ChemFOnt: Showing chemical card for 11-Keto-beta-boswellic acid (CFc000017608)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:41 UTC

Chemfont ID

CFc000017608

Molecule Identification

Common Name

11-Keto-beta-boswellic acid

Definition

11-Keto-beta-boswellic acid is found in herbs and spices. 11-Keto-beta-boswellic acid is a constituent of Boswellia serrata (Indian olibanum).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11-Keto-b-boswellate	Generator
11-Keto-b-boswellic acid	Generator
11-Keto-beta-boswellate	Generator
11-Keto-β-boswellate	Generator
11-Keto-β-boswellic acid	Generator
11-Keto-boswellic acid	MeSH
11-oxo-b-Boswellic acid	HMDB
3-Hydroxy-11-oxo-(3alpha,4beta)-urs-12-en-23-Oic acid	HMDB
3a-Hydroxy-11-oxo-12-ursen-24-Oic acid	HMDB
Urs-12-en-24-Oic acid, 3alpha-hydroxy-11-oxo- (8ci)	HMDB

Chemical Formula

C₃₀H₄₆O₄

Average Molecular Weight

470.6838

Monoisotopic Molecular Weight

470.33960996

IUPAC Name

(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-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

(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-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

17019-92-0

SMILES

[H][C@@]12[C@@H](C)[C@H](C)CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@@H](O)[C@](C)(C(O)=O)[C@]3([H])CC[C@@]12C

InChI Identifier

InChI=1S/C30H46O4/c1-17-8-11-26(3)14-15-28(5)19(23(26)18(17)2)16-20(31)24-27(4)12-10-22(32)30(7,25(33)34)21(27)9-13-29(24,28)6/h16-18,21-24,32H,8-15H2,1-7H3,(H,33,34)/t17-,18+,21-,22-,23+,24-,26-,27+,28-,29-,30-/m1/s1

InChI Key

YIMHGPSYDOGBPI-YZCVQEKWSA-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
Beta-hydroxy acid
Cyclohexenone
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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: HMDB0036671)

Source

Endogenous

Endogenous (HMDB: HMDB0036671)

Plant

Plant (HMDB: HMDB0036671)

Animal

Animal (HMDB: HMDB0036671)

Exogenous

Food

Food (HMDB: HMDB0036671)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036671)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036671)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036671)

Lipid metabolism pathway (HMDB: HMDB0036671)

Cellular process

Cell signaling (HMDB: HMDB0036671)

Biochemical process

Lipid transport (HMDB: HMDB0036671)

Role

Biological role

Energy source (HMDB: HMDB0036671)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036671)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	5.5	ALOGPS
logP	6.02	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	-3	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	1	ChemAxon
Refractivity	134.34 m³·mol⁻¹	ChemAxon
Polarizability	54.73 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036671

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015601

KNApSAcK ID

C00042045

Chemspider ID

8023261

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9847548

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 11-Keto-beta-boswellic acid (CFc000017608)

MOL for CFc000017608 (11-Keto-beta-boswellic acid)

3D MOL for CFc000017608 (11-Keto-beta-boswellic acid)

3D SDF for CFc000017608 (11-Keto-beta-boswellic acid)

3D-SDF for CFc000017608 (11-Keto-beta-boswellic acid)

PDB for CFc000017608 (11-Keto-beta-boswellic acid)

3D PDB for CFc000017608 (11-Keto-beta-boswellic acid)

SMILES for CFc000017608 (11-Keto-beta-boswellic acid)

INCHI for CFc000017608 (11-Keto-beta-boswellic acid)

Structure for CFc000017608 (11-Keto-beta-boswellic acid)

3D Structure for CFc000017608 (11-Keto-beta-boswellic acid)