ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid (CFc000139112)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:14:36 UTC

Chemfont ID

CFc000139112

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0,.0,]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₃₀O₁₁

Average Molecular Weight

494.493

Monoisotopic Molecular Weight

494.178811786

IUPAC Name

3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)C(=O)CC2([H])C3([H])C([H])(CC4=CC(O)=C(O)C=C4C3([H])CC[C@]12C)OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O

InChI Identifier

InChI=1S/C24H30O11/c1-24-3-2-9-10-6-13(26)12(25)4-8(10)5-15(16(9)11(24)7-14(27)21(24)31)34-23-19(30)17(28)18(29)20(35-23)22(32)33/h4,6,9,11,15-21,23,25-26,28-31H,2-3,5,7H2,1H3,(H,32,33)/t9?,11?,15?,16?,17?,18?,19?,20?,21?,23?,24-/m0/s1

InChI Key

LMRLYQCPYUDLKV-NYRREWPWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically 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

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Estrogen-skeleton
3-hydroxysteroid
Estrane-skeleton
2-hydroxysteroid
Hydroxysteroid
16-oxosteroid
Oxosteroid
17-hydroxysteroid
Phenanthrene
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Cyclic alcohol
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.09 g/L	ALOGPS
logP	0.49	ALOGPS
logP	0.019	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.22 m³·mol⁻¹	ChemAxon
Polarizability	49.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0158704

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-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid (CFc000139112)

MOL for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000139112 (3,4,5-trihydroxy-6-{[(15S)-4,5,14-trihydroxy-15-methyl-13-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-9-yl]oxy}oxane-2-carboxylic acid)