ChemFOnt: Showing chemical card for [1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid (CFc000145377)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:10 UTC

Chemfont ID

CFc000145377

Molecule Identification

Common Name

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

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[1-(2-Hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonate	Generator
[1-(2-Hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulphonate	Generator
[1-(2-Hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₁₆H₂₈O₁₁S

Average Molecular Weight

428.45

Monoisotopic Molecular Weight

428.135232896

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(C)(O)C12CC1C(C)(CC2OS(O)(=O)=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H28O11S/c1-14(2,21)16-4-8(16)15(3,5-9(16)27-28(22,23)24)26-13-12(20)11(19)10(18)7(6-17)25-13/h7-13,17-21H,4-6H2,1-3H3,(H,22,23,24)

InChI Key

CACPFBWODHMVSG-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
Glycosyl compound
O-glycosyl compound
Thujane monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
Monosaccharide
Oxane
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Tertiary alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	29 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-4.1	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.11 m³·mol⁻¹	ChemAxon
Polarizability	41.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0164969

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 [1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid (CFc000145377)

MOL for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

3D MOL for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

3D SDF for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

3D-SDF for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

PDB for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

3D PDB for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

SMILES for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

INCHI for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

Structure for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)

3D Structure for CFc000145377 ([1-(2-hydroxypropan-2-yl)-4-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[3.1.0]hexan-2-yl]oxidanesulfonic acid)