(2S)-4-hydroxy-2-(2-hydroxypropan-2-yl)-6-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydrofuro[3,2-g]chromen-5-one

Details

• Internal ID: f17fd473-163d-4929-883d-ee5c7f9ace47
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: (2S)-4-hydroxy-2-(2-hydroxypropan-2-yl)-6-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydrofuro[3,2-g]chromen-5-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C3=COC4=CC5=C(CC(O5)C(C)(C)O)C(=C4C3=O)O)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(O1)C=CC(=C2)C3=COC4=CC5=C(C[C@H](O5)C(C)(C)O)C(=C4C3=O)O)O
• InChI: InChI=1S/C25H26O7/c1-24(2,28)19-8-13-7-12(5-6-16(13)31-19)15-11-30-18-10-17-14(22(26)21(18)23(15)27)9-20(32-17)25(3,4)29/h5-7,10-11,19-20,26,28-29H,8-9H2,1-4H3/t19-,20+/m1/s1
• InChI Key: IKQKRLWGUMCUMA-UXHICEINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 7
• 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	+	0.9920	99.20%
Caco-2	-	0.7315	73.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8573	85.73%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9246	92.46%
P-glycoprotein inhibitior	+	0.7182	71.82%
P-glycoprotein substrate	-	0.6921	69.21%
CYP3A4 substrate	+	0.6239	62.39%
CYP2C9 substrate	-	0.5940	59.40%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.5103	51.03%
CYP2C19 inhibition	-	0.5294	52.94%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.5826	58.26%
CYP2C8 inhibition	+	0.6289	62.89%
CYP inhibitory promiscuity	-	0.6668	66.68%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8176	81.76%
Skin irritation	-	0.7415	74.15%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4853	48.53%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.6537	65.37%
Estrogen receptor binding	+	0.9236	92.36%
Androgen receptor binding	+	0.7198	71.98%
Thyroid receptor binding	+	0.6333	63.33%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	+	0.8067	80.67%
PPAR gamma	+	0.8889	88.89%
Honey bee toxicity	-	0.8056	80.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.93%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.77%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	89.73%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.42%	85.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.24%	89.34%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	85.24%	97.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.37%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.06%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.64%	90.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.57%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.35%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.05%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.93%	95.62%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.30%	95.64%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 21591963
• LOTUS: LTS0079126
• wikiData: Q105114876