3-[4-Hydroxy-2-[2-(3-hydroxyphenyl)ethyl]-6-methoxyphenyl]-7-methoxy-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: 6653acb6-80f8-4756-b6de-87c7ec6aecf6
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 3-[4-hydroxy-2-[2-(3-hydroxyphenyl)ethyl]-6-methoxyphenyl]-7-methoxy-9,10-dihydrophenanthrene-2,5-diol
• SMILES (Canonical): COC1=CC2=C(C3=CC(=C(C=C3CC2)O)C4=C(C=C(C=C4OC)O)CCC5=CC(=CC=C5)O)C(=C1)O
• SMILES (Isomeric): COC1=CC2=C(C3=CC(=C(C=C3CC2)O)C4=C(C=C(C=C4OC)O)CCC5=CC(=CC=C5)O)C(=C1)O
• InChI: InChI=1S/C30H28O6/c1-35-23-12-20-9-8-18-13-26(33)25(16-24(18)29(20)27(34)15-23)30-19(11-22(32)14-28(30)36-2)7-6-17-4-3-5-21(31)10-17/h3-5,10-16,31-34H,6-9H2,1-2H3
• InChI Key: KWMDNHJUAIUJHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₆
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.18858861 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.7123	71.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9069	90.69%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9640	96.40%
P-glycoprotein inhibitior	+	0.9216	92.16%
P-glycoprotein substrate	+	0.6202	62.02%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.6962	69.62%
CYP2C9 inhibition	+	0.8185	81.85%
CYP2C19 inhibition	+	0.8553	85.53%
CYP2D6 inhibition	-	0.7515	75.15%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.8406	84.06%
CYP inhibitory promiscuity	+	0.8760	87.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7532	75.32%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.7237	72.37%
Skin irritation	-	0.7373	73.73%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8871	88.71%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9083	90.83%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.5051	50.51%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.7595	75.95%
Thyroid receptor binding	+	0.6874	68.74%
Glucocorticoid receptor binding	+	0.8305	83.05%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	+	0.7877	78.77%
Honey bee toxicity	-	0.8296	82.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.06%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.73%	93.99%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.29%	95.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.01%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.94%	91.49%
CHEMBL2535	P11166	Glucose transporter	93.86%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.03%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.55%	95.93%
CHEMBL4208	P20618	Proteasome component C5	90.33%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.45%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.36%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.96%	99.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.34%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.96%	91.79%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	85.76%	95.55%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.15%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	84.64%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.90%	91.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.60%	93.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.37%	97.09%

Plants that contains it

• Pholidota chinensis

Cross-Links

• PubChem: 102477415
• LOTUS: LTS0058372
• wikiData: Q105147021