ChemFOnt: Showing chemical card for [(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid (CFc000163828)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:00 UTC

Chemfont ID

CFc000163828

Molecule Identification

Common Name

[(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid

Definition

[(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review very few articles have been published on [(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(4AR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonate	Generator
[(4AR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulphonate	Generator
[(4AR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₁₅H₂₄O₆S

Average Molecular Weight

332.41

Monoisotopic Molecular Weight

332.129359667

IUPAC Name

[(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid

Traditional Name

[(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-2,3,4,5,6,7-hexahydro-1H-naphthalen-1-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)CC([H])(OS(O)(=O)=O)C2=CCC([H])(C[C@]2(C)C1([H])CO)C(C)=C

InChI Identifier

InChI=1S/C15H24O6S/c1-9(2)10-4-5-11-14(21-22(18,19)20)6-13(17)12(8-16)15(11,3)7-10/h5,10,12-14,16-17H,1,4,6-8H2,2-3H3,(H,18,19,20)/t10?,12?,13?,14?,15-/m0/s1

InChI Key

CRDIJIYUUDLOTP-IWFUIVNDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Eremophilane sesquiterpenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	3.29 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-0.72	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.34 m³·mol⁻¹	ChemAxon
Polarizability	34.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0183523

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 [(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid (CFc000163828)

MOL for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

3D MOL for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

3D SDF for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

3D-SDF for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

PDB for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

3D PDB for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

SMILES for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

INCHI for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

Structure for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)

3D Structure for CFc000163828 ([(4aR)-3-hydroxy-4-(hydroxymethyl)-4a-methyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]oxidanesulfonic acid)