(2R,3S,7S)-3-(3,5-dihydroxyphenyl)-4-hydroxy-7-(4-hydroxy-2-methoxyphenyl)-2-(4-hydroxyphenyl)-9-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one

Details

• Internal ID: 06100553-ea92-4ce0-bb49-58a21392f6dd
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3S,7S)-3-(3,5-dihydroxyphenyl)-4-hydroxy-7-(4-hydroxy-2-methoxyphenyl)-2-(4-hydroxyphenyl)-9-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one
• SMILES (Canonical): CC(=CCC(CC1=C2C(=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)O)OC)O)C(C(O2)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@H](CC1=C2C(=C(C3=C1O[C@@H](CC3=O)C4=C(C=C(C=C4)O)OC)O)[C@@H]([C@@H](O2)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)C(=C)C)C
• InChI: InChI=1S/C40H40O9/c1-20(2)6-7-23(21(3)4)16-30-39-35(31(45)19-33(48-39)29-13-12-26(42)18-32(29)47-5)37(46)36-34(24-14-27(43)17-28(44)15-24)38(49-40(30)36)22-8-10-25(41)11-9-22/h6,8-15,17-18,23,33-34,38,41-44,46H,3,7,16,19H2,1-2,4-5H3/t23-,33+,34+,38+/m1/s1
• InChI Key: QXJNTDXKZVNKDH-WUPWTLHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₀O₉
• Molecular Weight: 664.70 g/mol
• Exact Mass: 664.26723285 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 8.29
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.8312	83.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7582	75.82%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.7721	77.21%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.8570	85.70%
P-glycoprotein substrate	+	0.6281	62.81%
CYP3A4 substrate	+	0.7068	70.68%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.7142	71.42%
CYP2C9 inhibition	+	0.7584	75.84%
CYP2C19 inhibition	+	0.8701	87.01%
CYP2D6 inhibition	-	0.6423	64.23%
CYP1A2 inhibition	+	0.6955	69.55%
CYP2C8 inhibition	+	0.7743	77.43%
CYP inhibitory promiscuity	+	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8772	87.72%
Skin irritation	-	0.7737	77.37%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8637	86.37%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7944	79.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5730	57.30%
Acute Oral Toxicity (c)	III	0.4320	43.20%
Estrogen receptor binding	+	0.8439	84.39%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.8171	81.71%
Aromatase binding	+	0.5920	59.20%
PPAR gamma	+	0.6925	69.25%
Honey bee toxicity	-	0.6320	63.20%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.44%	95.89%
CHEMBL240	Q12809	HERG	93.39%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.87%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	90.82%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.19%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.92%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.80%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.12%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.27%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.49%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.10%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.09%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.55%	89.62%

Plants that contains it

• Sophora alopecuroides

Cross-Links

• PubChem: 162964578
• LOTUS: LTS0238130
• wikiData: Q105229649