ChemFOnt: Showing chemical card for (3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid (CFc000014310)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:57 UTC

Chemfont ID

CFc000014310

Molecule Identification

Common Name

(3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid

Definition

3-Hydroxy-21-oxotirucalla-8,24-dien-26-oic acid is found in beverages. 3-Hydroxy-21-oxotirucalla-8,24-dien-26-oic acid is a constituent of Schinus molle (California peppertree).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3a,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-Oate	Generator
(3a,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-Oic acid	Generator
(3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-Oate	Generator
(3Α,20R,24Z)-3-hydroxy-21-oxoeupha-8,24-dien-26-Oate	Generator
(3Α,20R,24Z)-3-hydroxy-21-oxoeupha-8,24-dien-26-Oic acid	Generator
[6]-Gingerdiol 3,5-diacetic acid	HMDB
(2Z)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-7-oxohept-2-enoate	HMDB

Chemical Formula

C₃₀H₄₆O₄

Average Molecular Weight

470.6838

Monoisotopic Molecular Weight

470.33960996

IUPAC Name

(2Z)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-7-oxohept-2-enoic acid

Traditional Name

(2Z)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-7-oxohept-2-enoic acid

CAS Registry Number

195204-05-8

SMILES

C\C(=C\CCC(C=O)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(O)C(C)(C)C1CC3)C(O)=O

InChI Identifier

InChI=1S/C30H46O4/c1-19(26(33)34)8-7-9-20(18-31)21-12-16-30(6)23-10-11-24-27(2,3)25(32)14-15-28(24,4)22(23)13-17-29(21,30)5/h8,18,20-21,24-25,32H,7,9-17H2,1-6H3,(H,33,34)/b19-8-

InChI Key

VYZGQLBKGMFPIP-UWVJOHFNSA-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
Monohydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
22-oxosteroid
21-oxosteroid
Steroid acid
Oxosteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Medium-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acid
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033213)

Source

Exogenous

Food

Food (HMDB: HMDB0033213)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0033213)

Endogenous

Plant

Plant (HMDB: HMDB0033213)

Animal

Animal (HMDB: HMDB0033213)

Endogenous (HMDB: HMDB0033213)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033213)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033213)

Lipid metabolism pathway (HMDB: HMDB0033213)

Cellular process

Cell signaling (HMDB: HMDB0033213)

Biochemical process

Lipid transport (HMDB: HMDB0033213)

Role

Biological role

Energy source (HMDB: HMDB0033213)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033213)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	6.07	ALOGPS
logP	5.68	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.03 m³·mol⁻¹	ChemAxon
Polarizability	56.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0033213

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011226

KNApSAcK ID

Not Available

Chemspider ID

4476431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751391

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid (CFc000014310)

MOL for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

3D MOL for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

3D SDF for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

3D-SDF for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

PDB for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

3D PDB for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

SMILES for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

INCHI for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

Structure for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)

3D Structure for CFc000014310 ((3alpha,20R,24Z)-3-Hydroxy-21-oxoeupha-8,24-dien-26-oic acid)