ChemFOnt: Showing chemical card for (2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid (CFc000017589)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:40 UTC

Chemfont ID

CFc000017589

Molecule Identification

Common Name

(2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid

Definition

(2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid is found in pomes. (2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid is a constituent of apple skin.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2XI,20b)-2,20-dihydroxy-3-oxo-12-ursen-28-Oate	Generator
(2XI,20b)-2,20-dihydroxy-3-oxo-12-ursen-28-Oic acid	Generator
(2XI,20beta)-2,20-dihydroxy-3-oxo-12-ursen-28-Oate	Generator
(2XI,20β)-2,20-dihydroxy-3-oxo-12-ursen-28-Oate	Generator
(2XI,20β)-2,20-dihydroxy-3-oxo-12-ursen-28-Oic acid	Generator
(1R,2S,4AR,6as,6BR,12ar,14BS)-2,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	HMDB

Chemical Formula

C₃₀H₄₆O₅

Average Molecular Weight

486.6832

Monoisotopic Molecular Weight

486.334524582

IUPAC Name

(1R,2S,4aR,6aS,6bR,12aR,14bS)-2,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-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

(1R,2S,4aR,6aS,6bR,12aR,14bS)-2,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

None

SMILES

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

InChI Identifier

InChI=1S/C30H46O5/c1-17-22-18-8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)10-11-28(21,6)27(18,5)12-14-30(22,24(33)34)15-13-29(17,7)35/h8,17,19-22,31,35H,9-16H2,1-7H3,(H,33,34)/t17-,19?,20?,21?,22+,26+,27-,28-,29+,30-/m1/s1

InChI Key

UYHSBQDAYWOYNS-LDQQKAIHSA-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
Cyclic alcohol
Tertiary alcohol
Ketone
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
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: HMDB0036652)

Source

Endogenous

Endogenous (HMDB: HMDB0036652)

Plant

Plant (HMDB: HMDB0036652)

Animal

Animal (HMDB: HMDB0036652)

Exogenous

Food

Food (HMDB: HMDB0036652)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Exogenous (HMDB: HMDB0036652)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036652)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036652)

Lipid metabolism pathway (HMDB: HMDB0036652)

Cellular process

Cell signaling (HMDB: HMDB0036652)

Biochemical process

Lipid transport (HMDB: HMDB0036652)

Role

Biological role

Energy source (HMDB: HMDB0036652)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036652)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0033 g/L	ALOGPS
logP	5.1	ALOGPS
logP	4.96	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	136.05 m³·mol⁻¹	ChemAxon
Polarizability	55.79 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036652

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015578

KNApSAcK ID

Not Available

Chemspider ID

35014178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752022

PDB ID

Not Available

ChEBI ID

168713

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid (CFc000017589)

MOL for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

3D MOL for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

3D SDF for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

3D-SDF for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

PDB for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

3D PDB for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

SMILES for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

INCHI for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

Structure for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)

3D Structure for CFc000017589 ((2xi,20beta)-2,20-Dihydroxy-3-oxo-12-ursen-28-oic acid)