(3S,4S)-3-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-4,8-diol

Details

• Internal ID: e865e7e0-6e90-4442-9943-776ed5e4580a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
• IUPAC Name: (3S,4S)-3-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4,5,6-tetrahydro-2H-naphtho[2,1-f]chromene-4,8-diol
• InChI: InChI=1S/C25H24O6/c1-29-20-10-14(4-8-19(20)27)18-12-31-22-11-21(30-2)23-16-7-5-15(26)9-13(16)3-6-17(23)24(22)25(18)28/h4-5,7-11,18,25-28H,3,6,12H2,1-2H3/t18-,25+/m1/s1
• InChI Key: DARDHUFDRYDZMZ-CJAUYULYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9068	90.68%
Caco-2	-	0.5569	55.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9553	95.53%
P-glycoprotein inhibitior	+	0.8895	88.95%
P-glycoprotein substrate	-	0.5718	57.18%
CYP3A4 substrate	+	0.6537	65.37%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	+	0.5931	59.31%
CYP3A4 inhibition	-	0.7225	72.25%
CYP2C9 inhibition	+	0.7668	76.68%
CYP2C19 inhibition	+	0.7718	77.18%
CYP2D6 inhibition	-	0.7582	75.82%
CYP1A2 inhibition	+	0.8508	85.08%
CYP2C8 inhibition	+	0.8169	81.69%
CYP inhibitory promiscuity	+	0.6395	63.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8042	80.42%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9139	91.39%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7547	75.47%
Acute Oral Toxicity (c)	III	0.6181	61.81%
Estrogen receptor binding	+	0.8908	89.08%
Androgen receptor binding	+	0.6821	68.21%
Thyroid receptor binding	+	0.6873	68.73%
Glucocorticoid receptor binding	+	0.7981	79.81%
Aromatase binding	-	0.5339	53.39%
PPAR gamma	+	0.6953	69.53%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7699	76.99%

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	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	97.15%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	94.83%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.49%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	94.45%	82.67%
CHEMBL4040	P28482	MAP kinase ERK2	94.21%	83.82%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.85%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.56%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.54%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.50%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.38%	100.00%
CHEMBL2535	P11166	Glucose transporter	88.25%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.18%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	87.96%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.45%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.57%	95.78%
CHEMBL301	P24941	Cyclin-dependent kinase 2	86.52%	91.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.47%	95.89%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.46%	97.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.56%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	85.45%	91.00%
CHEMBL3194	P02766	Transthyretin	85.41%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.75%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.17%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.16%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.61%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.84%	99.15%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.12%	95.55%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.10%	85.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.06%	97.14%

Plants that contains it

• Pleione bulbocodioides
• Pleione yunnanensis

Cross-Links

• PubChem: 102316582
• LOTUS: LTS0047575
• wikiData: Q104973881