(10S,11R)-10-(4-hydroxy-3,5-dimethoxyphenyl)-1-methoxy-6,9,10,11-tetrahydro-5H-naphtho[1,2-g]chromene-3,11-diol

Details

• Internal ID: 243fcc2f-8606-43bd-a9b6-b9d770b9585a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids
• IUPAC Name: (10S,11R)-10-(4-hydroxy-3,5-dimethoxyphenyl)-1-methoxy-6,9,10,11-tetrahydro-5H-naphtho[1,2-g]chromene-3,11-diol
• InChI: InChI=1S/C26H26O7/c1-30-21-10-16(27)6-14-5-4-13-7-20-18(11-17(13)24(14)21)25(28)19(12-33-20)15-8-22(31-2)26(29)23(9-15)32-3/h6-11,19,25,27-29H,4-5,12H2,1-3H3/t19-,25+/m1/s1
• InChI Key: UQRXDLDKKPPLEI-CLOONOSVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₇
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.16785316 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 7
• 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	+	0.8994	89.94%
Caco-2	-	0.5860	58.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8236	82.36%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.7776	77.76%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9131	91.31%
P-glycoprotein inhibitior	+	0.8055	80.55%
P-glycoprotein substrate	-	0.5606	56.06%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	+	0.5931	59.31%
CYP3A4 inhibition	-	0.8008	80.08%
CYP2C9 inhibition	+	0.6308	63.08%
CYP2C19 inhibition	+	0.6228	62.28%
CYP2D6 inhibition	-	0.8348	83.48%
CYP1A2 inhibition	+	0.8146	81.46%
CYP2C8 inhibition	+	0.8047	80.47%
CYP inhibitory promiscuity	+	0.5921	59.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6801	68.01%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9217	92.17%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7002	70.02%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.8848	88.48%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	+	0.7612	76.12%
Glucocorticoid receptor binding	+	0.7559	75.59%
Aromatase binding	+	0.5240	52.40%
PPAR gamma	+	0.6532	65.32%
Honey bee toxicity	-	0.8029	80.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7793	77.93%

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	99.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.35%	85.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.68%	82.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.57%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.09%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.85%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.70%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.05%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.93%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.72%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.82%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.39%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	84.50%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.08%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.30%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.22%	92.94%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.73%	92.68%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.72%	94.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.11%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.31%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.00%	96.95%

Plants that contains it

• Pleione bulbocodioides

Cross-Links

• PubChem: 15834313
• LOTUS: LTS0112093
• wikiData: Q105277426