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

Details

• Internal ID: 333f29ba-3632-415e-9677-08867a892516
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [(2R)-1-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-3-en-2-yl] acetate
• SMILES (Canonical): CC(=C)C(CC1=C(C=CC2=C1OC(=O)C=C2)OC)OC(=O)C
• SMILES (Isomeric): CC(=C)[C@@H](CC1=C(C=CC2=C1OC(=O)C=C2)OC)OC(=O)C
• InChI: InChI=1S/C17H18O5/c1-10(2)15(21-11(3)18)9-13-14(20-4)7-5-12-6-8-16(19)22-17(12)13/h5-8,15H,1,9H2,2-4H3/t15-/m1/s1
• InChI Key: UZNCIJYMKXICFF-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6985	69.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8024	80.24%
P-glycoprotein inhibitior	+	0.5911	59.11%
P-glycoprotein substrate	-	0.7704	77.04%
CYP3A4 substrate	-	0.5092	50.92%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.5809	58.09%
CYP2C9 inhibition	-	0.7857	78.57%
CYP2C19 inhibition	+	0.5543	55.43%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	+	0.6746	67.46%
CYP2C8 inhibition	-	0.6231	62.31%
CYP inhibitory promiscuity	+	0.7236	72.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.7073	70.73%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7947	79.47%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6914	69.14%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.7734	77.34%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4878	48.78%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	-	0.4772	47.72%
Androgen receptor binding	+	0.5551	55.51%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5388	53.88%
PPAR gamma	+	0.5805	58.05%
Honey bee toxicity	-	0.7439	74.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.06%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	93.05%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.86%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.24%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.98%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.91%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 162999177
• LOTUS: LTS0232376
• wikiData: Q105282338