Officinalin isobutyrate

Details

• Internal ID: 6ac2604f-af07-450a-be9c-76441de487ce
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: methyl 7-(2-methylpropanoyloxy)-2-oxochromene-6-carboxylate
• InChI: InChI=1S/C15H14O6/c1-8(2)14(17)21-12-7-11-9(4-5-13(16)20-11)6-10(12)15(18)19-3/h4-8H,1-3H3
• InChI Key: VUVWVGLISBHUCV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• methyl 7-(2-methylpropanoyloxy)-2-oxochromene-6-carboxylate
• NCGC00385493-01!methyl 7-(2-methylpropanoyloxy)-2-oxochromene-6-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.7547	75.47%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6228	62.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9886	98.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6986	69.86%
P-glycoprotein inhibitior	-	0.4413	44.13%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	-	0.5781	57.81%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.5980	59.80%
CYP2C19 inhibition	-	0.8496	84.96%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	+	0.9578	95.78%
CYP2C8 inhibition	-	0.7433	74.33%
CYP inhibitory promiscuity	-	0.5954	59.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9651	96.51%
Eye irritation	-	0.8556	85.56%
Skin irritation	-	0.8449	84.49%
Skin corrosion	-	0.9832	98.32%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4790	47.90%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.9480	94.80%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5237	52.37%
Acute Oral Toxicity (c)	II	0.4788	47.88%
Estrogen receptor binding	+	0.6417	64.17%
Androgen receptor binding	+	0.6345	63.45%
Thyroid receptor binding	-	0.6408	64.08%
Glucocorticoid receptor binding	-	0.4718	47.18%
Aromatase binding	+	0.6512	65.12%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	95.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.43%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.15%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.49%	96.09%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.78%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.53%	87.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.20%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.92%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.11%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.34%	94.42%

Plants that contains it

• Peucedanum tauricum

Cross-Links

• PubChem: 21580539
• LOTUS: LTS0227651
• wikiData: Q104399026