ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid (CFc000145365)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:09 UTC

Chemfont ID

CFc000145365

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₃₆O₁₃

Average Molecular Weight

508.517

Monoisotopic Molecular Weight

508.215591219

IUPAC Name

3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(1-isopropyl-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C12CC1C(C)(CC2OC1OC(C(O)C(O)C1O)C(O)=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H36O13/c1-7(2)22-4-9(22)21(3,35-20-16(29)12(25)11(24)8(6-23)32-20)5-10(22)33-19-15(28)13(26)14(27)17(34-19)18(30)31/h7-17,19-20,23-29H,4-6H2,1-3H3,(H,30,31)

InChI Key

MZNIFXUTYXPTLS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Thujane monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	26.1 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.6	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	111.72 m³·mol⁻¹	ChemAxon
Polarizability	50.94 Å³	ChemAxon
Number of Rings	4	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

HMDB0164957

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid (CFc000145365)

MOL for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000145365 (3,4,5-trihydroxy-6-{[4-methyl-1-(propan-2-yl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxy}oxane-2-carboxylic acid)