(5R)-3-methylidene-5-[(2R)-2-methyl-4-[(3R)-4-methylidene-5-oxooxolan-3-yl]-3-oxobutyl]oxolan-2-one

Details

• Internal ID: 10384039-ec2d-4aaf-bd59-e04df5484de8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R)-3-methylidene-5-[(2R)-2-methyl-4-[(3R)-4-methylidene-5-oxooxolan-3-yl]-3-oxobutyl]oxolan-2-one
• SMILES (Canonical): CC(CC1CC(=C)C(=O)O1)C(=O)CC2COC(=O)C2=C
• SMILES (Isomeric): C[C@H](C[C@@H]1CC(=C)C(=O)O1)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/h8,11-12H,2-7H2,1H3/t8-,11+,12-/m1/s1
• InChI Key: WGAYVDVJAJUGKO-JFUSQASVSA-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: 1.60
• 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	+	0.9857	98.57%
Caco-2	+	0.5124	51.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7370	73.70%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8649	86.49%
P-glycoprotein inhibitior	-	0.8561	85.61%
P-glycoprotein substrate	-	0.6937	69.37%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.7970	79.70%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.6215	62.15%
CYP2C8 inhibition	-	0.8753	87.53%
CYP inhibitory promiscuity	-	0.8507	85.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8351	83.51%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9266	92.66%
Eye irritation	+	0.5817	58.17%
Skin irritation	-	0.5136	51.36%
Skin corrosion	-	0.8550	85.50%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5677	56.77%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6338	63.38%
skin sensitisation	-	0.6700	67.00%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7448	74.48%
Acute Oral Toxicity (c)	III	0.7143	71.43%
Estrogen receptor binding	+	0.5778	57.78%
Androgen receptor binding	+	0.5830	58.30%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	-	0.6692	66.92%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9885	98.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.35%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.54%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.78%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.29%	90.08%

Plants that contains it

• Anthemis cotula
• Anthemis pseudocotula

Cross-Links

• PubChem: 162933267
• LOTUS: LTS0047856
• wikiData: Q105304297