Pezizolide B

Details

• Internal ID: 5927620f-55bb-4751-87d1-b03228592659
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 3-[2-[(2S,4R)-4-hydroxy-2-methyl-5-oxooxolan-2-yl]ethyl]-4-[(E)-prop-1-enyl]-2H-furan-5-one
• SMILES (Canonical): CC=CC1=C(COC1=O)CCC2(CC(C(=O)O2)O)C
• SMILES (Isomeric): C/C=C/C1=C(COC1=O)CC[C@]2(C[C@H](C(=O)O2)O)C
• InChI: InChI=1S/C14H18O5/c1-3-4-10-9(8-18-12(10)16)5-6-14(2)7-11(15)13(17)19-14/h3-4,11,15H,5-8H2,1-2H3/b4-3+/t11-,14+/m1/s1
• InChI Key: AHSPKWNQZCGQGZ-DWKGUQLISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9380	93.80%
Caco-2	+	0.7501	75.01%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.7023	70.23%
P-glycoprotein inhibitior	-	0.8998	89.98%
P-glycoprotein substrate	-	0.6699	66.99%
CYP3A4 substrate	+	0.5775	57.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.9056	90.56%
CYP2C9 inhibition	-	0.8945	89.45%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.8595	85.95%
CYP2C8 inhibition	-	0.8346	83.46%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.9027	90.27%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.8856	88.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6960	69.60%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6133	61.33%
Acute Oral Toxicity (c)	III	0.6235	62.35%
Estrogen receptor binding	+	0.5681	56.81%
Androgen receptor binding	-	0.5456	54.56%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	+	0.5597	55.97%
Aromatase binding	-	0.5611	56.11%
PPAR gamma	-	0.5500	55.00%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8888	88.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.74%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.56%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.63%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.17%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587829
• LOTUS: LTS0066853
• wikiData: Q77624921