methyl (3aS,4S,5S,6E,10Z,11aR)-4-[(2S,3R)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-10-methyl-5-[(2S)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 1a694f21-ab64-4aa2-aea6-864691492ba8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl (3aS,4S,5S,6E,10Z,11aR)-4-[(2S,3R)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-10-methyl-5-[(2S)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C28H38O11/c1-9-15(3)24(30)38-22-19(26(32)35-8)12-10-11-14(2)13-20-21(16(4)25(31)37-20)23(22)39-27(33)28(7,34)17(5)36-18(6)29/h12-13,15,17,20-23,34H,4,9-11H2,1-3,5-8H3/b14-13-,19-12+/t15-,17+,20+,21-,22-,23-,28-/m0/s1
• InChI Key: HHSMOWSETHYQGC-ARAJOXFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₁
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.24141202 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.7495	74.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5190	51.90%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8303	83.03%
OATP1B3 inhibitior	+	0.8648	86.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8883	88.83%
P-glycoprotein inhibitior	+	0.8478	84.78%
P-glycoprotein substrate	+	0.5778	57.78%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9129	91.29%
CYP3A4 inhibition	-	0.5602	56.02%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.8094	80.94%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.5622	56.22%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5236	52.36%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5995	59.95%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5532	55.32%
skin sensitisation	-	0.7140	71.40%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5678	56.78%
Acute Oral Toxicity (c)	III	0.4834	48.34%
Estrogen receptor binding	+	0.7733	77.33%
Androgen receptor binding	+	0.6195	61.95%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.8304	83.04%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.7146	71.46%
Honey bee toxicity	-	0.7098	70.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9634	96.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.93%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.86%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.50%	97.21%
CHEMBL2996	Q05655	Protein kinase C delta	87.84%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.53%	83.82%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.50%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.42%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.87%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.86%	90.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.77%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.32%	95.71%
CHEMBL5028	O14672	ADAM10	82.80%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.67%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	81.72%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.94%	93.03%

Plants that contains it

• Tetragonotheca helianthoides

Cross-Links

• PubChem: 163022845
• LOTUS: LTS0001435
• wikiData: Q105028554