(4S)-4-[(3E)-3,7-dimethyl-5-oxoocta-3,6-dienyl]-3-methylideneoxolan-2-one

Details

• Internal ID: 98de4e4a-51ba-4c2c-aec0-ccdd52725972
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S)-4-[(3E)-3,7-dimethyl-5-oxoocta-3,6-dienyl]-3-methylideneoxolan-2-one
• SMILES (Canonical): CC(=CC(=O)C=C(C)CCC1COC(=O)C1=C)C
• SMILES (Isomeric): CC(=CC(=O)/C=C(\C)/CC[C@@H]1COC(=O)C1=C)C
• InChI: InChI=1S/C15H20O3/c1-10(2)7-14(16)8-11(3)5-6-13-9-18-15(17)12(13)4/h7-8,13H,4-6,9H2,1-3H3/b11-8+/t13-/m1/s1
• InChI Key: WJZCVDXPEXFSPB-RUNBWSAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• 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	+	0.9917	99.17%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7312	73.12%
P-glycoprotein inhibitior	-	0.8775	87.75%
P-glycoprotein substrate	-	0.8190	81.90%
CYP3A4 substrate	-	0.5115	51.15%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.9090	90.90%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.7298	72.98%
CYP2C19 inhibition	-	0.7273	72.73%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	+	0.6266	62.66%
CYP2C8 inhibition	-	0.9176	91.76%
CYP inhibitory promiscuity	-	0.7436	74.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.8970	89.70%
Eye irritation	+	0.6842	68.42%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8952	89.52%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3597	35.97%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5431	54.31%
skin sensitisation	-	0.5934	59.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6251	62.51%
Acute Oral Toxicity (c)	III	0.6902	69.02%
Estrogen receptor binding	-	0.5834	58.34%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	-	0.6237	62.37%
Glucocorticoid receptor binding	+	0.6305	63.05%
Aromatase binding	-	0.7063	70.63%
PPAR gamma	+	0.5316	53.16%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.19%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.39%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.29%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.17%	91.19%

Plants that contains it

• Anthemis cotula

Cross-Links

• PubChem: 163106422
• LOTUS: LTS0235350
• wikiData: Q105307147