1-(3,4-Dihydroxyphenyl)-6,7-dihydroxynaphthalene-2,3-dicarboxylic acid

Details

• Internal ID: d446af58-7b7f-477c-8855-6cfb2f7dd4e4
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 1-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2,3-dicarboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=C3C=C(C(=CC3=CC(=C2C(=O)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C3C=C(C(=CC3=CC(=C2C(=O)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C18H12O8/c19-11-2-1-7(4-12(11)20)15-9-6-14(22)13(21)5-8(9)3-10(17(23)24)16(15)18(25)26/h1-6,19-22H,(H,23,24)(H,25,26)
• InChI Key: YBGGGBLVKOTDOJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₈
• Molecular Weight: 356.30 g/mol
• Exact Mass: 356.05321734 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8604	86.04%
OATP2B1 inhibitior	-	0.6615	66.15%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.8934	89.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7160	71.60%
P-glycoprotein inhibitior	-	0.9449	94.49%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	-	0.6685	66.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.9492	94.92%
CYP2C9 inhibition	+	0.7102	71.02%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	+	0.6849	68.49%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8675	86.75%
Carcinogenicity (trinary)	Warning	0.4932	49.32%
Eye corrosion	-	0.9940	99.40%
Eye irritation	+	0.9631	96.31%
Skin irritation	+	0.6736	67.36%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8976	89.76%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7089	70.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.3847	38.47%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.8648	86.48%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	+	0.8710	87.10%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8377	83.77%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	96.98%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.98%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL1811	P34995	Prostanoid EP1 receptor	89.35%	95.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.83%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.37%	95.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.16%	89.23%
CHEMBL3194	P02766	Transthyretin	82.00%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.76%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.59%	94.45%

Plants that contains it

• Syzygiella autumnalis

Cross-Links

• PubChem: 101683769
• LOTUS: LTS0035344
• wikiData: Q105345815