Pestalotiolactone C

Details

• Internal ID: cbc28e18-0294-4903-8ac4-ac6eca3b4bd9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3R,3aS,4R,5S,6aR)-3,5-dihydroxy-3,4,5-trimethyl-3a,4,6,6a-tetrahydrocyclopenta[b]furan-2-one
• InChI: InChI=1S/C10H16O4/c1-5-7-6(4-9(5,2)12)14-8(11)10(7,3)13/h5-7,12-13H,4H2,1-3H3/t5-,6-,7+,9+,10-/m1/s1
• InChI Key: ORCDXOHZCRZPRS-FOWOUKQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	-	0.5261	52.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4285	42.85%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9226	92.26%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.9233	92.33%
CYP3A4 substrate	-	0.5259	52.59%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8162	81.62%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.9485	94.85%
CYP2C19 inhibition	-	0.9345	93.45%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.6782	67.82%
CYP2C8 inhibition	-	0.9841	98.41%
CYP inhibitory promiscuity	-	0.9765	97.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9218	92.18%
Skin irritation	+	0.5050	50.50%
Skin corrosion	-	0.7707	77.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8033	80.33%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.7787	77.87%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7726	77.26%
Acute Oral Toxicity (c)	III	0.4418	44.18%
Estrogen receptor binding	-	0.5589	55.89%
Androgen receptor binding	-	0.7461	74.61%
Thyroid receptor binding	-	0.6603	66.03%
Glucocorticoid receptor binding	-	0.7617	76.17%
Aromatase binding	-	0.7691	76.91%
PPAR gamma	-	0.8152	81.52%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5213	52.13%
Fish aquatic toxicity	-	0.3723	37.23%

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	92.82%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.99%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.46%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.60%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.34%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.83%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.99%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683066
• LOTUS: LTS0102039
• wikiData: Q105197379