[1-Hydroxy-1-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-3-en-2-yl] acetate

Details

• Internal ID: 1c14325a-d2c7-477f-bb4e-88e6a1bbb124
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [1-hydroxy-1-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-3-en-2-yl] acetate
• SMILES (Canonical): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)OC(=O)C
• SMILES (Isomeric): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)OC(=O)C
• InChI: InChI=1S/C17H18O6/c1-9(2)16(22-10(3)18)15(20)14-12(21-4)7-5-11-6-8-13(19)23-17(11)14/h5-8,15-16,20H,1H2,2-4H3
• InChI Key: VONHPDPSQNJJTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	+	0.6091	60.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6214	62.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6669	66.69%
P-glycoprotein inhibitior	+	0.6781	67.81%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	+	0.5172	51.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.5775	57.75%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.5248	52.48%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	+	0.5331	53.31%
CYP2C8 inhibition	-	0.6572	65.72%
CYP inhibitory promiscuity	-	0.5592	55.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8372	83.72%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4640	46.40%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4913	49.13%
Acute Oral Toxicity (c)	II	0.6166	61.66%
Estrogen receptor binding	+	0.5912	59.12%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4712	47.12%
Aromatase binding	+	0.5495	54.95%
PPAR gamma	+	0.5444	54.44%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.22%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.37%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	90.37%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.59%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.84%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.65%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.57%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.18%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.51%	81.11%

Plants that contains it

• Leionema phylicifolium
• Murraya paniculata
• Pegolettia senegalensis
• Ursinia cakilefolia

Cross-Links

• PubChem: 13917399
• LOTUS: LTS0031010
• wikiData: Q105272880