(3,6,10-trimethylidene-2,5-dioxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-9-yl) acetate

Details

• Internal ID: ff5312ed-c48e-4fee-9ec8-d43608620ae9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3,6,10-trimethylidene-2,5-dioxo-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-9-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCC(=C)C(=O)CC2C(CC1=C)OC(=O)C2=C
• SMILES (Isomeric): CC(=O)OC1CCC(=C)C(=O)CC2C(CC1=C)OC(=O)C2=C
• InChI: InChI=1S/C17H20O5/c1-9-5-6-15(21-12(4)18)10(2)7-16-13(8-14(9)19)11(3)17(20)22-16/h13,15-16H,1-3,5-8H2,4H3
• InChI Key: OTGWPTLFRGCPCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	-	0.5713	57.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7942	79.42%
P-glycoprotein inhibitior	-	0.7458	74.58%
P-glycoprotein substrate	-	0.8659	86.59%
CYP3A4 substrate	+	0.5694	56.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.7127	71.27%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	+	0.5724	57.24%
CYP2C8 inhibition	-	0.6158	61.58%
CYP inhibitory promiscuity	-	0.8324	83.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9568	95.68%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.8559	85.59%
Eye irritation	-	0.5490	54.90%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4937	49.37%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.8407	84.07%
skin sensitisation	-	0.6392	63.92%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	+	0.5278	52.78%
Thyroid receptor binding	-	0.6393	63.93%
Glucocorticoid receptor binding	+	0.6720	67.20%
Aromatase binding	-	0.6585	65.85%
PPAR gamma	-	0.5676	56.76%
Honey bee toxicity	-	0.7055	70.55%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	95.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.99%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.29%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.23%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 163083891
• LOTUS: LTS0095351
• wikiData: Q105199631