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

Details

• Internal ID: 68d9d4e5-19fa-4c3b-8cc0-fe574afe3747
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [4-acetyloxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-methylprop-2-enoate
• InChI: InChI=1S/C21H26O7/c1-12(2)20(24)26-11-16-7-5-6-15(10-22)8-18-19(13(3)21(25)28-18)17(9-16)27-14(4)23/h7-8,17-19,22H,1,3,5-6,9-11H2,2,4H3
• InChI Key: PCUTURVNWLKSCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 7
• 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	+	0.9424	94.24%
Caco-2	-	0.6494	64.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6070	60.70%
BSEP inhibitior	+	0.6655	66.55%
P-glycoprotein inhibitior	-	0.5361	53.61%
P-glycoprotein substrate	-	0.6281	62.81%
CYP3A4 substrate	+	0.6559	65.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.7240	72.40%
CYP2C9 inhibition	-	0.8552	85.52%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.6387	63.87%
CYP2C8 inhibition	+	0.4594	45.94%
CYP inhibitory promiscuity	-	0.8603	86.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9673	96.73%
Eye irritation	-	0.7947	79.47%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6042	60.42%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6930	69.30%
Acute Oral Toxicity (c)	III	0.5342	53.42%
Estrogen receptor binding	-	0.5244	52.44%
Androgen receptor binding	-	0.5352	53.52%
Thyroid receptor binding	-	0.5982	59.82%
Glucocorticoid receptor binding	+	0.8078	80.78%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6976	69.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9421	94.21%

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	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.13%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.48%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.67%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.63%	89.00%

Plants that contains it

• Melampodium linearilobium

Cross-Links

• PubChem: 162912705
• LOTUS: LTS0168545
• wikiData: Q105206054