Pestalotiopamide B

Details

• Internal ID: 4d493211-4903-4d79-9955-aca6c0e3930a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
• IUPAC Name: 4-[[(E)-5-acetyloxy-3-methylpent-2-enoyl]amino]butanoic acid
• SMILES (Canonical): CC(=CC(=O)NCCCC(=O)O)CCOC(=O)C
• SMILES (Isomeric): C/C(=C\C(=O)NCCCC(=O)O)/CCOC(=O)C
• InChI: InChI=1S/C12H19NO5/c1-9(5-7-18-10(2)14)8-11(15)13-6-3-4-12(16)17/h8H,3-7H2,1-2H3,(H,13,15)(H,16,17)/b9-8+
• InChI Key: MSKRLHVJEKWHJI-CMDGGOBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉NO₅
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.12632271 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8138	81.38%
Caco-2	+	0.5111	51.11%
Blood Brain Barrier	+	0.7911	79.11%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6984	69.84%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8218	82.18%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8309	83.09%
P-glycoprotein inhibitior	-	0.9422	94.22%
P-glycoprotein substrate	-	0.7443	74.43%
CYP3A4 substrate	-	0.5063	50.63%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.9030	90.30%
CYP3A4 inhibition	-	0.9034	90.34%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.8055	80.55%
CYP2C8 inhibition	-	0.8920	89.20%
CYP inhibitory promiscuity	-	0.8897	88.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.5080	50.80%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4507	45.07%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8198	81.98%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.8218	82.18%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5949	59.49%
Acute Oral Toxicity (c)	III	0.5219	52.19%
Estrogen receptor binding	-	0.5701	57.01%
Androgen receptor binding	-	0.5224	52.24%
Thyroid receptor binding	-	0.6190	61.90%
Glucocorticoid receptor binding	-	0.6168	61.68%
Aromatase binding	-	0.6393	63.93%
PPAR gamma	-	0.5552	55.52%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4357	43.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.17%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.39%	94.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.93%	96.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.07%	86.67%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Rhizophora mucronata

Cross-Links

• PubChem: 52920653
• LOTUS: LTS0165664
• wikiData: Q105171233