30-31,33-34,41-42H,13,15-20,22H2,1-8H3,(H,44,45)/b14-10+

InChI Key

LOYUSEWSBJOCNL-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
Methoxybenzene
Phenoxy compound
Phenol ether
Styrene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Phenol
Benzenoid
Dicarboxylic acid or derivatives
Fatty acyl
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
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: HMDB0038021)

Source

Endogenous

Endogenous (HMDB: HMDB0038021)

Plant

Plant (HMDB: HMDB0038021)

Animal

Animal (HMDB: HMDB0038021)

Exogenous

Food

Food (HMDB: HMDB0038021)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0038021)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038021)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038021)

Lipid metabolism pathway (HMDB: HMDB0038021)

Cellular process

Cell signaling (HMDB: HMDB0038021)

Biochemical process

Lipid transport (HMDB: HMDB0038021)

Role

Biological role

Energy source (HMDB: HMDB0038021)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038021)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0006 g/L	ALOGPS
logP	7.3	ALOGPS
logP	8.08	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	183.07 m³·mol⁻¹	ChemAxon
Polarizability	74.61 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

HMDB0038021

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017230

KNApSAcK ID

Not Available

Chemspider ID

35014499

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752276

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid (CFc000018936)

MOL for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

3D MOL for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

3D SDF for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

3D-SDF for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

PDB for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

3D PDB for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

SMILES for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

INCHI for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

Structure for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)

3D Structure for CFc000018936 (3alpha-O-trans-Feruloyl-2alpha-hydroxy-12-ursen-28-oic acid)