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

Details

• Internal ID: ff8a283f-a3fb-4014-b1a9-20071d0cfb08
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [3,7-dimethyl-1-(4-methylidene-5-oxooxolan-3-yl)-5-oxoocta-2,6-dienyl] acetate
• SMILES (Canonical): CC(=CC(=O)CC(=CC(C1COC(=O)C1=C)OC(=O)C)C)C
• SMILES (Isomeric): CC(=CC(=O)CC(=CC(C1COC(=O)C1=C)OC(=O)C)C)C
• InChI: InChI=1S/C17H22O5/c1-10(2)6-14(19)7-11(3)8-16(22-13(5)18)15-9-21-17(20)12(15)4/h6,8,15-16H,4,7,9H2,1-3,5H3
• InChI Key: PESOQZBIMLBDHX-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: 2.70
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• 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	+	0.9792	97.92%
Caco-2	+	0.6727	67.27%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5792	57.92%
P-glycoprotein inhibitior	-	0.6929	69.29%
P-glycoprotein substrate	-	0.5953	59.53%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9098	90.98%
CYP3A4 inhibition	-	0.7874	78.74%
CYP2C9 inhibition	-	0.6615	66.15%
CYP2C19 inhibition	-	0.6109	61.09%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.5980	59.80%
CYP2C8 inhibition	-	0.8611	86.11%
CYP inhibitory promiscuity	-	0.6648	66.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8271	82.71%
Carcinogenicity (trinary)	Non-required	0.5642	56.42%
Eye corrosion	-	0.9282	92.82%
Eye irritation	-	0.5535	55.35%
Skin irritation	-	0.6799	67.99%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5470	54.70%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5098	50.98%
skin sensitisation	+	0.4820	48.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.7685	76.85%
Acute Oral Toxicity (c)	III	0.5908	59.08%
Estrogen receptor binding	+	0.6156	61.56%
Androgen receptor binding	-	0.5587	55.87%
Thyroid receptor binding	-	0.6712	67.12%
Glucocorticoid receptor binding	-	0.5204	52.04%
Aromatase binding	-	0.7334	73.34%
PPAR gamma	-	0.6473	64.73%
Honey bee toxicity	-	0.7315	73.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	97.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.94%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.18%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.76%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	83.74%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.55%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.84%	95.50%

Plants that contains it

• Anthemis auriculata

Cross-Links

• PubChem: 72993757
• LOTUS: LTS0268012
• wikiData: Q105207321