ChemFOnt: Showing chemical card for 6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000145242)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:23:56 UTC

Chemfont ID

CFc000145242

Molecule Identification

Common Name

Definition

6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. Based on a literature review very few articles have been published on 6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0,.0,.0,]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₇H₆₀O₁₅

Average Molecular Weight

744.872

Monoisotopic Molecular Weight

744.393221232

IUPAC Name

6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-(1,5,6-trihydroxy-5-isopropylhexan-2-yl)pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(O)(CO)CCC(CO)C1C(O)CC2(C)C3CCC4C5(CC35CCC12C)C(O)CC(OC1OC(C(O)C(O)C1O)C(O)=O)C4(CO)C(O)=O

InChI Identifier

InChI=1S/C37H60O15/c1-17(2)35(50,15-39)8-7-18(13-38)24-19(41)12-33(4)20-5-6-21-36(16-40,31(48)49)23(51-30-27(45)25(43)26(44)28(52-30)29(46)47)11-22(42)37(21)14-34(20,37)10-9-32(24,33)3/h17-28,30,38-45,50H,5-16H2,1-4H3,(H,46,47)(H,48,49)

InChI Key

RSYRPZNVICMJCS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Triterpene saponin
Triterpene glycoside
Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Steroid-glucuronide-skeleton
Triterpenoid
Hexahydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
21-hydroxysteroid
Steroid acid
4-carboxy steroid
11-hydroxysteroid
1-hydroxysteroid
16-hydroxysteroid
15-hydroxysteroid
Hydroxysteroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Fatty alcohol
Beta-hydroxy acid
Monosaccharide
Hydroxy acid
Oxane
Pyran
Fatty acyl
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Polyol
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Primary alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	0.9 g/L	ALOGPS
logP	-0.36	ALOGPS
logP	-1.6	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	275.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	179.65 m³·mol⁻¹	ChemAxon
Polarizability	79.94 Å³	ChemAxon
Number of Rings	6	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

HMDB0164834

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 6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000145242)

MOL for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000145242 (6-{[7-carboxy-4,14-dihydroxy-7-(hydroxymethyl)-12,16-dimethyl-15-[1,5,6-trihydroxy-5-(propan-2-yl)hexan-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)