[4-Acetyloxy-3-[[5-(4,8-dimethylnona-3,7-dienyl)-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl]buta-1,3-dienyl] acetate

Details

• Internal ID: 96b55d99-41bd-4ec1-8d0f-82c1c5015e52
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [4-acetyloxy-3-[[5-(4,8-dimethylnona-3,7-dienyl)-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl]buta-1,3-dienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC12C(O1)C(OC2=O)CC(=COC(=O)C)C=COC(=O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC12C(O1)C(OC2=O)CC(=COC(=O)C)C=COC(=O)C)C)C
• InChI: InChI=1S/C24H32O7/c1-16(2)8-6-9-17(3)10-7-12-24-22(31-24)21(30-23(24)27)14-20(15-29-19(5)26)11-13-28-18(4)25/h8,10-11,13,15,21-22H,6-7,9,12,14H2,1-5H3
• InChI Key: JFMWOOZGJZXDMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.21480336 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9646	96.46%
Caco-2	-	0.6930	69.30%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7974	79.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.8708	87.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9805	98.05%
P-glycoprotein inhibitior	+	0.8927	89.27%
P-glycoprotein substrate	-	0.6089	60.89%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.7387	73.87%
CYP2C8 inhibition	-	0.5706	57.06%
CYP inhibitory promiscuity	-	0.8921	89.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.5621	56.21%
Skin corrosion	-	0.8903	89.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4180	41.80%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6718	67.18%
skin sensitisation	-	0.7464	74.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6387	63.87%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	+	0.6885	68.85%
Androgen receptor binding	-	0.4820	48.20%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	+	0.6078	60.78%
PPAR gamma	+	0.6351	63.51%
Honey bee toxicity	-	0.7299	72.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	95.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.66%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.97%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.80%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.30%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	80.84%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.29%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74051942
• LOTUS: LTS0151370
• wikiData: Q105126769