ChemFOnt: Showing chemical card for 18-Dehydroursolic acid 3-arabinoside (CFc000018824)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:28 UTC

Chemfont ID

CFc000018824

Molecule Identification

Common Name

18-Dehydroursolic acid 3-arabinoside

Definition

18-Dehydroursolic acid 3-arabinoside is found in herbs and spices. 18-Dehydroursolic acid 3-arabinoside is a constituent of Sanguisorba officinalis (burnet bloodwort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
18-Dehydroursolate 3-arabinoside	Generator
(2R,4AS,6as,6BR,10S,12ar)-1,2,6a,6b,9,9,12a-heptamethyl-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-octadecahydropicene-4a-carboxylate	Generator

Chemical Formula

C₃₅H₅₄O₇

Average Molecular Weight

586.7991

Monoisotopic Molecular Weight

586.386954082

IUPAC Name

(2R,4aS,6aS,6bR,10S,12aR)-1,2,6a,6b,9,9,12a-heptamethyl-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-octadecahydropicene-4a-carboxylic acid

Traditional Name

(2R,4aS,6aS,6bR,10S,12aR)-1,2,6a,6b,9,9,12a-heptamethyl-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4,5,6,7,8,8a,10,11,12,12b,13-dodecahydro-2H-picene-4a-carboxylic acid

CAS Registry Number

356785-74-5

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CCC4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@H](O)[C@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)C2=C1C)C(O)=O

InChI Identifier

InChI=1S/C35H54O7/c1-19-10-15-35(30(39)40)17-16-33(6)21(26(35)20(19)2)8-9-24-32(5)13-12-25(31(3,4)23(32)11-14-34(24,33)7)42-29-28(38)27(37)22(36)18-41-29/h8,19,22-25,27-29,36-38H,9-18H2,1-7H3,(H,39,40)/t19-,22+,23?,24?,25+,27+,28-,29+,32+,33-,34-,35+/m1/s1

InChI Key

GCGPCEUHJCFZIV-DRQOBSTJSA-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
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Organoheterocyclic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037908)

Source

Endogenous

Endogenous (HMDB: HMDB0037908)

Plant

Plant (HMDB: HMDB0037908)

Animal

Animal (HMDB: HMDB0037908)

Exogenous

Food

Food (HMDB: HMDB0037908)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0037908)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037908)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037908)

Lipid metabolism pathway (HMDB: HMDB0037908)

Cellular process

Cell signaling (HMDB: HMDB0037908)

Biochemical process

Lipid transport (HMDB: HMDB0037908)

Role

Biological role

Energy source (HMDB: HMDB0037908)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037908)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0033 g/L	ALOGPS
logP	5.31	ALOGPS
logP	4.99	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.66	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	160.73 m³·mol⁻¹	ChemAxon
Polarizability	67.19 Å³	ChemAxon
Number of Rings	6	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

HMDB0037908

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017064

KNApSAcK ID

Not Available

Chemspider ID

35014486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20979894

PDB ID

Not Available

ChEBI ID

176153

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 18-Dehydroursolic acid 3-arabinoside (CFc000018824)

MOL for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

3D MOL for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

3D SDF for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

3D-SDF for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

PDB for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

3D PDB for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

SMILES for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

INCHI for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

Structure for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)

3D Structure for CFc000018824 (18-Dehydroursolic acid 3-arabinoside)