Pestalotiopamide A

Details

• Internal ID: f056ab7e-a53c-4eb5-9755-9fa09071c611
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Primary carboxylic acid amides
• IUPAC Name: [(E)-5-amino-3-methyl-5-oxopent-3-enyl] acetate
• InChI: InChI=1S/C8H13NO3/c1-6(5-8(9)11)3-4-12-7(2)10/h5H,3-4H2,1-2H3,(H2,9,11)/b6-5+
• InChI Key: UBRLOVCOJLAYPQ-AATRIKPKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.19 g/mol
• Exact Mass: 171.08954328 g/mol
• Topological Polar Surface Area (TPSA): 69.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• [(E)-5-amino-3-methyl-5-oxopent-3-enyl] acetate
• ((E)-5-amino-3-methyl-5-oxopent-3-enyl) acetate
• RefChem:172016
• (2E)-5-(Acetyloxy)-3-methylpent-2-enimidate
• CHEBI:189202

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.7701	77.01%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6776	67.76%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.7818	78.18%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9588	95.88%
P-glycoprotein inhibitior	-	0.9872	98.72%
P-glycoprotein substrate	-	0.9455	94.55%
CYP3A4 substrate	-	0.6275	62.75%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8951	89.51%
CYP3A4 inhibition	-	0.8822	88.22%
CYP2C9 inhibition	-	0.6952	69.52%
CYP2C19 inhibition	-	0.7067	70.67%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.5503	55.03%
CYP2C8 inhibition	-	0.9574	95.74%
CYP inhibitory promiscuity	-	0.7297	72.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.5347	53.47%
Eye corrosion	-	0.9240	92.40%
Eye irritation	+	0.9102	91.02%
Skin irritation	-	0.7013	70.13%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7198	71.98%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5404	54.04%
Acute Oral Toxicity (c)	III	0.6215	62.15%
Estrogen receptor binding	-	0.8992	89.92%
Androgen receptor binding	-	0.6354	63.54%
Thyroid receptor binding	-	0.9492	94.92%
Glucocorticoid receptor binding	-	0.7902	79.02%
Aromatase binding	-	0.8874	88.74%
PPAR gamma	-	0.7849	78.49%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8115	81.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.82%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.03%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.74%	96.95%

Plants that contains it

• Rhizophora mucronata

Cross-Links

• PubChem: 52920652
• LOTUS: LTS0161145
• wikiData: Q77496932