Pestalolide B

Details

• Internal ID: b79ec414-ffc3-45cc-8a1b-2c7b68f96871
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: methyl (2R,3R)-3-heptyl-4-methylidene-5-oxooxolane-2-carboxylate
• SMILES (Canonical): CCCCCCCC1C(OC(=O)C1=C)C(=O)OC
• SMILES (Isomeric): CCCCCCC[C@H]1[C@@H](OC(=O)C1=C)C(=O)OC
• InChI: InChI=1S/C14H22O4/c1-4-5-6-7-8-9-11-10(2)13(15)18-12(11)14(16)17-3/h11-12H,2,4-9H2,1,3H3/t11-,12-/m1/s1
• InChI Key: DPSDDXTZAXTWGN-VXGBXAGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• RefChem:171967
• CHEBI:227973
• methyl (2R,3R)-3-heptyl-4-methylidene-5-oxooxolane-2-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.7818	78.18%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6875	68.75%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8916	89.16%
P-glycoprotein inhibitior	-	0.8027	80.27%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8983	89.83%
CYP3A4 inhibition	-	0.7204	72.04%
CYP2C9 inhibition	-	0.8179	81.79%
CYP2C19 inhibition	-	0.5254	52.54%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	+	0.5209	52.09%
CYP2C8 inhibition	-	0.7805	78.05%
CYP inhibitory promiscuity	-	0.6751	67.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9543	95.43%
Eye irritation	+	0.7951	79.51%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4755	47.55%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5896	58.96%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.8031	80.31%
Acute Oral Toxicity (c)	III	0.6198	61.98%
Estrogen receptor binding	-	0.6399	63.99%
Androgen receptor binding	-	0.5209	52.09%
Thyroid receptor binding	-	0.6026	60.26%
Glucocorticoid receptor binding	-	0.5099	50.99%
Aromatase binding	-	0.7225	72.25%
PPAR gamma	-	0.8058	80.58%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7641	76.41%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	93.83%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.34%	90.24%
CHEMBL2996	Q05655	Protein kinase C delta	87.82%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.22%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	85.27%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.51%	97.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	82.22%	98.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.39%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.10%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682475
• LOTUS: LTS0174659
• wikiData: Q104986685