1,3,8,9-Tetrahydroxy-2-(3-hydroxy-3-methylbutyl)-4,7-bis(3-methylbut-2-enyl)-[1]benzofuro[2,3-b]chromen-11-one

Details

• Internal ID: df9a9c03-3cf6-4c69-8856-4ab534397ee6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 1,3,8,9-tetrahydroxy-2-(3-hydroxy-3-methylbutyl)-4,7-bis(3-methylbut-2-enyl)-[1]benzofuro[2,3-b]chromen-11-one
• InChI: InChI=1S/C30H34O8/c1-14(2)7-9-17-23(32)16(11-12-30(5,6)36)25(34)22-26(35)21-19-13-20(31)24(33)18(10-8-15(3)4)27(19)37-29(21)38-28(17)22/h7-8,13,31-34,36H,9-12H2,1-6H3
• InChI Key: UHXUZPOGCRPYPQ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₈
• Molecular Weight: 522.60 g/mol
• Exact Mass: 522.22536804 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.24
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	-	0.7667	76.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6955	69.55%
OATP2B1 inhibitior	-	0.5609	56.09%
OATP1B1 inhibitior	+	0.8476	84.76%
OATP1B3 inhibitior	+	0.8805	88.05%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9162	91.62%
P-glycoprotein inhibitior	+	0.6080	60.80%
P-glycoprotein substrate	-	0.5636	56.36%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.8114	81.14%
CYP2C9 inhibition	-	0.7358	73.58%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.8561	85.61%
CYP1A2 inhibition	-	0.7104	71.04%
CYP2C8 inhibition	+	0.4477	44.77%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5231	52.31%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7479	74.79%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7901	79.01%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	-	0.7930	79.30%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	I	0.4601	46.01%
Estrogen receptor binding	+	0.8701	87.01%
Androgen receptor binding	+	0.7980	79.80%
Thyroid receptor binding	+	0.6700	67.00%
Glucocorticoid receptor binding	+	0.8073	80.73%
Aromatase binding	+	0.7107	71.07%
PPAR gamma	+	0.8914	89.14%
Honey bee toxicity	-	0.8112	81.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.70%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.42%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	96.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.55%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.53%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.28%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.92%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.74%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.16%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.04%	91.38%
CHEMBL1951	P21397	Monoamine oxidase A	80.81%	91.49%

Plants that contains it

• Euchresta formosana

Cross-Links

• PubChem: 10346662
• LOTUS: LTS0218334
• wikiData: Q105273157