2,8,10-trihydroxy-3-methoxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

Details

• Internal ID: cd223dbe-15d1-47b4-af38-9215c4578b89
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 2,8,10-trihydroxy-3-methoxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
• SMILES (Canonical): CC(=CC1C2=C(C3=CC(=C(C=C3O1)OC)O)OC4=CC(=CC(=C4C2=O)O)O)C
• SMILES (Isomeric): CC(=CC1C2=C(C3=CC(=C(C=C3O1)OC)O)OC4=CC(=CC(=C4C2=O)O)O)C
• InChI: InChI=1S/C21H18O7/c1-9(2)4-16-19-20(25)18-13(24)5-10(22)6-17(18)28-21(19)11-7-12(23)15(26-3)8-14(11)27-16/h4-8,16,22-24H,1-3H3
• InChI Key: LCNKPVKXYPFXKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	+	0.7850	78.50%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5437	54.37%
OATP2B1 inhibitior	-	0.5644	56.44%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6010	60.10%
P-glycoprotein inhibitior	+	0.6482	64.82%
P-glycoprotein substrate	-	0.5703	57.03%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	0.6279	62.79%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	+	0.6936	69.36%
CYP2C9 inhibition	+	0.5639	56.39%
CYP2C19 inhibition	+	0.8969	89.69%
CYP2D6 inhibition	-	0.5098	50.98%
CYP1A2 inhibition	+	0.7479	74.79%
CYP2C8 inhibition	+	0.6551	65.51%
CYP inhibitory promiscuity	+	0.8966	89.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.6502	65.02%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5414	54.14%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7776	77.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.6308	63.08%
Estrogen receptor binding	+	0.9070	90.70%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.6927	69.27%
Glucocorticoid receptor binding	+	0.9218	92.18%
Aromatase binding	+	0.6872	68.72%
PPAR gamma	+	0.8808	88.08%
Honey bee toxicity	-	0.6227	62.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	97.99%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL3194	P02766	Transthyretin	93.54%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.77%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.38%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.73%	96.12%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.43%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.94%	94.42%

Plants that contains it

• Artocarpus integer

Cross-Links

• PubChem: 101415464
• LOTUS: LTS0182915
• wikiData: Q104399638