1,1'-Bi-2-naphthol

Details

• Internal ID: 95009927-c8e2-4013-98d6-4d9d596a9842
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
• SMILES (Canonical): C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O
• InChI: InChI=1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
• InChI Key: PPTXVXKCQZKFBN-UHFFFAOYSA-N
• Popularity: 1,040 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₂
• Molecular Weight: 286.30 g/mol
• Exact Mass: 286.099379685 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 18531-94-7
• 602-09-5
• 18531-99-2
• (S)-(-)-1,1'-Bi-2-naphthol
• (R)-(+)-1,1'-Bi-2-naphthol
• [1,1'-Binaphthalene]-2,2'-diol
• binol
• (S)-BINOL
• 1,1'-Binaphthyl-2,2'-diol
• beta-Binaphthol
• (R)-BINOL
• 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
• (S)-[1,1'-binaphthalene]-2,2'-diol
• (R)-[1,1'-Binaphthalene]-2,2'-diol
• (R)-Binaphthol
• (S)-Binaphthol
• r-(+)-1,1'-bi-2-naphthol
• 2,2'-Dihydroxy-1,1'-binaphthyl
• 2,2'-Dinaphthol
• (R)-1,1'-Bi-2-naphthol
• (R)-(+)-1,1'-Bi(2-naphthol)
• Chiral binaphthol
• Bis-beta-naphthol
• (R)-(+)-BINOL
• (S)-(-)-BINOL
• 1,1'-Bis-2-naphthol
• 2,2'-Dihydroxydinaphthyl
• Binol, (+)-
• 2,2'-Dihydroxy-1,1'-dinaphthyl
• 2,2'-Dihydroxybinaphthalene
• MFCD00004068
• (R)-Bi-2-naphthol
• (-)-Binol
• (+)-Bi-2-naphthol
• (S)-(-)-1,1'-Bi(2-naphthol)
• (+)-1,1'-Bis(2-naphthol)
• (-)-1,1'-Bis(2-naphthol)
• Binol, (-)-
• (r)-(+)-1,1-bi-2-naphthol
• (+)-2,2'-Binaphthol
• (-)-2,2'-Binaphthol
• .beta.-Binaphthol
• 2,2'-Dihydroxy-1,1'-binaphthalene
• alpha-Binaphthyl-2,2'-diol
• (s)-1,1'-bi-2-naphthol
• (S)-2,2'-Dihydroxy-1,1'-binaphthyl
• Bis-.beta.-naphthol
• (+)-2,2'-Dihydroxy-1,1'-dinaphthyl
• (+)-1,1'-Bi-2-naphthol
• (-)-1,1'-Bi-2-naphthol
• (S)-2,2'-Dihydroxy-1,1'-binaphthalene
• Binol (R)-(+)-form [MI]
• Binol (S)-(-)-form [MI]
• (1S)-[1,1'-binaphthalene]-2,2'-diol
• (-)-Bi-beta-naphthol
• (+)-Bi-beta-Naphthol
• (S)-(-)-2,2'-Dihydroxy-1,1'-binaphthyl
• EINECS 210-014-0
• NSC 27049
• (S)-(-)-2,2'-Dihydroxy-1,1'-binaphthalene
• UNII-54OT5RRV4C
• UNII-M6IDZ128WT
• BRN 0997518
• 54OT5RRV4C
• M6IDZ128WT
• (+)-2,2'-dihydroxy-1,1'-binaphthyl
• (R)-(1,1'-Binaphthalene)-2,2'-diol
• (+/-)-1,1'-Binaphthalene-2,2'-diol
• (+)-2,2'-Dihydroxy-1,1'-binaphthalene
• AI3-19388
• (1,1'-BINAPHTHALENE)-2,2'-DIOL
• .alpha.-Binaphthyl-2,2'-diol
• (+)-(R)-2,2'-dihydroxy-1,1'-binaphthyl
• (+)-(1R)-(1,1'-Binaphthalene)-2,2'-diol
• (-)-(1S)-(1,1'-Binaphthalene)-2,2'-diol
• UNII-25AB254328
• (1,1'-Binaphthalene)-2,2'-diol, (R)-(+)-
• (1,1'-Binaphthalene)-2,2'-diol, (S)-(-)-
• [1,1']Binaphthalenyl-2,2'-diol
• (S)-(-)-1,1-Bi-2-naphthol
• (RS)-1,1'-Bi-2,2'-naphthol
• NSC-27049
• (S)-1,1'-binaphthalene-2,2'-diol
• (r)-2,2'-dihydroxy-[1,1']-binaphthyl
• (+/-)-2,2'-Dihydroxy-1,1'-dinaphthyl
• 25AB254328
• (R)-(+)-2,2'-Dihydroxy-1,1'-binaphthyl
• [1,1'-Binaphthalene]-2,2'-diol, (1S)-
• EC 606-050-5
• (R)-1-(2-Hydroxynaphthalen-1-yl)naphthalen-2-ol
• 4-06-00-07020 (Beilstein Handbook Reference)
• s-(-)-1,1'-bi-2-naphthol
• Benzamide,N-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-2-[2-(dimethylamino)ethoxy]-
• 1-(2-hydroxy-1-naphthalenyl)-2-naphthalenol
• 1-(2-oxidanylnaphthalen-1-yl)naphthalen-2-ol
• (+/-)-1,1'-bi-2-naphthol
• 2,1'-binaphthyl
• (r,s)-binol
• (+/-)-1,1'-Bi(2-naphthol)
• 2,1'-binaphthalene
• (+)-beta-Dinaphthol
• (1r)-[1,1'-binaphthalene]-2,2'-diol
• s-(-)-2,2'-dihydroxy-1,1'-dinaphthyl
• (s)-2,2'-binaphthol
• BINOL [MI]
• (R)-2,2'-Binaphthol
• 1,1''-Bi-2-naphthol
• (r)-(+)-bi-2-naphthol
• SCHEMBL29027
• 1,1a(2)-Bi-2-naphthol
• BINOL, (R)-
• BINOL, (S)-
