7-(3,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: 0f77fcfe-45a0-4a8b-982e-9eb51b9f0b89
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 7-(3,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4-dihydropyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC(=C(C=C4)O)O)O)CCC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=CC(=C(C=C4)O)O)O)CCC(O2)(C)C)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-16-23-15(9-10-25(3,4)31-23)21(28)20-22(29)17(12-30-24(16)20)14-6-8-18(26)19(27)11-14/h5-6,8,11-12,26-28H,7,9-10H2,1-4H3
• InChI Key: RZSZTRJSYGLKEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.19
• 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	+	0.9746	97.46%
Caco-2	-	0.6588	65.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8152	81.52%
OATP2B1 inhibitior	-	0.7051	70.51%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7967	79.67%
P-glycoprotein inhibitior	+	0.6713	67.13%
P-glycoprotein substrate	-	0.7053	70.53%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.5261	52.61%
CYP2C19 inhibition	+	0.5410	54.10%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.7164	71.64%
CYP2C8 inhibition	+	0.6870	68.70%
CYP inhibitory promiscuity	-	0.6570	65.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6667	66.67%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.5282	52.82%
Skin irritation	-	0.7228	72.28%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4394	43.94%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.7993	79.93%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7734	77.34%
Acute Oral Toxicity (c)	III	0.4043	40.43%
Estrogen receptor binding	+	0.9294	92.94%
Androgen receptor binding	+	0.8402	84.02%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.8883	88.83%
Aromatase binding	+	0.8191	81.91%
PPAR gamma	+	0.8868	88.68%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.65%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.15%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	91.81%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.00%	85.30%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.85%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.13%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.45%	91.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.15%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.44%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.02%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.83%	98.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.45%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.68%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.51%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.72%	95.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.28%	91.38%

Plants that contains it

• Erythrina vogelii

Cross-Links

• PubChem: 163038661
• LOTUS: LTS0222680
• wikiData: Q105248575