(6R)-2,3,8,10-tetrahydroxy-11-(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

Details

• Internal ID: c86e3087-b1bc-41f0-8cc9-14c28d06e74d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (6R)-2,3,8,10-tetrahydroxy-11-(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
• InChI: InChI=1S/C25H24O7/c1-11(2)5-6-13-15(26)9-18(29)21-23(30)22-20(7-12(3)4)31-19-10-17(28)16(27)8-14(19)25(22)32-24(13)21/h5,7-10,20,26-29H,6H2,1-4H3/t20-/m1/s1
• InChI Key: HEXPWLIZWQZUCB-HXUWFJFHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₇
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9664	96.64%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5267	52.67%
OATP2B1 inhibitior	-	0.5635	56.35%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7129	71.29%
P-glycoprotein inhibitior	+	0.6295	62.95%
P-glycoprotein substrate	-	0.5836	58.36%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	+	0.7450	74.50%
CYP2C19 inhibition	+	0.6893	68.93%
CYP2D6 inhibition	-	0.7529	75.29%
CYP1A2 inhibition	+	0.5733	57.33%
CYP2C8 inhibition	-	0.7074	70.74%
CYP inhibitory promiscuity	+	0.6856	68.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.5884	58.84%
Skin irritation	-	0.6979	69.79%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6662	66.62%
Acute Oral Toxicity (c)	III	0.6071	60.71%
Estrogen receptor binding	+	0.9191	91.91%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.8786	87.86%
Aromatase binding	+	0.6518	65.18%
PPAR gamma	+	0.8641	86.41%
Honey bee toxicity	-	0.6844	68.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	98.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.91%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.54%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.18%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.55%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.14%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.88%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.90%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.00%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.58%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

• Artocarpus altilis
• Artocarpus chama

Cross-Links

• PubChem: 162914886
• LOTUS: LTS0166990
• wikiData: Q105027115