1-Naphthol

Details

• Internal ID: f8cfafef-c5f9-4397-b37f-b67e90ff1ecb
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: naphthalen-1-ol
• SMILES (Canonical): C1=CC=C2C(=C1)C=CC=C2O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CC=C2O
• InChI: InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H
• InChI Key: KJCVRFUGPWSIIH-UHFFFAOYSA-N
• Popularity: 10,348 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O
• Molecular Weight: 144.17 g/mol
• Exact Mass: 144.057514874 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 90-15-3
• naphthalen-1-ol
• 1-Naphthalenol
• alpha-naphthol
• 1-Hydroxynaphthalene
• NAPHTHOL
• Furro ER
• Fouramine ERN
• Fourrine ERN
• Tertral ERN
• Basf Ursol ERN
• Ursol ERN
• Fourrine 99
• Nako TRB
• Zoba ERN
• Durafur developer D
• Naphthalenol
• alpha-Hydroxynaphthalene
• C.I. Oxidation Base 33
• .alpha.-Naphthol
• 1321-67-1
• 1-Naphthyl alcohol
• NSC 9586
• C.I. 76605
• CCRIS 1172
• HSDB 2650
• .alpha.-Hydroxynaphthalene
• 1-napthol
• EINECS 201-969-4
• CI 76605
• CHEBI:10319
• AI3-00106
• MFCD00003930
• WLN: L66J BQ
• CHEMBL122617
• SGCUT00118
• DTXSID6021793
• NSC9586
• 2A71EAQ389
• NSC-9586
• to_000072
• C11714
• AB-131/40232333
• DTXCID401793
• CI Oxidation Base 33
• hydroxynaphthalene
• Naphthol-1
• Naphthyl-1-ol
• CAS-90-15-3
• Naphthol, 1-
• alpha-Naphthyl alcohol
• napthalenol
• alpha-napthol
• napthyl alcohol
• UNII-2A71EAQ389
• naphthalene-1-ol
• Naphthol 1
• 1-Naphtol
• 8 -naphthol
• hydroxy naphthalene
• (+)-naphthol
• 1NP
• nchembio791-comp4
• 1-Naphthol, Reagent
• 1-Naphthol, Purified
• Naphth-1-ol, 9
• LS-95401
• 1-NAPHTOL-
• 1-NAPHTHOL [MI]
• SCHEMBL3416
• 1-NAPHTHOL [HSDB]
• 1-NAPHTHOL [INCI]
• alpha-Naphthol, 1-Naphthol
• DULOXETINE IMPURITY D
• 33420_RIEDEL
• 35825_RIEDEL
• N1000_SIAL
• N2780_SIAL
• 1-Naphthol, Pure PA, 99%
• 1-Naphthol, LR, >=99%
• 70438_FLUKA
• 70442_FLUKA
• BDBM23450
• 1-Naphthol, BioXtra, >=99%
• 4b33
• 1-Naphthol, p.a., 99.0%
• HY-Y1309
• Tox21_202120
• Tox21_302768
• 1-Naphthol, >=98.0% (GC)
• ZINC00967929
• AKOS000118822
• CS-W020125
• GS-6917
• 1-Naphthol, ReagentPlus(R), >=99%
• Duloxetine EP Impurity D (1-Naphthol)
• NCGC00249169-01
• NCGC00256563-01
• NCGC00259669-01
• ST5214429
• 1-Naphthol, SAJ special grade, >=99.0%
• 1-Naphthol, Vetec(TM) reagent grade, 98%
• DULOXETINE IMPURITY D [USP IMPURITY]
• FT-0608111
• N0026
• N0864
• EN300-19501
• 1-Naphthol, PESTANAL(R), analytical standard
• A843458
• Q408876
• J-610055
• 1-Naphthol, certified reference material, TraceCERT(R)
• 1-Naphthol, puriss., for fluorescence, >=99.0% (GC)
• DULOXETINE HYDROCHLORIDE IMPURITY D [EP IMPURITY]
• F1908-0108
• Z104474036
• 1-Naphthol, puriss. p.a., Reag. Ph. Eur., >=99% (GC)
• 1-Naphthol; 1-Naphthalenol; 1-Hydroxynaphthalene; 1-Naphthyl Alcohol; Hydroxynaphthalene
• InChI=1/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11
• 50356-21-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9690	96.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4551	45.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9597	95.97%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8767	87.67%
P-glycoprotein inhibitior	-	0.9783	97.83%
P-glycoprotein substrate	-	0.9890	98.90%
CYP3A4 substrate	-	0.6980	69.80%
CYP2C9 substrate	-	0.8333	83.33%
CYP2D6 substrate	+	0.3949	39.49%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.8050	80.50%
CYP2C19 inhibition	-	0.6429	64.29%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	+	0.9600	96.00%
CYP2C8 inhibition	-	0.8616	86.16%
CYP inhibitory promiscuity	-	0.6796	67.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7071	70.71%
Carcinogenicity (trinary)	Warning	0.4595	45.95%
Eye corrosion	-	0.8863	88.63%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7297	72.97%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8213	82.13%
Micronuclear	-	0.6909	69.09%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.8093	80.93%
Estrogen receptor binding	+	0.5384	53.84%
Androgen receptor binding	-	0.7336	73.36%
Thyroid receptor binding	-	0.6465	64.65%
Glucocorticoid receptor binding	-	0.8294	82.94%
Aromatase binding	-	0.6840	68.40%
PPAR gamma	+	0.6036	60.36%
Honey bee toxicity	-	0.9701	97.01%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9206	92.06%

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	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL3959	P16083	Quinone reductase 2	83.71%	89.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.82%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.58%	94.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.43%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.10%	93.99%

Plants that contains it

• Juglans nigra
• Selaginella sinensis
• Thymus martinezii

Cross-Links

• PubChem: 7005
• LOTUS: LTS0180719
• wikiData: Q105153621