Naphthalene-1,8-diol

Details

• Internal ID: d312e27f-a941-4f0d-9da7-45678ebe3662
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: naphthalene-1,8-diol
• SMILES (Canonical): C1=CC2=C(C(=C1)O)C(=CC=C2)O
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)C(=CC=C2)O
• InChI: InChI=1S/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H
• InChI Key: OENHRRVNRZBNNS-UHFFFAOYSA-N
• Popularity: 298 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17 g/mol
• Exact Mass: 160.052429494 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 1,8-Naphthalenediol
• 569-42-6
• 1,8-Dihydroxynaphthalene
• JEW2VB8R33
• EINECS 209-316-5
• MFCD00042701
• 138999-35-6
• 1,8-Naphthalindiol
• 8-hydroxy-1-naphthol
• 1-Hydroxy-8-naphthol
• UNII-JEW2VB8R33
• SCHEMBL70219
• CHEMBL203537
• YSSJ3004
• 1,8-Dihydroxynaphthalene, 95%
• 1,8-DHN
• DTXSID80205435
• CHEBI:167604
• BCP10859
• CS-B0783
• AC-950
• AKOS003601449
• AB90058
• FS-3227
• SY027091
• A8134
• AM20050054
• FT-0607047
• EN300-41347
• Z415933894
• InChI=1/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.9294	92.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9722	97.22%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8863	88.63%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9907	99.07%
CYP3A4 substrate	-	0.7963	79.63%
CYP2C9 substrate	-	0.8333	83.33%
CYP2D6 substrate	+	0.3949	39.49%
CYP3A4 inhibition	-	0.6305	63.05%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7138	71.38%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	+	0.9629	96.29%
CYP2C8 inhibition	-	0.9185	91.85%
CYP inhibitory promiscuity	+	0.6431	64.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7145	71.45%
Carcinogenicity (trinary)	Non-required	0.5187	51.87%
Eye corrosion	-	0.9638	96.38%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7066	70.66%
Skin corrosion	-	0.8885	88.85%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8196	81.96%
Micronuclear	-	0.6323	63.23%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	+	0.8223	82.23%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5851	58.51%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7093	70.93%
Androgen receptor binding	-	0.8452	84.52%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	-	0.5401	54.01%
Aromatase binding	-	0.6898	68.98%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.9708	97.08%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8595	85.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.87%	91.49%
CHEMBL3959	P16083	Quinone reductase 2	88.12%	89.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.66%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.53%	99.15%

Plants that contains it

• Senna didymobotrya

Cross-Links

• PubChem: 68438
• NPASS: NPC168393
• ChEMBL: CHEMBL203537
• LOTUS: LTS0026379
• wikiData: Q72493458