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

Details

• Internal ID: 3dac9ff3-5fc5-4cf7-b161-365aebdd80fe
• 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] 4-acetyloxy-2-methylbut-2-enoate
• InChI: InChI=1S/C24H30O9/c1-13(8-9-30-16(4)26)23(28)32-21-11-18(12-25)6-7-19(31-17(5)27)14(2)10-20-22(21)15(3)24(29)33-20/h6,8,10,19-22,25H,3,7,9,11-12H2,1-2,4-5H3
• InChI Key: GRNKLOYSUMSNTG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₉
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.18898253 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	-	0.6519	65.19%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7009	70.09%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.8214	82.14%
P-glycoprotein substrate	-	0.5598	55.98%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.5825	58.25%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.7730	77.30%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.6573	65.73%
CYP2C8 inhibition	+	0.4862	48.62%
CYP inhibitory promiscuity	-	0.8425	84.25%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6458	64.58%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.6562	65.62%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4310	43.10%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7283	72.83%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	-	0.5181	51.81%
Thyroid receptor binding	-	0.5128	51.28%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	-	0.5870	58.70%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.6836	68.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9608	96.08%

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	97.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.99%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	89.40%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.46%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.07%	99.17%

Plants that contains it

• Stevia breviaristata

Cross-Links

• PubChem: 163001254
• LOTUS: LTS0257235
• wikiData: Q105016249