ChemFOnt: Showing chemical card for 3-trans-Caffeoyltormentic acid (CFc000021521)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:21 UTC

Chemfont ID

CFc000021521

Molecule Identification

Common Name

3-trans-Caffeoyltormentic acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-trans-Caffeoyltormentate	Generator
10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-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

C₃₉H₅₄O₈

Average Molecular Weight

650.8413

Monoisotopic Molecular Weight

650.381868704

IUPAC Name

10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-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

10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-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

144604-16-0

SMILES

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

InChI Identifier

InChI=1S/C39H54O8/c1-22-14-17-39(33(44)45)19-18-36(5)24(31(39)38(22,7)46)10-12-29-35(4)21-27(42)32(34(2,3)28(35)15-16-37(29,36)6)47-30(43)13-9-23-8-11-25(40)26(41)20-23/h8-11,13,20,22,27-29,31-32,40-42,46H,12,14-19,21H2,1-7H3,(H,44,45)/b13-9+

InChI Key

MFPIVTNHMCQSEM-UKTHLTGXSA-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
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
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: HMDB0040650)

Source

Endogenous

Endogenous (HMDB: HMDB0040650)

Plant

Plant (HMDB: HMDB0040650)

Animal

Animal (HMDB: HMDB0040650)

Exogenous

Food

Food (HMDB: HMDB0040650)

Fruit

Tropical fruit

Loquat (FooDB: FOOD00076)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0040650)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040650)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040650)

Lipid metabolism pathway (HMDB: HMDB0040650)

Cellular process

Cell signaling (HMDB: HMDB0040650)

Biochemical process

Lipid transport (HMDB: HMDB0040650)

Role

Industrial application

Antiviral agent (HMDB: HMDB0040650)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040650)

Agriculture

Pesticide (HMDB: HMDB0040650)

Biological role

Energy source (HMDB: HMDB0040650)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	5.95	ALOGPS
logP	6.7	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	180.19 m³·mol⁻¹	ChemAxon
Polarizability	72.95 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

HMDB0040650

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020443

KNApSAcK ID

C00055127

Chemspider ID

35014991

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752884

PDB ID

Not Available

ChEBI ID

168484

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-trans-Caffeoyltormentic acid (CFc000021521)

MOL for CFc000021521 (3-trans-Caffeoyltormentic acid)

3D MOL for CFc000021521 (3-trans-Caffeoyltormentic acid)

3D SDF for CFc000021521 (3-trans-Caffeoyltormentic acid)

3D-SDF for CFc000021521 (3-trans-Caffeoyltormentic acid)

PDB for CFc000021521 (3-trans-Caffeoyltormentic acid)

3D PDB for CFc000021521 (3-trans-Caffeoyltormentic acid)

SMILES for CFc000021521 (3-trans-Caffeoyltormentic acid)

INCHI for CFc000021521 (3-trans-Caffeoyltormentic acid)

Structure for CFc000021521 (3-trans-Caffeoyltormentic acid)

3D Structure for CFc000021521 (3-trans-Caffeoyltormentic acid)