Pestalotioprolide E

Details

• Internal ID: 65fe811a-eaa9-46ab-aa86-efc5ec78192e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3E,5S,6Z,8E,10R,14S)-5,10-dihydroxy-14-methyl-1-oxacyclotetradeca-3,6,8-trien-2-one
• SMILES (Canonical): CC1CCCC(C=CC=CC(C=CC(=O)O1)O)O
• SMILES (Isomeric): C[C@H]1CCC[C@H](/C=C/C=C\[C@@H](/C=C/C(=O)O1)O)O
• InChI: InChI=1S/C14H20O4/c1-11-5-4-8-12(15)6-2-3-7-13(16)9-10-14(17)18-11/h2-3,6-7,9-13,15-16H,4-5,8H2,1H3/b6-2+,7-3-,10-9+/t11-,12-,13-/m0/s1
• InChI Key: VQQVCJCMQFXIEN-OPTSKOLRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL3919867

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	+	0.5548	55.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.9600	96.00%
P-glycoprotein substrate	-	0.9058	90.58%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8234	82.34%
CYP2C9 inhibition	-	0.9397	93.97%
CYP2C19 inhibition	-	0.8995	89.95%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.5263	52.63%
CYP2C8 inhibition	-	0.9801	98.01%
CYP inhibitory promiscuity	-	0.9721	97.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.8929	89.29%
Eye irritation	-	0.9383	93.83%
Skin irritation	+	0.5701	57.01%
Skin corrosion	-	0.5736	57.36%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6318	63.18%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7508	75.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6059	60.59%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4495	44.95%
Acute Oral Toxicity (c)	III	0.6516	65.16%
Estrogen receptor binding	-	0.6817	68.17%
Androgen receptor binding	-	0.7946	79.46%
Thyroid receptor binding	-	0.7521	75.21%
Glucocorticoid receptor binding	-	0.6183	61.83%
Aromatase binding	-	0.7039	70.39%
PPAR gamma	-	0.6397	63.97%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.3839	38.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.58%	86.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.49%	87.67%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.10%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.68%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.05%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.75%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.80%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.22%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134139771
• LOTUS: LTS0120167
• wikiData: Q105291430