(9-Acetyloxy-7-hydroperoxy-10-methyl-6-methylidene-2-oxo-4,5,7,8,9,11a-hexahydrocyclodeca[b]furan-3-yl)methyl acetate

Details

• Internal ID: d91743d3-cf5d-4d27-a4d3-d421d6237138
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (9-acetyloxy-7-hydroperoxy-10-methyl-6-methylidene-2-oxo-4,5,7,8,9,11a-hexahydrocyclodeca[b]furan-3-yl)methyl acetate
• InChI: InChI=1S/C19H24O8/c1-10-5-6-14-15(9-24-12(3)20)19(22)26-18(14)7-11(2)16(25-13(4)21)8-17(10)27-23/h7,16-18,23H,1,5-6,8-9H2,2-4H3
• InChI Key: VPUUNRFILDDXAY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.5659	56.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8538	85.38%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6922	69.22%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.6521	65.21%
CYP2C9 inhibition	-	0.7543	75.43%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	+	0.5285	52.85%
CYP2C8 inhibition	-	0.5687	56.87%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6686	66.86%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.8834	88.34%
Skin irritation	-	0.6309	63.09%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6560	65.60%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7086	70.86%
skin sensitisation	-	0.8457	84.57%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7031	70.31%
Acute Oral Toxicity (c)	III	0.4918	49.18%
Estrogen receptor binding	+	0.7494	74.94%
Androgen receptor binding	-	0.5113	51.13%
Thyroid receptor binding	+	0.5304	53.04%
Glucocorticoid receptor binding	+	0.7591	75.91%
Aromatase binding	-	0.5381	53.81%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	95.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.97%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.75%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.29%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.54%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 162906570
• LOTUS: LTS0142629
• wikiData: Q105291036