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

Details

• Internal ID: 1a84b4af-aca6-4397-9b86-ff5d8d42f994
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methyl-4-oxobut-2-enoate
• InChI: InChI=1S/C22H26O7/c1-12-6-7-17(27-16(5)24)14(3)11-19-20(15(4)22(26)29-19)18(10-12)28-21(25)13(2)8-9-23/h6,8-9,11,17-20H,4,7,10H2,1-3,5H3
• InChI Key: KYEQAXBJTKMWRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 7
• 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	+	0.9922	99.22%
Caco-2	+	0.6462	64.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5120	51.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.8710	87.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9182	91.82%
P-glycoprotein inhibitior	+	0.8500	85.00%
P-glycoprotein substrate	-	0.6455	64.55%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.6102	61.02%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8108	81.08%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	+	0.5297	52.97%
CYP2C8 inhibition	-	0.5755	57.55%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9375	93.75%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.5958	59.58%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7303	73.03%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7739	77.39%
Acute Oral Toxicity (c)	III	0.4131	41.31%
Estrogen receptor binding	+	0.7615	76.15%
Androgen receptor binding	-	0.6056	60.56%
Thyroid receptor binding	-	0.5163	51.63%
Glucocorticoid receptor binding	+	0.8058	80.58%
Aromatase binding	-	0.6183	61.83%
PPAR gamma	+	0.5748	57.48%
Honey bee toxicity	-	0.6562	65.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	97.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.16%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.92%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.28%	93.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.54%	97.33%

Plants that contains it

• Chromolaena glaberrima

Cross-Links

• PubChem: 163050410
• LOTUS: LTS0191499
• wikiData: Q105147690