Methyl 8-hydroxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-5-(2-methylprop-2-enoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: a5eda054-4497-40dc-8fd9-fe814870fd38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 8-hydroxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-5-(2-methylprop-2-enoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C24H30O10/c1-11(2)21(27)33-19-16(24(30)31-6)9-15(26)7-14(10-25)8-17-18(13(5)23(29)32-17)20(19)34-22(28)12(3)4/h8-9,12,15,17-20,25-26H,1,5,7,10H2,2-4,6H3
• InChI Key: PXMDIOTUWLWVIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₀
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.18389715 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9515	95.15%
Caco-2	-	0.7324	73.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6579	65.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4794	47.94%
P-glycoprotein inhibitior	+	0.6807	68.07%
P-glycoprotein substrate	+	0.5994	59.94%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.7757	77.57%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.8400	84.00%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.7950	79.50%
CYP2C8 inhibition	-	0.5623	56.23%
CYP inhibitory promiscuity	-	0.8792	87.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.8370	83.70%
Skin irritation	-	0.7570	75.70%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4448	44.48%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5988	59.88%
Acute Oral Toxicity (c)	III	0.4384	43.84%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	+	0.5393	53.93%
Thyroid receptor binding	+	0.5776	57.76%
Glucocorticoid receptor binding	+	0.7288	72.88%
Aromatase binding	-	0.5748	57.48%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.6498	64.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7026	70.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	93.30%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	92.12%	98.03%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.68%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.42%	95.83%

Plants that contains it

• Melampodium rosei

Cross-Links

• PubChem: 163092525
• LOTUS: LTS0068653
• wikiData: Q105216257