Epicocconigrone A

Details

• Internal ID: 9c1ea7f0-d722-4714-ac18-d0069e6dd2bb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1S,9R)-5,6,12,13,14-pentahydroxy-4,11-dimethyl-16-oxo-8,17-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10,12,14-hexaene-3-carbaldehyde
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)O)OC3C4=C(C(=C(C(=C4C(=O)C2O3)O)O)O)C)C=O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)O)O[C@@H]3C4=C(C(=C(C(=C4C(=O)[C@H]2O3)O)O)O)C)C=O
• InChI: InChI=1S/C18H14O9/c1-4-6(3-19)8-16-13(23)9-7(5(2)11(21)14(24)12(9)22)18(26-16)27-17(8)15(25)10(4)20/h3,16,18,20-22,24-25H,1-2H3/t16-,18+/m0/s1
• InChI Key: AHNFXMBOWJVAPB-FUHWJXTLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₉
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.06378202 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• Epicocconigrone A
• BDBM50445473

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6572	65.72%
Caco-2	-	0.6484	64.84%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6345	63.45%
OATP2B1 inhibitior	-	0.7020	70.20%
OATP1B1 inhibitior	+	0.7050	70.50%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.8926	89.26%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.9489	94.89%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	-	0.7520	75.20%
CYP inhibitory promiscuity	-	0.9172	91.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7014	70.14%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.6206	62.06%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.4546	45.46%
Estrogen receptor binding	+	0.6699	66.99%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	-	0.5626	56.26%
Glucocorticoid receptor binding	-	0.5641	56.41%
Aromatase binding	-	0.7723	77.23%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9541	95.41%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	180 nM	IC50	via Super-PRED
CHEMBL2695	Q05397	Focal adhesion kinase 1	420 nM	IC50	via Super-PRED
CHEMBL3717	P08581	Hepatocyte growth factor receptor	580 nM	IC50	via Super-PRED
CHEMBL1957	P08069	Insulin-like growth factor I receptor	70 nM	IC50	via Super-PRED
CHEMBL4309	Q9HC98	Serine/threonine-protein kinase NEK6	520 nM	IC50	via Super-PRED
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	160 nM	IC50	via Super-PRED
CHEMBL267	P12931	Tyrosine-protein kinase SRC	370 nM	IC50	via Super-PRED
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	320 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.83%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.38%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.82%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.86%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.43%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73891099
• LOTUS: LTS0010011
• wikiData: Q75065712