8-[(5-Hydroxy-7-methoxy-9,10-dihydrophenanthren-2-yl)oxy]-6-methoxy-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: 5eaedfd0-15d0-49ae-8cf8-a8349cb39ec5
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 8-[(5-hydroxy-7-methoxy-9,10-dihydrophenanthren-2-yl)oxy]-6-methoxy-9,10-dihydrophenanthrene-2,5-diol
• SMILES (Canonical): COC1=CC2=C(C3=C(CC2)C=C(C=C3)OC4=CC(=C(C5=C4CCC6=C5C=CC(=C6)O)O)OC)C(=C1)O
• SMILES (Isomeric): COC1=CC2=C(C3=C(CC2)C=C(C=C3)OC4=CC(=C(C5=C4CCC6=C5C=CC(=C6)O)O)OC)C(=C1)O
• InChI: InChI=1S/C30H26O6/c1-34-21-13-18-4-3-17-12-20(7-10-22(17)28(18)25(32)14-21)36-26-15-27(35-2)30(33)29-23-9-6-19(31)11-16(23)5-8-24(26)29/h6-7,9-15,31-33H,3-5,8H2,1-2H3
• InChI Key: VZKMEMDCBSYFTF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₆
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.17293854 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.14
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	-	0.7191	71.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9956	99.56%
P-glycoprotein inhibitior	+	0.8834	88.34%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5256	52.56%
CYP3A4 inhibition	-	0.8034	80.34%
CYP2C9 inhibition	+	0.5721	57.21%
CYP2C19 inhibition	+	0.7080	70.80%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	+	0.9583	95.83%
CYP2C8 inhibition	+	0.8595	85.95%
CYP inhibitory promiscuity	+	0.6155	61.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.8447	84.47%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8822	88.22%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.9478	94.78%
Androgen receptor binding	+	0.8385	83.85%
Thyroid receptor binding	+	0.7453	74.53%
Glucocorticoid receptor binding	+	0.8343	83.43%
Aromatase binding	+	0.6337	63.37%
PPAR gamma	+	0.7701	77.01%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	+	0.9226	92.26%

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	98.96%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	97.52%	91.79%
CHEMBL242	Q92731	Estrogen receptor beta	97.50%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.16%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.21%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	94.70%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.94%	91.49%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	92.36%	97.90%
CHEMBL4208	P20618	Proteasome component C5	91.83%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.45%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.14%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.95%	92.68%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.75%	82.67%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL3194	P02766	Transthyretin	86.97%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.71%	99.17%
CHEMBL205	P00918	Carbonic anhydrase II	86.38%	98.44%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.11%	96.09%
CHEMBL1293289	P25440	Bromodomain-containing protein 2	84.01%	86.19%
CHEMBL1907	P15144	Aminopeptidase N	82.74%	93.31%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	82.74%	94.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.48%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.57%	91.07%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.10%	83.14%

Plants that contains it

• Pholidota chinensis

Cross-Links

• PubChem: 102026936
• LOTUS: LTS0113107
• wikiData: Q105299810