8-[(7-Hydroxy-4-methoxy-9,10-dihydrophenanthren-2-yl)oxy]-6-methoxy-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: 1539a7f3-613c-4271-ab0b-9884bda2b84d
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 8-[(7-hydroxy-4-methoxy-9,10-dihydrophenanthren-2-yl)oxy]-6-methoxy-9,10-dihydrophenanthrene-2,5-diol
• SMILES (Canonical): COC1=CC(=CC2=C1C3=C(CC2)C=C(C=C3)O)OC4=CC(=C(C5=C4CCC6=C5C=CC(=C6)O)O)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=C(CC2)C=C(C=C3)O)OC4=CC(=C(C5=C4CCC6=C5C=CC(=C6)O)O)OC
• InChI: InChI=1S/C30H26O6/c1-34-26-14-21(13-18-4-3-16-11-19(31)6-9-22(16)28(18)26)36-25-15-27(35-2)30(33)29-23-10-7-20(32)12-17(23)5-8-24(25)29/h6-7,9-15,31-33H,3-5,8H2,1-2H3
• InChI Key: OQLFWHHMCFSAQA-UHFFFAOYSA-N
• Popularity: 0 references 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	-	0.6879	68.79%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9943	99.43%
P-glycoprotein inhibitior	+	0.8872	88.72%
P-glycoprotein substrate	-	0.6592	65.92%
CYP3A4 substrate	+	0.6314	63.14%
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	+	0.8625	86.25%
CYP inhibitory promiscuity	+	0.6155	61.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.7771	77.71%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8906	89.06%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6031	60.31%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.9528	95.28%
Androgen receptor binding	+	0.8204	82.04%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	+	0.9024	90.24%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7824	78.24%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7051	70.51%
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	97.96%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.32%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.82%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.03%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	91.80%	91.00%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.31%	95.89%
CHEMBL2535	P11166	Glucose transporter	89.13%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.92%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.92%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.08%	99.15%
CHEMBL3194	P02766	Transthyretin	84.34%	90.71%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.33%	82.67%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.14%	95.78%
CHEMBL1293289	P25440	Bromodomain-containing protein 2	83.65%	86.19%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.48%	92.68%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.91%	89.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.79%	96.09%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	82.60%	83.14%
CHEMBL1907	P15144	Aminopeptidase N	81.49%	93.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.07%	92.94%

Plants that contains it

• Pholidota chinensis

Cross-Links

• PubChem: 102026937
• LOTUS: LTS0094235
• wikiData: Q105196950