Methyl 5-acetyloxy-4-(4-hydroxy-2-methylbut-2-enoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: a92464cf-4b8d-4821-9593-bab1ae6a2f04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 5-acetyloxy-4-(4-hydroxy-2-methylbut-2-enoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C23H28O9/c1-12-7-6-8-16(23(28)29-5)19(30-15(4)25)20(32-21(26)13(2)9-10-24)18-14(3)22(27)31-17(18)11-12/h8-9,11,17-20,24H,3,6-7,10H2,1-2,4-5H3
• InChI Key: WXMIYQKHLZHWAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₉
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.17333247 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	+	0.5616	56.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6039	60.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8005	80.05%
P-glycoprotein inhibitior	+	0.8241	82.41%
P-glycoprotein substrate	-	0.6004	60.04%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.6549	65.49%
CYP2C9 inhibition	-	0.8170	81.70%
CYP2C19 inhibition	-	0.8372	83.72%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.5076	50.76%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.8604	86.04%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6857	68.57%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5256	52.56%
skin sensitisation	-	0.8038	80.38%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5123	51.23%
Acute Oral Toxicity (c)	III	0.5209	52.09%
Estrogen receptor binding	+	0.7046	70.46%
Androgen receptor binding	-	0.5066	50.66%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	-	0.5371	53.71%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.7245	72.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8934	89.34%

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	96.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.04%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.18%	94.33%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.63%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%

Plants that contains it

• Enydra fluctuans

Cross-Links

• PubChem: 636976
• LOTUS: LTS0147943
• wikiData: Q105314750