Pestalotioprolide C

Details

• Internal ID: 974cf419-c26d-40ff-b03d-d5947b21a627
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,5S,8S,14S)-5,8-dihydroxy-14-methyl-1-oxacyclotetradec-3-en-2-one
• SMILES (Canonical): CC1CCCCCC(CCC(C=CC(=O)O1)O)O
• SMILES (Isomeric): C[C@H]1CCCCC[C@@H](CC[C@@H](/C=C/C(=O)O1)O)O
• InChI: InChI=1S/C14H24O4/c1-11-5-3-2-4-6-12(15)7-8-13(16)9-10-14(17)18-11/h9-13,15-16H,2-8H2,1H3/b10-9+/t11-,12-,13-/m0/s1
• InChI Key: KKYDBOLPIVXUQZ-SVXIUJPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₄
• Molecular Weight: 256.34 g/mol
• Exact Mass: 256.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL3909858

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	+	0.6524	65.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6928	69.28%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.9283	92.83%
P-glycoprotein inhibitior	-	0.9667	96.67%
P-glycoprotein substrate	-	0.9100	91.00%
CYP3A4 substrate	+	0.5192	51.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.7855	78.55%
CYP2C9 inhibition	-	0.9423	94.23%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	+	0.5360	53.60%
CYP2C8 inhibition	-	0.9623	96.23%
CYP inhibitory promiscuity	-	0.9766	97.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9231	92.31%
Eye irritation	-	0.9644	96.44%
Skin irritation	+	0.4926	49.26%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5553	55.53%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5306	53.06%
skin sensitisation	-	0.7552	75.52%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5657	56.57%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	+	0.5577	55.77%
Androgen receptor binding	-	0.8473	84.73%
Thyroid receptor binding	-	0.5104	51.04%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	-	0.8015	80.15%
PPAR gamma	-	0.6263	62.63%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8978	89.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL3012	Q13946	Phosphodiesterase 7A	89.89%	99.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.92%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.47%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.43%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.62%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.90%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132525150
• LOTUS: LTS0119150
• wikiData: Q105142433