(5-Acetyloxy-3,6,10-trimethylidene-2-oxo-3a,4,5,7,8,9,11,11a-octahydrocyclodeca[b]furan-9-yl) acetate

Details

• Internal ID: b0f64129-f425-46c1-82a0-557453e04ada
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5-acetyloxy-3,6,10-trimethylidene-2-oxo-3a,4,5,7,8,9,11,11a-octahydrocyclodeca[b]furan-9-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCC(=C)C(CC2C(CC1=C)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1CCC(=C)C(CC2C(CC1=C)OC(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C19H24O6/c1-10-6-7-16(23-13(4)20)11(2)8-18-15(12(3)19(22)25-18)9-17(10)24-14(5)21/h15-18H,1-3,6-9H2,4-5H3
• InChI Key: PSJFUTDYDVLTSM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.4938	49.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7655	76.55%
P-glycoprotein inhibitior	-	0.5598	55.98%
P-glycoprotein substrate	-	0.8481	84.81%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7344	73.44%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.7805	78.05%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	+	0.5291	52.91%
CYP2C8 inhibition	-	0.6511	65.11%
CYP inhibitory promiscuity	-	0.8223	82.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9568	95.68%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.8957	89.57%
Eye irritation	-	0.6251	62.51%
Skin irritation	-	0.6923	69.23%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5337	53.37%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.6223	62.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.6646	66.46%
Androgen receptor binding	-	0.5396	53.96%
Thyroid receptor binding	-	0.5274	52.74%
Glucocorticoid receptor binding	+	0.8068	80.68%
Aromatase binding	-	0.5912	59.12%
PPAR gamma	-	0.5219	52.19%
Honey bee toxicity	-	0.7131	71.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	93.83%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.31%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.48%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.34%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	83.52%	95.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.12%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.19%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.13%	89.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 163019576
• LOTUS: LTS0114821
• wikiData: Q105214208