ChemFOnt: Showing chemical card for 6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163932)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:11 UTC

Chemfont ID

CFc000163932

Molecule Identification

Common Name

6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Based on a literature review very few articles have been published on 6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[(4AR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₃₆O₁₁

Average Molecular Weight

524.563

Monoisotopic Molecular Weight

524.225761979

IUPAC Name

6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-7-isopropyl-1-methyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)C([H])(O)C([H])(OC(=O)[C@]23CCCC(C)(CO)C2([H])CCC2=CC(C(C)C)=C(O)C(O)=C32)OC([H])(C(O)=O)C1([H])O

InChI Identifier

InChI=1S/C26H36O11/c1-11(2)13-9-12-5-6-14-25(3,10-27)7-4-8-26(14,15(12)17(29)16(13)28)24(35)37-23-20(32)18(30)19(31)21(36-23)22(33)34/h9,11,14,18-21,23,27-32H,4-8,10H2,1-3H3,(H,33,34)/t14?,18?,19?,20?,21?,23?,25?,26-/m1/s1

InChI Key

UKWLHUUSCOSFEQ-BPSPCABISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
1-naphthalenecarboxylic acid or derivatives
Hexose monosaccharide
Tetralin
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Polyol
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
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	1.53 g/L	ALOGPS
logP	1.79	ALOGPS
logP	1.91	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	127.48 m³·mol⁻¹	ChemAxon
Polarizability	53.81 Å³	ChemAxon
Number of Rings	4	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

HMDB0183642

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-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163932)

MOL for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000163932 (6-[(4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)