(4S)-3-methylidene-4-[3-[[(2S,4R)-4-methyl-5-oxooxolan-2-yl]methyl]-2-oxobut-3-enyl]oxolan-2-one

Details

• Internal ID: 876eeb3d-9ab2-4e6d-9344-b711e9543dec
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4S)-3-methylidene-4-[3-[[(2S,4R)-4-methyl-5-oxooxolan-2-yl]methyl]-2-oxobut-3-enyl]oxolan-2-one
• SMILES (Canonical): CC1CC(OC1=O)CC(=C)C(=O)CC2COC(=O)C2=C
• SMILES (Isomeric): C[C@@H]1C[C@H](OC1=O)CC(=C)C(=O)C[C@@H]2COC(=O)C2=C
• InChI: InChI=1S/C15H18O5/c1-8(4-12-5-9(2)14(17)20-12)13(16)6-11-7-19-15(18)10(11)3/h9,11-12H,1,3-7H2,2H3/t9-,11-,12-/m1/s1
• InChI Key: FJGPZLIEQBFBHO-YUSALJHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.5233	52.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7835	78.35%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7009	70.09%
P-glycoprotein inhibitior	-	0.8284	82.84%
P-glycoprotein substrate	-	0.5502	55.02%
CYP3A4 substrate	+	0.5453	54.53%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8689	86.89%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	-	0.7510	75.10%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.6507	65.07%
CYP2C8 inhibition	-	0.9001	90.01%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8294	82.94%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9081	90.81%
Eye irritation	-	0.5141	51.41%
Skin irritation	-	0.5776	57.76%
Skin corrosion	-	0.8431	84.31%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6396	63.96%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	+	0.6275	62.75%
skin sensitisation	-	0.6224	62.24%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.7239	72.39%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	+	0.5421	54.21%
PPAR gamma	-	0.6472	64.72%
Honey bee toxicity	-	0.8944	89.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9772	97.72%

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	89.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.47%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.12%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.64%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.19%	90.08%

Plants that contains it

• Anthemis auriculata

Cross-Links

• PubChem: 163103976
• LOTUS: LTS0162198
• wikiData: Q104996051