1,1'-Binaphthalene-4,4',5,5'-tetrol

Details

• Internal ID: f84f9148-1856-4fbf-98bc-585992b35945
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenols
• IUPAC Name: 4-(4,5-dihydroxynaphthalen-1-yl)naphthalene-1,8-diol
• SMILES (Canonical): C1=CC2=C(C=CC(=C2C(=C1)O)O)C3=C4C=CC=C(C4=C(C=C3)O)O
• SMILES (Isomeric): C1=CC2=C(C=CC(=C2C(=C1)O)O)C3=C4C=CC=C(C4=C(C=C3)O)O
• InChI: InChI=1S/C20H14O4/c21-15-5-1-3-13-11(7-9-17(23)19(13)15)12-8-10-18(24)20-14(12)4-2-6-16(20)22/h1-10,21-24H
• InChI Key: GNXOYKGSVQTWOE-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄O₄
• Molecular Weight: 318.30 g/mol
• Exact Mass: 318.08920892 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• SCHEMBL20518530
• BS-1079
• 1,1'-Binaphthalene-4,4',5,5'-tetrol
• 4,4',5,5'-Tetrahydroxy-1,1'-binaphthyl
• 4,5,4',5'-tetrahydroxy-1,1'-binaphthyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.6172	61.72%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6226	62.26%
OATP2B1 inhibitior	-	0.5481	54.81%
OATP1B1 inhibitior	+	0.9512	95.12%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5299	52.99%
P-glycoprotein inhibitior	-	0.8610	86.10%
P-glycoprotein substrate	-	0.9389	93.89%
CYP3A4 substrate	-	0.6459	64.59%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	+	0.4390	43.90%
CYP3A4 inhibition	+	0.8030	80.30%
CYP2C9 inhibition	+	0.7403	74.03%
CYP2C19 inhibition	+	0.6449	64.49%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	+	0.9131	91.31%
CYP2C8 inhibition	-	0.7938	79.38%
CYP inhibitory promiscuity	+	0.7317	73.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7445	74.45%
Carcinogenicity (trinary)	Non-required	0.4982	49.82%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.9892	98.92%
Skin irritation	+	0.5844	58.44%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7894	78.94%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4839	48.39%
Acute Oral Toxicity (c)	III	0.8632	86.32%
Estrogen receptor binding	+	0.9077	90.77%
Androgen receptor binding	+	0.6743	67.43%
Thyroid receptor binding	+	0.8404	84.04%
Glucocorticoid receptor binding	+	0.8852	88.52%
Aromatase binding	+	0.7975	79.75%
PPAR gamma	+	0.9543	95.43%
Honey bee toxicity	-	0.9638	96.38%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9454	94.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.70%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.57%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	85.99%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%

Plants that contains it

• Embelia madagascariensis
• Heliotropium bovei
• Neonotonia wightii
• Podocytisus caramanicus
• Verbascum fruticulosum

Cross-Links

• PubChem: 10087226
• NPASS: NPC261973
• LOTUS: LTS0232401
• wikiData: Q105013445