ChemFOnt: Showing chemical card for (1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid (CFc000237436)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:10:47 UTC

Chemfont ID

CFc000237436

Molecule Identification

Common Name

(1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

Definition

(1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on (1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate	Generator
3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate	HMDB

Chemical Formula

C₁₆H₁₉NO₅

Average Molecular Weight

305.33

Monoisotopic Molecular Weight

305.126322716

IUPAC Name

3-hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

Traditional Name

3-hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CN1C2CCC1C(C(O)C2C(O)=O)C(=O)C1=CC(O)=CC=C1

InChI Identifier

InChI=1S/C16H19NO5/c1-17-10-5-6-11(17)13(16(21)22)15(20)12(10)14(19)8-3-2-4-9(18)7-8/h2-4,7,10-13,15,18,20H,5-6H2,1H3,(H,21,22)

InChI Key

ZDHHDUIEAKHXML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Tropane alkaloid
Piperidinecarboxylic acid
Aryl alkyl ketone
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Benzenoid
N-alkylpyrrolidine
Piperidine
Hydroxy acid
Beta-aminoketone
Monocyclic benzene moiety
Pyrrolidine
Cyclic alcohol
Amino acid
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	32.9 g/L	ALOGPS
logP	0.76	ALOGPS
logP	-2	ChemAxon
logS	-0.97	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	8.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	98.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.34 m³·mol⁻¹	ChemAxon
Polarizability	30.76 Å³	ChemAxon
Number of Rings	3	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

HMDB0257912

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

76133469

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid (CFc000237436)

MOL for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

3D MOL for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

3D SDF for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

3D-SDF for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

PDB for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

3D PDB for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

SMILES for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

INCHI for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

Structure for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)

3D Structure for CFc000237436 ((1R,2R,3S,5S)-3-Hydroxy-4-(3-hydroxybenzoyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid)