ChemFOnt: Showing chemical card for 19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid (CFc000019583)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:35 UTC

Chemfont ID

CFc000019583

Molecule Identification

Common Name

19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid

Definition

19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid is found in herbs and spices. 19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid is a constituent of Sanguisorba officinalis (burnet bloodwort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R,4AS,6as,6BR,12as)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10,13-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₃₀H₄₄O₅

Average Molecular Weight

484.677

Monoisotopic Molecular Weight

484.318874517

IUPAC Name

(2R,4aS,6aS,6bR,12aS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10,13-dioxo-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

(2R,4aS,6aS,6bR,12aS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10,13-dioxo-2,3,4,5,6,7,8,8a,11,12,12b,14b-dodecahydropicene-4a-carboxylic acid

CAS Registry Number

None

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC(=O)C4[C@@]5(C)CCC(=O)C(C)(C)C5CC[C@@]34C)C2C1(C)O)C(O)=O

InChI Identifier

InChI=1S/C30H44O5/c1-17-8-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)16-19(31)23-26(4)11-10-21(32)25(2,3)20(26)9-12-28(23,27)6/h16-17,20,22-23,35H,8-15H2,1-7H3,(H,33,34)/t17-,20?,22?,23?,26+,27-,28-,29?,30+/m1/s1

InChI Key

HXCBGVHGWXQGBN-HXTBSOCBSA-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
Cyclohexenone
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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

Extracellular (HMDB: HMDB0038683)
Membrane (HMDB: HMDB0038683)

Source

Exogenous

Exogenous (HMDB: HMDB0038683)

Food

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Endogenous (HMDB: HMDB0038683)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0021 g/L	ALOGPS
logP	4.88	ALOGPS
logP	5.34	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	135.12 m³·mol⁻¹	ChemAxon
Polarizability	55 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163015901

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid (CFc000019583)

MOL for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

3D MOL for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

3D SDF for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

3D-SDF for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

PDB for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

3D PDB for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

SMILES for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

INCHI for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

Structure for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)

3D Structure for CFc000019583 (19alpha-19-Hydroxy-3,11-dioxo-12-ursen-28-oic acid)