5,7-dihydroxy-3-[(2R)-7-hydroxy-2-(2-hydroxypropan-2-yl)-6-methoxy-5-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-yl]chromen-4-one

Details

• Internal ID: 88826223-28d2-4c63-9c4a-01d10e0f369e
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones > 2-prenylated isoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(2R)-7-hydroxy-2-(2-hydroxypropan-2-yl)-6-methoxy-5-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-4-yl]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1C3=COC4=CC(=CC(=C4C3=O)O)O)CC(O2)C(C)(C)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1C3=COC4=CC(=CC(=C4C3=O)O)O)C[C@@H](O2)C(C)(C)O)O)OC)C
• InChI: InChI=1S/C26H28O8/c1-12(2)6-7-14-20(16-11-33-18-9-13(27)8-17(28)21(18)22(16)29)15-10-19(26(3,4)31)34-25(15)23(30)24(14)32-5/h6,8-9,11,19,27-28,30-31H,7,10H2,1-5H3/t19-/m1/s1
• InChI Key: OVUANGPZOASEKM-LJQANCHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₈
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.17841785 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.5744	57.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	0.7070	70.70%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.8293	82.93%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9211	92.11%
P-glycoprotein inhibitior	+	0.6459	64.59%
P-glycoprotein substrate	+	0.5178	51.78%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.6307	63.07%
CYP2C9 inhibition	+	0.6448	64.48%
CYP2C19 inhibition	+	0.6838	68.38%
CYP2D6 inhibition	-	0.7301	73.01%
CYP1A2 inhibition	-	0.6007	60.07%
CYP2C8 inhibition	+	0.7251	72.51%
CYP inhibitory promiscuity	+	0.8266	82.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7426	74.26%
Skin irritation	-	0.7575	75.75%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7970	79.70%
Acute Oral Toxicity (c)	I	0.4438	44.38%
Estrogen receptor binding	+	0.8875	88.75%
Androgen receptor binding	+	0.6803	68.03%
Thyroid receptor binding	+	0.6437	64.37%
Glucocorticoid receptor binding	+	0.8208	82.08%
Aromatase binding	+	0.6799	67.99%
PPAR gamma	+	0.8755	87.55%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	99.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.19%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.15%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.89%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.75%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.72%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.51%	95.64%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.81%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.02%	85.14%
CHEMBL3194	P02766	Transthyretin	86.63%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.36%	98.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.77%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.34%	92.62%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.64%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.45%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.38%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.10%	95.71%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 162895850
• LOTUS: LTS0257799
• wikiData: Q105201421