[3-(acetyloxymethyl)-5,11a-dihydroxy-6,10-dimethyl-2,7-dioxo-5,6,8,9-tetrahydro-4H-cyclodeca[b]furan-4-yl] 2-methylprop-2-enoate

Details

• Internal ID: 1f948684-fc50-425a-826d-621903cc1d99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [3-(acetyloxymethyl)-5,11a-dihydroxy-6,10-dimethyl-2,7-dioxo-5,6,8,9-tetrahydro-4H-cyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C21H26O9/c1-10(2)19(25)29-18-16-14(9-28-13(5)22)20(26)30-21(16,27)8-11(3)6-7-15(23)12(4)17(18)24/h8,12,17-18,24,27H,1,6-7,9H2,2-5H3
• InChI Key: JMEGYYRXERXHDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₉
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.15768240 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9242	92.42%
Caco-2	-	0.5599	55.99%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9001	90.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7509	75.09%
P-glycoprotein inhibitior	-	0.4558	45.58%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.5449	54.49%
CYP2C9 inhibition	-	0.7604	76.04%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	+	0.5472	54.72%
CYP2C8 inhibition	-	0.6115	61.15%
CYP inhibitory promiscuity	-	0.8732	87.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5196	51.96%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.8705	87.05%
Skin irritation	+	0.5338	53.38%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7169	71.69%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5535	55.35%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7532	75.32%
Acute Oral Toxicity (c)	III	0.5936	59.36%
Estrogen receptor binding	+	0.5745	57.45%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9574	95.74%

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	98.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.19%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.37%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.91%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162855832
• LOTUS: LTS0206841
• wikiData: Q105131318