NAV

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

Identification

Generic Name
(1R, 2S)-cis 1,2 dihydroxy-1,2-dihydronaphthalene
DrugBank Accession Number
DB08264
Background

(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
3D
Similar Structures
Weight
Average: 162.1852
Monoisotopic: 162.068079564
Chemical Formula
C10H10O2
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

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)
Affected organisms
Not Available

Chemical Identifiers

UNII
E8MH7SV5YM
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-MSsplash10-0gc0-0900000000-dc5a1881b5c38da861e8
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-002g-0910000000-45b292373c636e914e44
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ox-0900000000-818e0289722923dc81fb
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-33cf864dacf7f06b053f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gvo-0900000000-23e09ac4fe5cd6127aae
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-7c9f989735c31c2e7dc1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ldr-6900000000-ccfc9238e92bc3208829
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ufr-4900000000-a4cd1e3f7f1ea3022a6e
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-135.95734
predicted
DeepCCS 1.0 (2019)
[M+H]+138.09657
predicted
DeepCCS 1.0 (2019)
[M+Na]+144.97057
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Naphthalene 1,2-dioxygenase subunit alpha
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. [Article]
Details2. Naphthalene 1,2-dioxygenase subunit beta
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. [Article]

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