Micropubescin

Details

• Internal ID: a0e32e50-774c-4797-afa5-b50f563ae6ba
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-(3-methylbut-3-enoyl)chromen-2-one
• SMILES (Canonical): CC(=C)CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC
• SMILES (Isomeric): CC(=C)CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC
• InChI: InChI=1S/C15H14O4/c1-9(2)8-11(16)14-12(18-3)6-4-10-5-7-13(17)19-15(10)14/h4-7H,1,8H2,2-3H3
• InChI Key: JNSXMHXBHMBHCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 23560-52-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7913	79.13%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6474	64.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7457	74.57%
P-glycoprotein substrate	-	0.7788	77.88%
CYP3A4 substrate	-	0.5588	55.88%
CYP2C9 substrate	-	0.5950	59.50%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	+	0.6510	65.10%
CYP2C9 inhibition	+	0.5165	51.65%
CYP2C19 inhibition	+	0.7608	76.08%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	+	0.6901	69.01%
CYP2C8 inhibition	-	0.7160	71.60%
CYP inhibitory promiscuity	+	0.8017	80.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.5986	59.86%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5577	55.77%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.7227	72.27%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.3821	38.21%
Estrogen receptor binding	+	0.6328	63.28%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	-	0.4753	47.53%
Aromatase binding	+	0.8280	82.80%
PPAR gamma	+	0.6734	67.34%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8349	83.49%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.65%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	92.97%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.26%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.64%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.59%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.93%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.64%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.15%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.08%	99.23%

Plants that contains it

• Boenninghausenia albiflora

Cross-Links

• PubChem: 14185882
• NPASS: NPC48729
• LOTUS: LTS0214001
• wikiData: Q105132095