ChemFOnt: Showing chemical card for 6beta-Hydroxyasiatic acid (CFc000017607)

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

CFc000017607

Molecule Identification

Common Name

6beta-Hydroxyasiatic acid

Definition

6beta-Hydroxyasiatic acid is found in green vegetables. 6beta-Hydroxyasiatic acid is a constituent of Centella asiatica (Asiatic pennywort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6b-Hydroxyasiatate	Generator
6b-Hydroxyasiatic acid	Generator
6beta-Hydroxyasiatate	Generator
6Β-hydroxyasiatate	Generator
6Β-hydroxyasiatic acid	Generator
2,3,6,23-Tetrahydroxyurs-12-en-28-Oic acid	HMDB
Brahmic acid	HMDB
Madecassic acid	HMDB

Chemical Formula

C₃₀H₄₈O₆

Average Molecular Weight

504.6985

Monoisotopic Molecular Weight

504.345089268

IUPAC Name

(1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-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

(1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

18449-41-7

SMILES

[H][C@@]12[C@@H](C)[C@H](C)CC[C@@]1(CC[C@]1(C)C2=CCC2[C@@]3(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)C3[C@H](O)C[C@@]12C)C(O)=O

InChI Identifier

InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21?,22+,23?,24+,26-,27+,28-,29-,30+/m1/s1

InChI Key

PRAUVHZJPXOEIF-VGKQSNDQSA-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
12-hydroxysteroid
Hydroxysteroid
12-beta-hydroxysteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
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: HMDB0036670)

Source

Exogenous

Exogenous (HMDB: HMDB0036670)

Food

Food (HMDB: HMDB0036670)

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Endogenous (HMDB: HMDB0036670)

Plant

Plant (HMDB: HMDB0036670)

Animal

Animal (HMDB: HMDB0036670)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036670)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036670)

Lipid metabolism pathway (HMDB: HMDB0036670)

Cellular process

Cell signaling (HMDB: HMDB0036670)

Biochemical process

Lipid transport (HMDB: HMDB0036670)

Role

Biological role

Energy source (HMDB: HMDB0036670)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036670)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	3.52	ALOGPS
logP	2.92	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	138.43 m³·mol⁻¹	ChemAxon
Polarizability	57.5 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

HMDB0036670

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015600

KNApSAcK ID

C00051418

Chemspider ID

5142893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

258809

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6beta-Hydroxyasiatic acid (CFc000017607)

MOL for CFc000017607 (6beta-Hydroxyasiatic acid)

3D MOL for CFc000017607 (6beta-Hydroxyasiatic acid)

3D SDF for CFc000017607 (6beta-Hydroxyasiatic acid)

3D-SDF for CFc000017607 (6beta-Hydroxyasiatic acid)

PDB for CFc000017607 (6beta-Hydroxyasiatic acid)

3D PDB for CFc000017607 (6beta-Hydroxyasiatic acid)

SMILES for CFc000017607 (6beta-Hydroxyasiatic acid)

INCHI for CFc000017607 (6beta-Hydroxyasiatic acid)

Structure for CFc000017607 (6beta-Hydroxyasiatic acid)

3D Structure for CFc000017607 (6beta-Hydroxyasiatic acid)