(2S)-6-[(4-hydroxyphenyl)methyl]-2-(2-hydroxypropan-2-yl)-7-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-9-ol

Details

• Internal ID: a08eb1a5-6215-4ab2-af6b-258cb0c51d41
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (2S)-6-[(4-hydroxyphenyl)methyl]-2-(2-hydroxypropan-2-yl)-7-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-9-ol
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC3=C2CCC4=C3C(=CC(=C4CC5=CC=C(C=C5)O)OC)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C=CC3=C2CCC4=C3C(=CC(=C4CC5=CC=C(C=C5)O)OC)O)O
• InChI: InChI=1S/C27H28O5/c1-27(2,30)25-13-21-17-8-9-19-20(12-15-4-6-16(28)7-5-15)24(31-3)14-22(29)26(19)18(17)10-11-23(21)32-25/h4-7,10-11,14,25,28-30H,8-9,12-13H2,1-3H3/t25-/m0/s1
• InChI Key: OCGQQYGGYOKOMB-VWLOTQADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.19367399 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 5
• 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	+	0.9842	98.42%
Caco-2	-	0.6832	68.32%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.7461	74.61%
OATP1B3 inhibitior	+	0.8631	86.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9863	98.63%
P-glycoprotein inhibitior	+	0.8170	81.70%
P-glycoprotein substrate	-	0.5193	51.93%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	+	0.4738	47.38%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	-	0.6449	64.49%
CYP2C19 inhibition	-	0.5198	51.98%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	+	0.6434	64.34%
CYP2C8 inhibition	+	0.8625	86.25%
CYP inhibitory promiscuity	+	0.5056	50.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5885	58.85%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8830	88.30%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7269	72.69%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.8850	88.50%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7889	78.89%
Acute Oral Toxicity (c)	III	0.4570	45.70%
Estrogen receptor binding	+	0.9079	90.79%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.7857	78.57%
Glucocorticoid receptor binding	+	0.8558	85.58%
Aromatase binding	+	0.7015	70.15%
PPAR gamma	+	0.8754	87.54%
Honey bee toxicity	-	0.7657	76.57%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9828	98.28%

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	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.27%	95.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.67%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	93.57%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.45%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.04%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.91%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	90.66%	95.12%
CHEMBL2535	P11166	Glucose transporter	90.06%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL3194	P02766	Transthyretin	88.09%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.63%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.02%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.67%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.27%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.34%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.10%	90.93%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.40%	82.67%
CHEMBL4208	P20618	Proteasome component C5	80.87%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.83%	91.49%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.80%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.68%	95.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.20%	95.89%

Plants that contains it

• Spiranthes sinensis

Cross-Links

• PubChem: 163028911
• LOTUS: LTS0048013
• wikiData: Q105189350