1-(2,7-Dihydroxy-3-methoxyphenanthren-1-yl)-3-methoxyphenanthrene-2,7-diol

Details

• Internal ID: 7386346c-97c3-4bfa-a6f9-d6605032fe0e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 1-(2,7-dihydroxy-3-methoxyphenanthren-1-yl)-3-methoxyphenanthrene-2,7-diol
• SMILES (Canonical): COC1=C(C(=C2C=CC3=C(C2=C1)C=CC(=C3)O)C4=C5C=CC6=C(C5=CC(=C4O)OC)C=CC(=C6)O)O
• SMILES (Isomeric): COC1=C(C(=C2C=CC3=C(C2=C1)C=CC(=C3)O)C4=C5C=CC6=C(C5=CC(=C4O)OC)C=CC(=C6)O)O
• InChI: InChI=1S/C30H22O6/c1-35-25-13-23-19-9-5-17(31)11-15(19)3-7-21(23)27(29(25)33)28-22-8-4-16-12-18(32)6-10-20(16)24(22)14-26(36-2)30(28)34/h3-14,31-34H,1-2H3
• InChI Key: OZTDQEHAPPNBIR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₂O₆
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.14163842 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.5948	59.48%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9232	92.32%
P-glycoprotein inhibitior	+	0.7961	79.61%
P-glycoprotein substrate	-	0.6992	69.92%
CYP3A4 substrate	-	0.5521	55.21%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.6084	60.84%
CYP2C9 inhibition	+	0.8561	85.61%
CYP2C19 inhibition	+	0.8257	82.57%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	+	0.8706	87.06%
CYP2C8 inhibition	+	0.8122	81.22%
CYP inhibitory promiscuity	+	0.7446	74.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8138	81.38%
Carcinogenicity (trinary)	Non-required	0.4382	43.82%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.5609	56.09%
Skin irritation	-	0.6104	61.04%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7184	71.84%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	+	0.9158	91.58%
Androgen receptor binding	+	0.9142	91.42%
Thyroid receptor binding	+	0.7866	78.66%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.7916	79.16%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	+	0.9690	96.90%

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	97.40%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.41%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.00%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	87.65%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.25%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.98%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.20%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	81.84%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.56%	99.15%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 163039189
• LOTUS: LTS0262310
• wikiData: Q105204088