7-methyl-3-methylidene-1-[(3S)-4-methylidene-5-oxooxolan-3-yl]oct-6-ene-2,5-dione

Details

• Internal ID: 5d9ecf7e-0127-4e34-be0a-0ca6be3081fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-methyl-3-methylidene-1-[(3S)-4-methylidene-5-oxooxolan-3-yl]oct-6-ene-2,5-dione
• SMILES (Canonical): CC(=CC(=O)CC(=C)C(=O)CC1COC(=O)C1=C)C
• SMILES (Isomeric): CC(=CC(=O)CC(=C)C(=O)C[C@@H]1COC(=O)C1=C)C
• InChI: InChI=1S/C15H18O4/c1-9(2)5-13(16)6-10(3)14(17)7-12-8-19-15(18)11(12)4/h5,12H,3-4,6-8H2,1-2H3/t12-/m1/s1
• InChI Key: FQOFICSFKCSTBP-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.6872	68.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8159	81.59%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6884	68.84%
P-glycoprotein inhibitior	-	0.8880	88.80%
P-glycoprotein substrate	-	0.6354	63.54%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.8025	80.25%
CYP2C9 inhibition	-	0.7503	75.03%
CYP2C19 inhibition	-	0.7053	70.53%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.6938	69.38%
CYP2C8 inhibition	-	0.9173	91.73%
CYP inhibitory promiscuity	-	0.7163	71.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8394	83.94%
Carcinogenicity (trinary)	Non-required	0.6432	64.32%
Eye corrosion	-	0.8897	88.97%
Eye irritation	-	0.5262	52.62%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4323	43.23%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	+	0.5681	56.81%
skin sensitisation	+	0.5116	51.16%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.6192	61.92%
Estrogen receptor binding	-	0.6194	61.94%
Androgen receptor binding	+	0.5417	54.17%
Thyroid receptor binding	-	0.6610	66.10%
Glucocorticoid receptor binding	+	0.5386	53.86%
Aromatase binding	-	0.6805	68.05%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.84%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.32%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.97%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.85%	96.09%

Plants that contains it

• Anthemis cotula

Cross-Links

• PubChem: 162790920
• LOTUS: LTS0149180
• wikiData: Q104999754