Pestalotiopyrone A

Details

• Internal ID: c970ef89-3c20-46ee-b93d-038010b5b214
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: [5-[(1S)-1-hydroxyethyl]-4-methoxy-2-oxopyran-3-yl]methyl 3-methylbut-2-enoate
• SMILES (Canonical): CC(C1=COC(=O)C(=C1OC)COC(=O)C=C(C)C)O
• SMILES (Isomeric): C[C@@H](C1=COC(=O)C(=C1OC)COC(=O)C=C(C)C)O
• InChI: InChI=1S/C14H18O6/c1-8(2)5-12(16)19-7-11-13(18-4)10(9(3)15)6-20-14(11)17/h5-6,9,15H,7H2,1-4H3/t9-/m0/s1
• InChI Key: MTBSEPKZCQEYRK-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	+	0.6352	63.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8788	87.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6809	68.09%
P-glycoprotein inhibitior	-	0.8330	83.30%
P-glycoprotein substrate	-	0.8832	88.32%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.7747	77.47%
CYP2C9 inhibition	+	0.6105	61.05%
CYP2C19 inhibition	+	0.7997	79.97%
CYP2D6 inhibition	-	0.8801	88.01%
CYP1A2 inhibition	+	0.5946	59.46%
CYP2C8 inhibition	-	0.8570	85.70%
CYP inhibitory promiscuity	-	0.5245	52.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8158	81.58%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.6634	66.34%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6103	61.03%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.6525	65.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	III	0.6655	66.55%
Estrogen receptor binding	+	0.6237	62.37%
Androgen receptor binding	-	0.5261	52.61%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	+	0.6148	61.48%
Aromatase binding	+	0.6143	61.43%
PPAR gamma	-	0.4879	48.79%
Honey bee toxicity	-	0.8479	84.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.64%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.84%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.58%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588079
• LOTUS: LTS0067477
• wikiData: Q105171601