ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid (CFc000145580)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:31 UTC

Chemfont ID

CFc000145580

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0,.0,.0,]icosan-16-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₈H₄₂O₁₀

Average Molecular Weight

538.634

Monoisotopic Molecular Weight

538.277797552

IUPAC Name

3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-16-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(O)C2C(CC3C4CCC5CC(CCC5(C)C4CCC23C)OC2OC(C(O)C(O)C2O)C(O)=O)OC1=O

InChI Identifier

InChI=1S/C28H42O10/c1-26-8-6-13(36-24-20(31)18(29)19(30)21(38-24)23(32)33)10-12(26)4-5-14-15(26)7-9-27(2)16(14)11-17-22(27)28(3,35)25(34)37-17/h12-22,24,29-31,35H,4-11H2,1-3H3,(H,32,33)

InChI Key

NYBAKYLCWIMUPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Steroid lactone
20-hydroxysteroid
Hydroxysteroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Pyran
Oxane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Monosaccharide
Hydroxy acid
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Carboxylic acid
Acetal
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Alcohol
Organic oxide
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	0.24 g/L	ALOGPS
logP	1.54	ALOGPS
logP	1.35	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	130.42 m³·mol⁻¹	ChemAxon
Polarizability	57.5 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

HMDB0165172

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-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid (CFc000145580)

MOL for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000145580 (3,4,5-trihydroxy-6-({7-hydroxy-7,9,13-trimethyl-6-oxo-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl}oxy)oxane-2-carboxylic acid)