ChemFOnt: Showing chemical card for 3-Acetyl-11-keto-beta-boswellicacid (CFc000226723)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:51:12 UTC

Chemfont ID

CFc000226723

Molecule Identification

Common Name

3-Acetyl-11-keto-beta-boswellicacid

Definition

3-Acetyl-11-keto-beta-boswellic acid, also known as akba CPD or ackba, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on 3-Acetyl-11-keto-beta-boswellic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Acetyl-11-keto-b-boswellate	Generator
3-Acetyl-11-keto-b-boswellic acid	Generator
3-Acetyl-11-keto-beta-boswellate	Generator
3-Acetyl-11-keto-β-boswellate	Generator
3-Acetyl-11-keto-β-boswellic acid	Generator
3-O-Acetyl-11-keto-boswellic acid	HMDB
Acetyl-11-keto-beta-boswellic acid	HMDB
Acetyl-11-ketoboswellic acid	HMDB
Acetyl-11-keto-boswellic acid	HMDB
AKBA CPD	HMDB
AcKBA	HMDB
3-(Acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylate	HMDB
3-Acetyl-11-keto-b-boswellicacid	Generator
3-Acetyl-11-keto-β-boswellicacid	Generator

Chemical Formula

C₃₂H₄₈O₅

Average Molecular Weight

512.731

Monoisotopic Molecular Weight

512.350174646

IUPAC Name

3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid

Traditional Name

3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CCC2(C)CCC3(C)C(=CC(=O)C4C5(C)CCC(OC(C)=O)C(C)(C5CCC34C)C(O)=O)C2C1C

InChI Identifier

InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)

InChI Key

HMMGKOVEOFBCAU-UHFFFAOYSA-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
15-hydroxysteroid
Hydroxysteroid
Steroid
Cyclohexenone
Dicarboxylic acid or derivatives
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Carboxylic acid
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00045 g/L	ALOGPS
logP	5.9	ALOGPS
logP	6.46	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	143.49 m³·mol⁻¹	ChemAxon
Polarizability	59.78 Å³	ChemAxon
Number of Rings	5	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

HMDB0245953

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16461918

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Boswellic acid

METLIN ID

Not Available

PubChem Compound

17973666

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Acetyl-11-keto-beta-boswellicacid (CFc000226723)

MOL for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

3D MOL for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

3D SDF for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

3D-SDF for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

PDB for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

3D PDB for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

SMILES for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

INCHI for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

Structure for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)

3D Structure for CFc000226723 (3-Acetyl-11-keto-beta-boswellicacid)