ChemFOnt: Showing chemical card for 3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid (CFc000012856)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:03 UTC

Chemfont ID

CFc000012856

Molecule Identification

Common Name

3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid

Definition

3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid is a constituent of Eucalyptus globulus (Tasmanian blue gum)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3b-Acetoxy-11a-methoxy-12-ursen-28-Oate	Generator
3b-Acetoxy-11a-methoxy-12-ursen-28-Oic acid	Generator
3beta-Acetoxy-11alpha-methoxy-12-ursen-28-Oate	Generator
3Β-acetoxy-11α-methoxy-12-ursen-28-Oate	Generator
3Β-acetoxy-11α-methoxy-12-ursen-28-Oic acid	Generator
Methyl 10-(acetyloxy)-13-methoxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	HMDB

Chemical Formula

C₃₄H₅₄O₅

Average Molecular Weight

542.7896

Monoisotopic Molecular Weight

542.397124838

IUPAC Name

methyl 10-(acetyloxy)-13-methoxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Traditional Name

methyl 10-(acetyloxy)-13-methoxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylate

CAS Registry Number

189139-96-6

SMILES

COC1C=C2C3C(C)C(C)CCC3(CCC2(C)C2(C)CCC3C(C)(C)C(CCC3(C)C12)OC(C)=O)C(=O)OC

InChI Identifier

InChI=1S/C34H54O5/c1-20-11-16-34(29(36)38-10)18-17-32(7)23(27(34)21(20)2)19-24(37-9)28-31(6)14-13-26(39-22(3)35)30(4,5)25(31)12-15-33(28,32)8/h19-21,24-28H,11-18H2,1-10H3

InChI Key

URPWCDDDSKJTOF-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
Dicarboxylic acid or derivatives
Methyl ester
Carboxylic acid ester
Ether
Dialkyl ether
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031675)

Source

Endogenous

Endogenous (HMDB: HMDB0031675)

Animal

Animal (HMDB: HMDB0031675)

Exogenous

Food

Food (HMDB: HMDB0031675)

Exogenous (HMDB: HMDB0031675)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031675)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031675)

Lipid metabolism pathway (HMDB: HMDB0031675)

Cellular process

Cell signaling (HMDB: HMDB0031675)

Biochemical process

Lipid transport (HMDB: HMDB0031675)

Role

Biological role

Energy source (HMDB: HMDB0031675)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031675)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.2e-05 g/L	ALOGPS
logP	6.41	ALOGPS
logP	6.66	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	153.81 m³·mol⁻¹	ChemAxon
Polarizability	64.26 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

HMDB0031675

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008335

KNApSAcK ID

Not Available

Chemspider ID

35013378

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751180

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid (CFc000012856)

MOL for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

3D MOL for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

3D SDF for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

3D-SDF for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

PDB for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

3D PDB for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

SMILES for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

INCHI for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

Structure for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)

3D Structure for CFc000012856 (3beta-Acetoxy-11alpha-methoxy-12-ursen-28-oic acid)