5,7-Dihydroxy-3-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 67e78cee-2036-4358-a0cb-86db5cd5405a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 5,7-dihydroxy-3-(7-hydroxy-2,2-dimethylchromen-6-yl)-6-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=C(C=C4C(=C3)C=CC(O4)(C)C)O)O)C
• InChI: InChI=1S/C25H24O6/c1-13(2)5-6-15-18(26)11-21-22(23(15)28)24(29)17(12-30-21)16-9-14-7-8-25(3,4)31-20(14)10-19(16)27/h5,7-12,26-28H,6H2,1-4H3
• InChI Key: BKDCZFLMVDSLJS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.27
• 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	+	0.9909	99.09%
Caco-2	-	0.6624	66.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.5647	56.47%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.8920	89.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9340	93.40%
P-glycoprotein inhibitior	+	0.7202	72.02%
P-glycoprotein substrate	-	0.6122	61.22%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.7419	74.19%
CYP2C9 inhibition	+	0.9074	90.74%
CYP2C19 inhibition	+	0.9006	90.06%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.5087	50.87%
CYP2C8 inhibition	+	0.6279	62.79%
CYP inhibitory promiscuity	+	0.8755	87.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6489	64.89%
Skin irritation	-	0.7281	72.81%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4624	46.24%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.7315	73.15%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6010	60.10%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.9527	95.27%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	+	0.7165	71.65%
Glucocorticoid receptor binding	+	0.8665	86.65%
Aromatase binding	+	0.7441	74.41%
PPAR gamma	+	0.9003	90.03%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.78%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.28%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.86%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.65%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.08%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.59%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.05%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.87%	91.38%

Plants that contains it

• Eriosema kraussianum

Cross-Links

• PubChem: 5318849
• LOTUS: LTS0103882
• wikiData: Q104937513