Cepanolide

Details

• Internal ID: 3299a86a-cb1a-41c1-a27f-6e8c81031381
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 2-hydroxy-4-methyl-3-propylsulfanyl-2H-furan-5-one
• SMILES (Canonical): CCCSC1=C(C(=O)OC1O)C
• SMILES (Isomeric): CCCSC1=C(C(=O)OC1O)C
• InChI: InChI=1S/C8H12O3S/c1-3-4-12-6-5(2)7(9)11-8(6)10/h8,10H,3-4H2,1-2H3
• InChI Key: LUCQEJCWPKOSGO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃S
• Molecular Weight: 188.25 g/mol
• Exact Mass: 188.05071541 g/mol
• Topological Polar Surface Area (TPSA): 71.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	+	0.6868	68.68%
Blood Brain Barrier	+	0.5928	59.28%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5455	54.55%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.9484	94.84%
P-glycoprotein substrate	-	0.9429	94.29%
CYP3A4 substrate	-	0.6131	61.31%
CYP2C9 substrate	-	0.6030	60.30%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.6488	64.88%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	-	0.5962	59.62%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.5799	57.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5366	53.66%
Eye corrosion	-	0.9109	91.09%
Eye irritation	+	0.8654	86.54%
Skin irritation	-	0.5573	55.73%
Skin corrosion	-	0.8294	82.94%
Ames mutagenesis	-	0.6447	64.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.6018	60.18%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5082	50.82%
skin sensitisation	-	0.6349	63.49%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.6573	65.73%
Estrogen receptor binding	-	0.8653	86.53%
Androgen receptor binding	-	0.8314	83.14%
Thyroid receptor binding	-	0.6766	67.66%
Glucocorticoid receptor binding	-	0.8568	85.68%
Aromatase binding	-	0.8701	87.01%
PPAR gamma	-	0.6677	66.77%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5832	58.32%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.94%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.49%	94.73%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 16221724
• LOTUS: LTS0272649
• wikiData: Q105157323