NAV

1,6-Naphthalenediol

Identification

Generic Name
1,6-Naphthalenediol
DrugBank Accession Number
DB07661
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 160.1693
Monoisotopic: 160.0524295
Chemical Formula
C10H8O2
Synonyms
  • 1,6-dihydroxynaphthalene
  • 2,5-dihydroxynaphthalene
  • 2,5-naphthalenediol
  • 6-hydroxy-1-naphthol
  • Naphthalene-1,6-diol
External IDs
  • C.I. 76630
  • NSC-7201
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPrenyltransferaseNot AvailableStreptomyces sp. (strain CL190)
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
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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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthols and derivatives
Direct Parent
Naphthols and derivatives
Alternative Parents
1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Organooxygen compounds / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 1-naphthol / 2-naphthol / Aromatic homopolycyclic compound / Hydrocarbon derivative / Organic oxygen compound / Organooxygen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
naphthalenediol (CHEBI:42040)
Affected organisms
Not Available

Chemical Identifiers

UNII
34C30KW024
CAS number
575-44-0
InChI Key
FZZQNEVOYIYFPF-UHFFFAOYSA-N
InChI
InChI=1S/C10H8O2/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h1-6,11-12H
IUPAC Name
naphthalene-1,6-diol
SMILES
OC1=CC=C2C(O)=CC=CC2=C1

References

General References
Not Available
PubChem Compound
68463
PubChem Substance
99444132
ChemSpider
61740
ChEBI
42040
ChEMBL
CHEMBL204394
ZINC
ZINC000000388551
PDBe Ligand
DIN
PDB Entries
1zb6 / 5dy2

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 Solubility0.664 mg/mLALOGPS
logP1.99ALOGPS
logP2.36Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.44Chemaxon
pKa (Strongest Basic)-5.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity46.47 m3·mol-1Chemaxon
Polarizability16.45 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9974
Blood Brain Barrier+0.693
Caco-2 permeable+0.896
P-glycoprotein substrateNon-substrate0.6649
P-glycoprotein inhibitor INon-inhibitor0.9555
P-glycoprotein inhibitor IINon-inhibitor0.9506
Renal organic cation transporterNon-inhibitor0.8508
CYP450 2C9 substrateNon-substrate0.7919
CYP450 2D6 substrateNon-substrate0.9014
CYP450 3A4 substrateNon-substrate0.6803
CYP450 1A2 substrateInhibitor0.936
CYP450 2C9 inhibitorNon-inhibitor0.5293
CYP450 2D6 inhibitorNon-inhibitor0.9362
CYP450 2C19 inhibitorNon-inhibitor0.5
CYP450 3A4 inhibitorNon-inhibitor0.8669
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5116
Ames testAMES toxic0.9108
CarcinogenicityNon-carcinogens0.8427
BiodegradationNot ready biodegradable0.8194
Rat acute toxicity1.7451 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.861
hERG inhibition (predictor II)Non-inhibitor0.8647
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-MSsplash10-03e9-0900000000-7c8439d901526e6982dd
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0900000000-03099c7baff7081aacc4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-e24a2df4a6e9d0581006
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-0d79c833635f09727039
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0900000000-097ee124810969d45c7b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-2900000000-27efd13364268cc20260
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-02u0-9400000000-47aec0ee44b2d7c6cb1f
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]-134.4213234
predicted
DarkChem Lite v0.1.0
[M-H]-127.24222
predicted
DeepCCS 1.0 (2019)
[M+H]+135.5825234
predicted
DarkChem Lite v0.1.0
[M+H]+130.0366
predicted
DeepCCS 1.0 (2019)
[M+Na]+138.92833
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Prenyltransferase
Kind
Protein
Organism
Streptomyces sp. (strain CL190)
Pharmacological action
Unknown
General Function
Transferase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q4R2T2
Uniprot Name
Prenyltransferase
Molecular Weight
33743.98 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 21:24 / Updated at June 12, 2020 16:52