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

Details

• Internal ID: a77610f6-6b64-461a-93b8-547082ba5398
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [9-acetyloxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-6-12(2)21(25)28-19-10-16(11-23)7-8-17(27-15(5)24)13(3)9-18-20(19)14(4)22(26)29-18/h6-7,9,17-20,23H,4,8,10-11H2,1-3,5H3
• InChI Key: RZPYEYZQYKEIDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• 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	+	0.9763	97.63%
Caco-2	+	0.5528	55.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9314	93.14%
P-glycoprotein inhibitior	+	0.7292	72.92%
P-glycoprotein substrate	-	0.5941	59.41%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8051	80.51%
CYP2C19 inhibition	-	0.8186	81.86%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.5897	58.97%
CYP2C8 inhibition	-	0.6045	60.45%
CYP inhibitory promiscuity	-	0.8272	82.72%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6704	67.04%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6959	69.59%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6952	69.52%
Acute Oral Toxicity (c)	III	0.4329	43.29%
Estrogen receptor binding	+	0.6921	69.21%
Androgen receptor binding	-	0.5696	56.96%
Thyroid receptor binding	-	0.5540	55.40%
Glucocorticoid receptor binding	+	0.7876	78.76%
Aromatase binding	-	0.6851	68.51%
PPAR gamma	-	0.5148	51.48%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9683	96.83%

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	97.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.24%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.30%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.04%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.44%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%

Plants that contains it

• Stevia maimarensis
• Stevia vaga

Cross-Links

• PubChem: 163013799
• LOTUS: LTS0170623
• wikiData: Q105248526