ChemFOnt: Showing chemical card for (4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid (CFc000163917)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:09 UTC

Chemfont ID

CFc000163917

Molecule Identification

Common Name

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

Definition

SCHEMBL15031243 belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on SCHEMBL15031243.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₅

Average Molecular Weight

348.439

Monoisotopic Molecular Weight

348.193674002

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]C12CCC3=CC(C(C)C)=C(O)C(O)=C3[C@]1(CCCC2(C)CO)C(O)=O

InChI Identifier

InChI=1S/C20H28O5/c1-11(2)13-9-12-5-6-14-19(3,10-21)7-4-8-20(14,18(24)25)15(12)17(23)16(13)22/h9,11,14,21-23H,4-8,10H2,1-3H3,(H,24,25)/t14?,19?,20-/m1/s1

InChI Key

BDBJGDKEJSABAK-OJISFJIHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
1-naphthalenecarboxylic acid
1-naphthalenecarboxylic acid or derivatives
Tetralin
Cumene
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	2.69	ALOGPS
logP	3.86	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.18 m³·mol⁻¹	ChemAxon
Polarizability	38.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0183627

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

25188661

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid (CFc000163917)

MOL for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

3D MOL for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

3D SDF for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

3D-SDF for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

PDB for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

3D PDB for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

SMILES for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

INCHI for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

Structure for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)

3D Structure for CFc000163917 ((4aR)-5,6-dihydroxy-1-(hydroxymethyl)-1-methyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic acid)