methyl 5-acetyloxy-11-hydroxy-4-(2-methylbut-2-enoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 4b0d34fe-5a6f-4195-8294-fc6ec9de7520
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 5-acetyloxy-11-hydroxy-4-(2-methylbut-2-enoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C23H28O9/c1-7-11(2)21(26)32-20-16-13(4)22(27)31-19(16)17(25)12(3)9-8-10-15(23(28)29-6)18(20)30-14(5)24/h7,10,16-20,25H,3-4,8-9H2,1-2,5-6H3
• InChI Key: UBKIBKNWRDSTBV-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: 1.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 9
• 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	+	0.9500	95.00%
Caco-2	-	0.5672	56.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6831	68.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.8109	81.09%
P-glycoprotein inhibitior	+	0.7211	72.11%
P-glycoprotein substrate	-	0.6149	61.49%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.7840	78.40%
CYP2C9 inhibition	-	0.8350	83.50%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5617	56.17%
CYP inhibitory promiscuity	-	0.8720	87.20%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4934	49.34%
Eye corrosion	-	0.9293	92.93%
Eye irritation	-	0.8560	85.60%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5848	58.48%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7468	74.68%
Acute Oral Toxicity (c)	II	0.3501	35.01%
Estrogen receptor binding	+	0.6196	61.96%
Androgen receptor binding	-	0.5507	55.07%
Thyroid receptor binding	-	0.5177	51.77%
Glucocorticoid receptor binding	+	0.7024	70.24%
Aromatase binding	-	0.6776	67.76%
PPAR gamma	+	0.6350	63.50%
Honey bee toxicity	-	0.6475	64.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8531	85.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.30%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.50%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.80%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.68%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.03%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%

Plants that contains it

• Melampodium longipilum

Cross-Links

• PubChem: 163007666
• LOTUS: LTS0035573
• wikiData: Q105269438