Drug Information

Drug General Information
Drug ID
D0P8PK
Former ID
DNC005586
Drug Name
6-(3-Hydroxy-phenyl)-naphthalen-2-ol
Synonyms
6-(3-hydroxyphenyl)-2-naphthol; 6-(3-hydroxyphenyl)naphthalen-2-ol
Indication Discovery agent Investigative [528496]
Canonical SMILES
C1=CC(=CC(=C1)O)C2=CC3=C(C=C2)C=C(C=C3)O
InChI
1S/C16H12O2/c17-15-3-1-2-11(9-15)12-4-5-14-10-16(18)7-6-13(14)8-12/h1-10,17-18H
InChIKey
VHWBXEUHUQDHDH-UHFFFAOYSA-N
Target and Pathway
Target(s) Estrogen receptor Target Info Inhibitor [527584]
Cytochrome P450 3A4 Target Info Inhibitor [529359]
Estradiol 17 beta-dehydrogenase 1 Target Info Inhibitor [529595]
Tyrosine oxidase Target Info Inhibitor [528496]
Estrogen receptor beta Target Info Inhibitor [527584]
BioCyc Pathway Superpathway of steroid hormone biosynthesis
Estradiol biosynthesis IPWY-6133:(S)-reticuline biosynthesis
Eumelanin biosynthesis
L-dopachrome biosynthesis
KEGG Pathway Estrogen signaling pathway
Prolactin signaling pathway
Thyroid hormone signaling pathway
Endocrine and other factor-regulated calcium reabsorption
Proteoglycans in cancerhsa00140:Steroid hormone biosynthesis
Linoleic acid metabolism
Retinol metabolism
Metabolism of xenobiotics by cytochrome P450
Drug metabolism - cytochrome P450
Drug metabolism - other enzymes
Metabolic pathways
Bile secretion
Chemical carcinogenesishsa00140:Steroid hormone biosynthesis
Ovarian steroidogenesishsa00350:Tyrosine metabolism
Riboflavin metabolism
Melanogenesishsa04915:Estrogen signaling pathway
NetPath Pathway FSH Signaling Pathway
EGFR1 Signaling Pathway
RANKL Signaling PathwayNetPath_25:FSH Signaling Pathway
PANTHER Pathway Androgen/estrogene/progesterone biosynthesis
Pathway Interaction Database Regulation of nuclear SMAD2/3 signaling
Signaling events mediated by HDAC Class II
Plasma membrane estrogen receptor signaling
LKB1 signaling events
Regulation of Telomerase
ATF-2 transcription factor network
AP-1 transcription factor network
FOXM1 transcription factor network
Validated nuclear estrogen receptor alpha network
Signaling mediated by p38-alpha and p38-beta
FOXA1 transcription factor networker_nongenomic_pathway:Plasma membrane estrogen receptor signaling
Validated nuclear estrogen receptor beta network
PathWhiz Pathway Caffeine Metabolism
Retinol MetabolismPW000045:Androgen and Estrogen MetabolismPW000035:Riboflavin Metabolism
Tyrosine Metabolism
Reactome Nuclear signaling by ERBB4
Nuclear Receptor transcription pathwayR-HSA-211981:Xenobiotics
Aflatoxin activation and detoxificationR-HSA-2453902:The canonical retinoid cycle in rods (twilight vision)R-HSA-383280:Nuclear Receptor transcription pathway
WikiPathways Estrogen signaling pathway
Nuclear Receptors Meta-Pathway
Estrogen Receptor Pathway
Signaling by ERBB4
JAK/STAT
Integrated Pancreatic Cancer Pathway
Leptin signaling pathway
miR-targeted genes in muscle cell - TarBase
Integrated Breast Cancer Pathway
Nuclear ReceptorsWP702:Metapathway biotransformation
Aflatoxin B1 metabolism
Estrogen metabolism
Benzo(a)pyrene metabolism
Tamoxifen metabolism
Tryptophan metabolism
Oxidation by Cytochrome P450
Nuclear Receptors in Lipid Metabolism and Toxicity
Farnesoid X Receptor Pathway
Vitamin D Receptor Pathway
Felbamate Metabolism
Lidocaine metabolism
Nifedipine Activity
Colchicine Metabolic Pathway
Irinotecan Pathway
Drug Induction of Bile Acid Pathway
Fatty Acid Omega Oxidation
Codeine and Morphine MetabolismWP496:Steroid Biosynthesis
Metabolism of steroid hormones and vitamin D
Prostate CancerWP2436:Dopamine metabolismWP706:SIDS Susceptibility Pathways
Ovarian Infertility Genes
Nuclear Receptors
References
Ref 528496Bioorg Med Chem Lett. 2007 Jan 15;17(2):461-4. Epub 2006 Oct 12.Syntheses of hydroxy substituted 2-phenyl-naphthalenes as inhibitors of tyrosinase.
Ref 527584J Med Chem. 2005 Jun 16;48(12):3953-79.ERbeta ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERbeta selectivity.
Ref 528496Bioorg Med Chem Lett. 2007 Jan 15;17(2):461-4. Epub 2006 Oct 12.Syntheses of hydroxy substituted 2-phenyl-naphthalenes as inhibitors of tyrosinase.
Ref 529359J Med Chem. 2008 Apr 10;51(7):2158-69. Epub 2008 Mar 7.Design, synthesis, and biological evaluation of (hydroxyphenyl)naphthalene and -quinoline derivatives: potent and selective nonsteroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 1 (17beta-HSD1) for the treatment of estrogen-dependent diseases.
Ref 529595J Med Chem. 2008 Aug 14;51(15):4685-98. Epub 2008 Jul 17.Substituted 6-phenyl-2-naphthols. Potent and selective nonsteroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 1 (17beta-HSD1): design, synthesis, biological evaluation, and pharmacokinetics.

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