7-[2-Hydroxy-4-[2-(3-hydroxyphenyl)ethyl]-6-methoxyphenoxy]-2-methoxy-9,10-dihydrophenanthren-4-ol

Details

• Internal ID: 48a76518-65b3-474d-866a-9e8761ad4758
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 7-[2-hydroxy-4-[2-(3-hydroxyphenyl)ethyl]-6-methoxyphenoxy]-2-methoxy-9,10-dihydrophenanthren-4-ol
• SMILES (Canonical): COC1=CC2=C(C3=C(CC2)C=C(C=C3)OC4=C(C=C(C=C4OC)CCC5=CC(=CC=C5)O)O)C(=C1)O
• SMILES (Isomeric): COC1=CC2=C(C3=C(CC2)C=C(C=C3)OC4=C(C=C(C=C4OC)CCC5=CC(=CC=C5)O)O)C(=C1)O
• InChI: InChI=1S/C30H28O6/c1-34-24-16-21-9-8-20-15-23(10-11-25(20)29(21)26(32)17-24)36-30-27(33)13-19(14-28(30)35-2)7-6-18-4-3-5-22(31)12-18/h3-5,10-17,31-33H,6-9H2,1-2H3
• InChI Key: SCXUZSUKZXQBLZ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 88.40 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9543	95.43%
Caco-2	-	0.6546	65.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9566	95.66%
P-glycoprotein inhibitior	+	0.9230	92.30%
P-glycoprotein substrate	+	0.5186	51.86%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5256	52.56%
CYP3A4 inhibition	-	0.7897	78.97%
CYP2C9 inhibition	+	0.7005	70.05%
CYP2C19 inhibition	+	0.7830	78.30%
CYP2D6 inhibition	-	0.7107	71.07%
CYP1A2 inhibition	+	0.9309	93.09%
CYP2C8 inhibition	+	0.9059	90.59%
CYP inhibitory promiscuity	+	0.7601	76.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5770	57.70%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.7531	75.31%
Skin irritation	-	0.6508	65.08%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8643	86.43%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7592	75.92%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4851	48.51%
Acute Oral Toxicity (c)	III	0.5889	58.89%
Estrogen receptor binding	+	0.8625	86.25%
Androgen receptor binding	+	0.8212	82.12%
Thyroid receptor binding	+	0.7087	70.87%
Glucocorticoid receptor binding	+	0.8424	84.24%
Aromatase binding	+	0.5523	55.23%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	+	0.9234	92.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.41%	89.76%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	98.07%	96.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.06%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.49%	91.79%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.48%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.29%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.00%	86.33%
CHEMBL2535	P11166	Glucose transporter	93.69%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	93.04%	95.93%
CHEMBL4208	P20618	Proteasome component C5	91.06%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.48%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	90.46%	93.31%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.90%	99.18%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.69%	92.68%
CHEMBL4581	P52732	Kinesin-like protein 1	88.48%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.99%	93.99%
CHEMBL2056	P21728	Dopamine D1 receptor	83.68%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.66%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.00%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL5747	Q92793	CREB-binding protein	82.40%	95.12%
CHEMBL242	Q92731	Estrogen receptor beta	82.23%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.62%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.11%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL4422	O14842	Free fatty acid receptor 1	80.27%	93.33%

Plants that contains it

• Pleione bulbocodioides

Cross-Links

• PubChem: 101995284
• NPASS: NPC27935
• LOTUS: LTS0274682
• wikiData: Q105250491