[(3aR,5E,11aR)-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate

Details

• Internal ID: b75e7327-50e4-4e88-a3e1-e7abc13c8806
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aR,5E,11aR)-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate
• InChI: InChI=1S/C17H20O5/c1-10-8-16-14(11(2)17(20)22-16)6-4-13(5-7-15(10)19)9-21-12(3)18/h4,14,16H,1-2,5-9H2,3H3/b13-4+/t14-,16-/m1/s1
• InChI Key: NRPDUNZEGLWEON-RVHVEZKLSA-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: 1.60
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 5
• 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	+	0.9934	99.34%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7452	74.52%
P-glycoprotein inhibitior	-	0.8115	81.15%
P-glycoprotein substrate	-	0.8664	86.64%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.8652	86.52%
CYP2C9 inhibition	-	0.8427	84.27%
CYP2C19 inhibition	-	0.7371	73.71%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	+	0.5879	58.79%
CYP2C8 inhibition	-	0.5826	58.26%
CYP inhibitory promiscuity	-	0.7552	75.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9126	91.26%
Eye irritation	+	0.6284	62.84%
Skin irritation	-	0.6570	65.70%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6896	68.96%
skin sensitisation	-	0.6829	68.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.8742	87.42%
Acute Oral Toxicity (c)	III	0.6632	66.32%
Estrogen receptor binding	+	0.5595	55.95%
Androgen receptor binding	+	0.5226	52.26%
Thyroid receptor binding	-	0.7223	72.23%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	-	0.7078	70.78%
PPAR gamma	-	0.6556	65.56%
Honey bee toxicity	-	0.8104	81.04%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.42%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.36%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.62%	90.00%

Plants that contains it

• Calea berteroana

Cross-Links

• PubChem: 90477907
• LOTUS: LTS0153593
• wikiData: Q105184741