[(3aR,4R,6Z,9S,10E,11aR)-9-acetyloxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 713c2b55-de4b-47c0-9386-5412a4174686
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6Z,9S,10E,11aR)-9-acetyloxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C22H28O8/c1-5-16(11-24)22(27)30-19-9-15(10-23)6-7-17(28-14(4)25)12(2)8-18-20(19)13(3)21(26)29-18/h5-6,8,17-20,23-24H,3,7,9-11H2,1-2,4H3/b12-8+,15-6-,16-5+/t17-,18+,19+,20-/m0/s1
• InChI Key: SKJJPOYYPMEUNU-ZUVSQNSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.6428	64.28%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7197	71.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8605	86.05%
P-glycoprotein inhibitior	+	0.6761	67.61%
P-glycoprotein substrate	-	0.5104	51.04%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.5918	59.18%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.8066	80.66%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.6634	66.34%
CYP2C8 inhibition	-	0.6044	60.44%
CYP inhibitory promiscuity	-	0.8267	82.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.6884	68.84%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3982	39.82%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5532	55.32%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5950	59.50%
Acute Oral Toxicity (c)	III	0.4777	47.77%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	-	0.5731	57.31%
Thyroid receptor binding	-	0.5248	52.48%
Glucocorticoid receptor binding	+	0.7728	77.28%
Aromatase binding	-	0.5742	57.42%
PPAR gamma	+	0.5799	57.99%
Honey bee toxicity	-	0.6705	67.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9628	96.28%

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	97.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.12%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.02%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.56%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	99.17%

Plants that contains it

• Stevia vaga

Cross-Links

• PubChem: 163082401
• LOTUS: LTS0266750
• wikiData: Q105254864