[(6E,9S,10E,11aR)-3-(acetyloxymethyl)-6,10-dimethyl-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] propanoate

Details

• Internal ID: 8348cf81-06c2-41d0-a309-c5eeb17838e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(6E,9S,10E,11aR)-3-(acetyloxymethyl)-6,10-dimethyl-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] propanoate
• InChI: InChI=1S/C20H26O6/c1-5-19(22)25-17-9-7-12(2)6-8-15-16(11-24-14(4)21)20(23)26-18(15)10-13(17)3/h7,10,17-18H,5-6,8-9,11H2,1-4H3/b12-7+,13-10+/t17-,18+/m0/s1
• InChI Key: ZHSMTXSVUWPNHP-KGFACNRXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7675	76.75%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7150	71.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8948	89.48%
P-glycoprotein inhibitior	+	0.7904	79.04%
P-glycoprotein substrate	-	0.6990	69.90%
CYP3A4 substrate	+	0.6221	62.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9034	90.34%
CYP3A4 inhibition	-	0.6472	64.72%
CYP2C9 inhibition	-	0.7852	78.52%
CYP2C19 inhibition	-	0.7263	72.63%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.5427	54.27%
CYP2C8 inhibition	+	0.4854	48.54%
CYP inhibitory promiscuity	-	0.7528	75.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9589	95.89%
Eye irritation	-	0.8857	88.57%
Skin irritation	-	0.5842	58.42%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3828	38.28%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5303	53.03%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7226	72.26%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	+	0.5351	53.51%
Androgen receptor binding	-	0.5369	53.69%
Thyroid receptor binding	-	0.6113	61.13%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	-	0.6655	66.55%
PPAR gamma	+	0.6063	60.63%
Honey bee toxicity	-	0.7834	78.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	94.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.15%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.50%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.52%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.40%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.34%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%

Plants that contains it

• Artemisia myriantha

Cross-Links

• PubChem: 162966737
• LOTUS: LTS0131268
• wikiData: Q105375976