ChemFOnt: Showing chemical card for 3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid (CFc000017610)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:42 UTC

Chemfont ID

CFc000017610

Molecule Identification

Common Name

3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid

Definition

3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid is found in herbs and spices. 3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid is isolated from Olibanum.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3a-Acetomethoxy-11a-oxo-12-ursen-24-Oate	Generator
3a-Acetomethoxy-11a-oxo-12-ursen-24-Oic acid	Generator
3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-Oate	Generator
3Α-acetomethoxy-11α-oxo-12-ursen-24-Oate	Generator
3Α-acetomethoxy-11α-oxo-12-ursen-24-Oic acid	Generator
Methyl (3R,4R,6ar,6BS,8ar,11R,12S,12ar,14BS)-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	HMDB

Chemical Formula

C₃₃H₅₀O₅

Average Molecular Weight

526.7471

Monoisotopic Molecular Weight

526.36582471

IUPAC Name

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

Traditional Name

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

CAS Registry Number

17019-95-3

SMILES

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

InChI Identifier

InChI=1S/C33H50O5/c1-19-10-13-29(4)16-17-31(6)22(26(29)20(19)2)18-23(35)27-30(5)14-12-25(38-21(3)34)33(8,28(36)37-9)24(30)11-15-32(27,31)7/h18-20,24-27H,10-17H2,1-9H3/t19-,20+,24?,25-,26+,27?,29-,30+,31-,32-,33-/m1/s1

InChI Key

LFLJTCVAAOWHTD-BHPNAFPPSA-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
Steroid
Cyclohexenone
Dicarboxylic acid or derivatives
Methyl ester
Ketone
Carboxylic acid ester
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: HMDB0036673)

Source

Endogenous

Endogenous (HMDB: HMDB0036673)

Plant

Plant (HMDB: HMDB0036673)

Animal

Animal (HMDB: HMDB0036673)

Exogenous

Food

Food (HMDB: HMDB0036673)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036673)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036673)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036673)

Lipid metabolism pathway (HMDB: HMDB0036673)

Cellular process

Cell signaling (HMDB: HMDB0036673)

Biochemical process

Lipid transport (HMDB: HMDB0036673)

Role

Biological role

Energy source (HMDB: HMDB0036673)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036673)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0002 g/L	ALOGPS
logP	5.73	ALOGPS
logP	6.61	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	148.26 m³·mol⁻¹	ChemAxon
Polarizability	61.15 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

HMDB0036673

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015603

KNApSAcK ID

Not Available

Chemspider ID

35014190

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752030

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid (CFc000017610)

MOL for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

3D MOL for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

3D SDF for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

3D-SDF for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

PDB for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

3D PDB for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

SMILES for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

INCHI for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

Structure for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)

3D Structure for CFc000017610 (3alpha-Acetomethoxy-11alpha-oxo-12-ursen-24-oic acid)