ChemFOnt: Showing chemical card for alpha-Amyrin-acetate (CFc000281808)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:33 UTC

Chemfont ID

CFc000281808

Molecule Identification

Common Name

alpha-Amyrin-acetate

Definition

Alpha-amyrin-acetate, also known as A-amyrin-acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Alpha-amyrin-acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Alpha-amyrin-acetate can be found in burdock, guava, and mugwort, which makes alpha-amyrin-acetate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3S,6AR,6BS,8ar,11R,12S,12ar,14BR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetic acid	Generator
a-Amyrin-acetate	Generator
a-Amyrin-acetic acid	Generator
alpha-Amyrin-acetic acid	Generator
Α-amyrin-acetate	Generator
Α-amyrin-acetic acid	Generator

Chemical Formula

C₃₂H₅₂O₂

Average Molecular Weight

468.7541

Monoisotopic Molecular Weight

468.396730908

IUPAC Name

(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetate

Traditional Name

(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl acetate

CAS Registry Number

None

SMILES

[H][C@@]12[C@@H](C)[C@H](C)CC[C@]1(C)CC[C@]1(C)C2=CCC2[C@@]3(C)CC[C@H](OC(C)=O)C(C)(C)C3CC[C@@]12C

InChI Identifier

InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24?,25?,26+,27+,29-,30+,31-,32-/m1/s1

InChI Key

UDXDFWBZZQHDRO-FUOVXSCPSA-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
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302292)

Food

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Herb and spice

Herb

Mugwort (FooDB: FOOD00020)

Process

Not Available

Role

Biological role

Anti-inflammatory (HMDB: HMDB0302292)
Anti nociceptive (HMDB: HMDB0302292)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.3e-05 g/L	ALOGPS
logP	7.61	ALOGPS
logP	7.83	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	141.13 m³·mol⁻¹	ChemAxon
Polarizability	58.28 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302292

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004066

KNApSAcK ID

Not Available

Chemspider ID

59696313

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-Amyrin-acetate (CFc000281808)

MOL for CFc000281808 (alpha-Amyrin-acetate)

3D MOL for CFc000281808 (alpha-Amyrin-acetate)

3D SDF for CFc000281808 (alpha-Amyrin-acetate)

3D-SDF for CFc000281808 (alpha-Amyrin-acetate)

PDB for CFc000281808 (alpha-Amyrin-acetate)

3D PDB for CFc000281808 (alpha-Amyrin-acetate)

SMILES for CFc000281808 (alpha-Amyrin-acetate)

INCHI for CFc000281808 (alpha-Amyrin-acetate)

Structure for CFc000281808 (alpha-Amyrin-acetate)

3D Structure for CFc000281808 (alpha-Amyrin-acetate)