ChemFOnt: Showing chemical card for Ursolic acid 3-[glucosyl-(1->4)-xyloside] (CFc000022099)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:14:10 UTC

Chemfont ID

CFc000022099

Molecule Identification

Common Name

Ursolic acid 3-[glucosyl-(1->4)-xyloside]

Definition

Ursolic acid 3-[glucosyl-(1->4)-xyloside] is found in fats and oils. Ursolic acid 3-[glucosyl-(1->4)-xyloside] is a constituent of Majorana hortensis (sweet majoram).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ursolate 3-[glucosyl-(1->4)-xyloside]	Generator
(1S,2R,4AS,6as,6BR,10S,12ar,12BR,14BS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-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	Generator

Chemical Formula

C₄₁H₆₆O₁₂

Average Molecular Weight

750.9555

Monoisotopic Molecular Weight

750.455427576

IUPAC Name

(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-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

Traditional Name

(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-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-carboxylic acid

CAS Registry Number

169303-86-0

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)C(C)(C)C5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI Identifier

InChI=1S/C41H66O12/c1-20-10-15-41(36(48)49)17-16-39(6)22(28(41)21(20)2)8-9-26-38(5)13-12-27(37(3,4)25(38)11-14-40(26,39)7)53-34-32(46)30(44)24(19-50-34)52-35-33(47)31(45)29(43)23(18-42)51-35/h8,20-21,23-35,42-47H,9-19H2,1-7H3,(H,48,49)/t20-,21+,23-,24-,25?,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,38+,39-,40-,41+/m1/s1

InChI Key

HGUUEBLQXKUYIA-XQMBFJMNSA-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
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Organoheterocyclic compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Primary 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: HMDB0041233)

Source

Endogenous

Endogenous (HMDB: HMDB0041233)

Plant

Plant (HMDB: HMDB0041233)

Animal

Animal (HMDB: HMDB0041233)

Exogenous

Food

Food (HMDB: HMDB0041233)

Herb and spice

Herb

Sweet marjoram (FooDB: FOOD00122)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0041233)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041233)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041233)

Lipid metabolism pathway (HMDB: HMDB0041233)

Cellular process

Cell signaling (HMDB: HMDB0041233)

Biochemical process

Lipid transport (HMDB: HMDB0041233)

Role

Biological role

Energy source (HMDB: HMDB0041233)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041233)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	3.69	ALOGPS
logP	3.67	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	192.56 m³·mol⁻¹	ChemAxon
Polarizability	83.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0041233

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021136

KNApSAcK ID

Not Available

Chemspider ID

35015136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753079

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ursolic acid 3-[glucosyl-(1->4)-xyloside] (CFc000022099)

MOL for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D MOL for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D SDF for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D-SDF for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

PDB for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D PDB for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

SMILES for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

INCHI for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

Structure for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])

3D Structure for CFc000022099 (Ursolic acid 3-[glucosyl-(1->4)-xyloside])