(1R, 2S)-cis 1,2 dihydroxy-1,2-dihydronaphthalene

Identification

Name
(1R, 2S)-cis 1,2 dihydroxy-1,2-dihydronaphthalene
Accession Number
DB08264
Description

(1R, 2S)-cis 1,2 dihydroxy-1,2-dihydronaphthalene is a solid. This compound belongs to the naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Known drug targets of (1R, 2S)-cis 1,2 dihydroxy-1,2-dihydronaphthalene include naphthalene 1,2-dioxygenase subunit beta and naphthalene 1,2-dioxygenase subunit alpha.

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 162.1852
Monoisotopic: 162.068079564
Chemical Formula
C10H10O2
Synonyms
Not Available

Pharmacology

Pharmacology
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Indication
Not Available
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNaphthalene 1,2-dioxygenase subunit alphaNot AvailablePseudomonas putida
UNaphthalene 1,2-dioxygenase subunit betaNot AvailablePseudomonas putida
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half-life
Not Available
Clearance
Not Available
Adverse Effects
Medicalerrors
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Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Not Available
Direct Parent
Naphthalenes
Alternative Parents
Secondary alcohols / 1,2-diols / Hydrocarbon derivatives
Substituents
1,2-diol / Alcohol / Aromatic homopolycyclic compound / Hydrocarbon derivative / Naphthalene / Organic oxygen compound / Organooxygen compound / Secondary alcohol
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
cis-1,2-dihydronaphthalene-1,2-diol (CHEBI:44343)

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QPUHWUSUBHNZCG-VHSXEESVSA-N
InChI
InChI=1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H/t9-,10+/m0/s1
IUPAC Name
(1R,2S)-1,2-dihydronaphthalene-1,2-diol
SMILES
[H][C@]1(O)C=CC2=C(C=CC=C2)[C@@]1([H])O

References

General References
Not Available
KEGG Compound
C04314
PubChem Compound
440294
PubChem Substance
99444735
ChemSpider
389268
ChEBI
44343
ZINC
ZINC000000388541
PDBe Ligand
NDH
PDB Entries
1o7p

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility22.5 mg/mLALOGPS
logP0.63ALOGPS
logP1ChemAxon
logS-0.86ALOGPS
pKa (Strongest Acidic)13.2ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.38 m3·mol-1ChemAxon
Polarizability16.89 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9962
Blood Brain Barrier+0.6631
Caco-2 permeable+0.7665
P-glycoprotein substrateNon-substrate0.5726
P-glycoprotein inhibitor INon-inhibitor0.8435
P-glycoprotein inhibitor IINon-inhibitor0.9626
Renal organic cation transporterNon-inhibitor0.8885
CYP450 2C9 substrateNon-substrate0.7759
CYP450 2D6 substrateNon-substrate0.8874
CYP450 3A4 substrateNon-substrate0.6522
CYP450 1A2 substrateInhibitor0.9059
CYP450 2C9 inhibitorInhibitor0.7456
CYP450 2D6 inhibitorNon-inhibitor0.7733
CYP450 2C19 inhibitorInhibitor0.5985
CYP450 3A4 inhibitorNon-inhibitor0.9003
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6726
Ames testAMES toxic0.9106
CarcinogenicityNon-carcinogens0.9129
BiodegradationNot ready biodegradable0.941
Rat acute toxicity2.1399 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9376
hERG inhibition (predictor II)Non-inhibitor0.7612
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-002g-0910000000-45b292373c636e914e44
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
General Function
Component of the naphthalene dioxygenase (NDO) multicomponent enzyme system which catalyzes the incorporation of both atoms of molecular oxygen into naphthalene to form cis-naphthalene dihydrodiol.
Specific Function
2 iron, 2 sulfur cluster binding
Gene Name
ndoB
Uniprot ID
P0A110
Uniprot Name
Naphthalene 1,2-dioxygenase subunit alpha
Molecular Weight
49607.19 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
General Function
Naphthalene 1,2-dioxygenase activity
Specific Function
Component of the naphthalene dioxygenase (NDO) multicomponent enzyme system which catalyzes the incorporation of both atoms of molecular oxygen into naphthalene to form cis-naphthalene dihydrodiol....
Gene Name
ndoC
Uniprot ID
P0A112
Uniprot Name
Naphthalene 1,2-dioxygenase subunit beta
Molecular Weight
22934.935 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 21:30 / Updated on June 12, 2020 16:52