6-(2,4-Dihydroxyphenyl)-4-hydroxy-9-(3-methylbut-2-enyl)furo[3,2-g]chromen-5-one

Details

• Internal ID: 571af92c-9cda-48f7-b725-3ff8a7167aa7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 6-(2,4-dihydroxyphenyl)-4-hydroxy-9-(3-methylbut-2-enyl)furo[3,2-g]chromen-5-one
• InChI: InChI=1S/C22H18O6/c1-11(2)3-5-15-21-14(7-8-27-21)19(25)18-20(26)16(10-28-22(15)18)13-6-4-12(23)9-17(13)24/h3-4,6-10,23-25H,5H2,1-2H3
• InChI Key: YDLJIUVPOKMFQM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₆
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.11033829 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.83
• 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	+	0.9920	99.20%
Caco-2	-	0.5973	59.73%
Blood Brain Barrier	-	0.5129	51.29%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	0.5575	55.75%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6226	62.26%
P-glycoprotein inhibitior	-	0.5235	52.35%
P-glycoprotein substrate	-	0.6455	64.55%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.7892	78.92%
CYP2C9 inhibition	+	0.9554	95.54%
CYP2C19 inhibition	+	0.9152	91.52%
CYP2D6 inhibition	-	0.7251	72.51%
CYP1A2 inhibition	+	0.8763	87.63%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	+	0.9752	97.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6464	64.64%
Skin irritation	-	0.7074	70.74%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3676	36.76%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7147	71.47%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7662	76.62%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.9015	90.15%
Androgen receptor binding	+	0.8686	86.86%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.8261	82.61%
Aromatase binding	+	0.7247	72.47%
PPAR gamma	+	0.9071	90.71%
Honey bee toxicity	-	0.8521	85.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.02%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.81%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.61%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.88%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.67%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.84%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.25%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.70%	93.10%

Plants that contains it

• Erythrina senegalensis

Cross-Links

• PubChem: 101922023
• LOTUS: LTS0005116
• wikiData: Q105346810