ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid (CFc000135953)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:09:12 UTC

Chemfont ID

CFc000135953

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-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)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0,.0,]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₃₂O₁₀

Average Molecular Weight

480.51

Monoisotopic Molecular Weight

480.19954723

IUPAC Name

3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)CCC2([H])C3([H])C([H])(CC[C@]12C)C1=C(C=C(O)C=C1)C([H])(O)C3([H])OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O

InChI Identifier

InChI=1S/C24H32O10/c1-24-7-6-11-10-3-2-9(25)8-12(10)16(27)20(15(11)13(24)4-5-14(24)26)33-23-19(30)17(28)18(29)21(34-23)22(31)32/h2-3,8,11,13-21,23,25-30H,4-7H2,1H3,(H,31,32)/t11?,13?,14?,15?,16?,17?,18?,19?,20?,21?,23?,24-/m0/s1

InChI Key

VQPTUYPDJGVSLA-WSQDJKLRSA-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
17-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
1-o-glucuronide
Phenanthrene
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Tetralin
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
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	3.65 g/L	ALOGPS
logP	0.31	ALOGPS
logP	0.067	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.99 m³·mol⁻¹	ChemAxon
Polarizability	49.36 Å³	ChemAxon
Number of Rings	5	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

HMDB0155545

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)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid (CFc000135953)

MOL for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000135953 (3,4,5-trihydroxy-6-{[(15S)-5,8,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-9-yl]oxy}oxane-2-carboxylic acid)