[3,7-Dimethyl-1-(4-methylidene-5-oxooxolan-3-yl)-8-oxoocta-2,6-dienyl] acetate

Details

• Internal ID: 041c0495-2eb4-439e-8844-c2b16c1fa73a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [3,7-dimethyl-1-(4-methylidene-5-oxooxolan-3-yl)-8-oxoocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(=CC(C1COC(=O)C1=C)OC(=O)C)CCC=C(C)C=O
• SMILES (Isomeric): CC(=CC(C1COC(=O)C1=C)OC(=O)C)CCC=C(C)C=O
• InChI: InChI=1S/C17H22O5/c1-11(6-5-7-12(2)9-18)8-16(22-14(4)19)15-10-21-17(20)13(15)3/h7-9,15-16H,3,5-6,10H2,1-2,4H3
• InChI Key: QTCMTKDJKLLGFD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.5547	55.47%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4876	48.76%
P-glycoprotein inhibitior	-	0.5981	59.81%
P-glycoprotein substrate	-	0.6246	62.46%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.9085	90.85%
CYP3A4 inhibition	-	0.6547	65.47%
CYP2C9 inhibition	-	0.7243	72.43%
CYP2C19 inhibition	-	0.6960	69.60%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	+	0.6767	67.67%
CYP2C8 inhibition	-	0.8063	80.63%
CYP inhibitory promiscuity	-	0.6874	68.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6189	61.89%
Eye corrosion	-	0.9394	93.94%
Eye irritation	-	0.6618	66.18%
Skin irritation	+	0.5574	55.74%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4804	48.04%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5130	51.30%
skin sensitisation	-	0.7632	76.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6712	67.12%
Acute Oral Toxicity (c)	III	0.6855	68.55%
Estrogen receptor binding	+	0.6295	62.95%
Androgen receptor binding	-	0.6496	64.96%
Thyroid receptor binding	-	0.6400	64.00%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	-	0.5492	54.92%
PPAR gamma	-	0.5867	58.67%
Honey bee toxicity	-	0.7033	70.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	97.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.13%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.99%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.44%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.43%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.79%	95.50%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 163022029
• LOTUS: LTS0142768
• wikiData: Q105227594