• CHEMBL138718
• (5)-1,1'-bi-2-naphthol
• DTXSID9060526
• (+/-)-BINOL
• (aS)-1,1'-Bi(2-naphthol)
• CHEBI:189881
• (+)-BI-.BETA.-NAPHTHOL
• (-)-BI-.BETA.-NAPHTHOL
• 1,1'-Bi-2-naphthol, 99%
• 2,2'-dihydroxyl-1,1'-binaphthyl
• BCP23136
• BCP23230
• BCP30910
• CS-D1439
• NSC27049
• (r)-1,1'-binaphthyl-2,2'-diol
• (s)-1,1'-binaphthyl-2,2'-diol
• [1,1']-binaphthalenyl-2,2'-diol
• (+/-)-BI-.BETA.-NAPHTHOL
• (S)-(-)-1,1'-bi-2-naphtol
• (+)-1,1'-Binaphthyl-2,2'-diol
• (-)-1,1'-Binaphthyl-2,2'-diol
• (R)-(+)-1,1`-Bi-2-naphthol
• (RS)-1,1'-BI-2-NAPHTHOL
• (S)-(+)-1,1`-Bi-2-naphthol
• (S)-(-)-1,1`-Bi-2-naphthol
• AKOS000280003
• AKOS015950645
• AKOS015950732
• rac-2,2'-dihydroxy-1,1'-binaphthyl
• (R)-1,1'-Binaphthalene-2,2'-diol
• (S)-(-)-1,1\'-bi-2-naphthol
• AC-2795
• AC-6133
• AM62789
• CS-W018498
• GS-3437
• (pR)-1,1'-Binaphthalene-2,2'-diol
• (pS)-1,1'-Binaphthalene-2,2'-diol
• (R)-(+)-1,1\'-Bi-2-naphthol
• rac-[1,1'-Binaphthalene]-2,2'-diol
• BP-21310
• LS-43999
• LS-44000
• (r)-2,2'-dihydroxy-1,1'-binaphthalene
• r-(+)-2,2'-dihydroxy-1,1'-dinaphthyl
• (+/-)-1,1'-BIS(2-NAPHTHOL)
• B0461
• B1100
• B1142
• FT-0602420
• FT-0604444
• FT-0605200
• [1,1'-Binaphthalene]-2,2'-diol, (1R)-
• 2,2'-DIHYDROXY-[1,1']-BINAPHTHYL
• EN300-67379
• (R)-(+)-1,1'-Bi(2-naphthol), 99%
• (S)-(-)-1,1'-Bi(2-naphthol), 99%
• (+/-)-1,1'-BINAPHTHYL-2,2'-DIOL
• (R)-(+)-2,2'-Dihydroxy-1,1'-binaphthalene
• RACEMIC 2,2'-DIHYDROXY-1,1'-BINAPHTHYL
• A812947
• A832643
• Q161292
• (+/-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
• J-011889
• J-503719
• Q-103560
• Q-103561
• Q-200048
• (+/-)-2,2'-DIHYDROXY-1,1'-BINAPHTHALENE
• (R)-(+)-1
• F0001-0669
• (+/-)-1,1'-Bi(2-naphthol), puriss., >=99.0% (NT)
• (R)-(+)-1,1'-Bi(2-naphthol), puriss., >=99.0% (sum of enantiomers, HPLC)
• InChI=1/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5353	53.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8422	84.22%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.8448	84.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5921	59.21%
P-glycoprotein inhibitior	-	0.8277	82.77%
P-glycoprotein substrate	-	0.9931	99.31%
CYP3A4 substrate	-	0.7021	70.21%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	+	0.4390	43.90%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	+	0.9535	95.35%
CYP2C19 inhibition	+	0.8769	87.69%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	+	0.9213	92.13%
CYP2C8 inhibition	-	0.8350	83.50%
CYP inhibitory promiscuity	+	0.7676	76.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7042	70.42%
Carcinogenicity (trinary)	Warning	0.4922	49.22%
Eye corrosion	-	0.9854	98.54%
Eye irritation	+	0.9893	98.93%
Skin irritation	+	0.7970	79.70%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7717	77.17%
Micronuclear	-	0.5382	53.82%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.7975	79.75%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4560	45.60%
Acute Oral Toxicity (c)	II	0.7728	77.28%
Estrogen receptor binding	+	0.9465	94.65%
Androgen receptor binding	+	0.9229	92.29%
Thyroid receptor binding	+	0.7935	79.35%
Glucocorticoid receptor binding	+	0.9455	94.55%
Aromatase binding	+	0.9234	92.34%
PPAR gamma	+	0.9695	96.95%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	98.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.64%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.62%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	82.47%	91.49%
CHEMBL3959	P16083	Quinone reductase 2	81.34%	89.49%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 11762
• NPASS: NPC207948