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

Details

• Internal ID: f3dfdf45-16d4-406d-bbda-ea5aef32c2d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6E,8S,10Z,11aR)-10-(acetyloxymethyl)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-8-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-6-13(3)21(25)28-17-7-12(2)8-18(24)20-14(4)22(26)29-19(20)10-16(9-17)11-27-15(5)23/h6-7,10,17-20,24H,4,8-9,11H2,1-3,5H3/b12-7+,13-6+,16-10-/t17-,18-,19-,20-/m1/s1
• InChI Key: DQECWAUVGYBSJX-PWSWYPTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.5296	52.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5997	59.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.8975	89.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	+	0.7117	71.17%
P-glycoprotein substrate	-	0.6604	66.04%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6783	67.83%
CYP2C9 inhibition	-	0.8553	85.53%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.5564	55.64%
CYP2C8 inhibition	-	0.7175	71.75%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6669	66.69%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5644	56.44%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6149	61.49%
skin sensitisation	-	0.7532	75.32%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7751	77.51%
Acute Oral Toxicity (c)	III	0.4754	47.54%
Estrogen receptor binding	+	0.5684	56.84%
Androgen receptor binding	-	0.5117	51.17%
Thyroid receptor binding	-	0.5250	52.50%
Glucocorticoid receptor binding	+	0.7841	78.41%
Aromatase binding	-	0.5572	55.72%
PPAR gamma	+	0.5423	54.23%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	93.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.99%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.93%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.17%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.84%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.67%	99.17%

Plants that contains it

• Cronquistianthus chachapoyensis

Cross-Links

• PubChem: 162865945
• LOTUS: LTS0019999
• wikiData: Q104986892