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

Details

• Internal ID: f0e5f7c0-9dc6-4e03-bb8a-5d0300a3d14c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl (3aR,4R,5S,6Z,10Z,11aR)-5-acetyloxy-4-[(2R,3R)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C25H32O11/c1-12-9-8-10-17(23(29)32-7)20(34-16(5)27)21(19-13(2)22(28)35-18(19)11-12)36-24(30)25(6,31)14(3)33-15(4)26/h10-11,14,18-21,31H,2,8-9H2,1,3-7H3/b12-11-,17-10-/t14-,18-,19-,20+,21-,25-/m1/s1
• InChI Key: GMCGOZUAKBDYBK-RZQXTKGASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₁
• Molecular Weight: 508.50 g/mol
• Exact Mass: 508.19446183 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.6962	69.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.7879	78.79%
P-glycoprotein inhibitior	+	0.8298	82.98%
P-glycoprotein substrate	+	0.5065	50.65%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9129	91.29%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	+	0.5176	51.76%
CYP2C8 inhibition	+	0.5870	58.70%
CYP inhibitory promiscuity	-	0.9416	94.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.9623	96.23%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.5757	57.57%
Skin corrosion	-	0.8901	89.01%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6369	63.69%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5473	54.73%
skin sensitisation	-	0.7262	72.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6571	65.71%
Acute Oral Toxicity (c)	III	0.4205	42.05%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.5453	54.53%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	+	0.8481	84.81%
Aromatase binding	+	0.5459	54.59%
PPAR gamma	+	0.7020	70.20%
Honey bee toxicity	-	0.6870	68.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9465	94.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	93.89%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.60%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	89.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.36%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.28%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.50%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.37%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.13%	95.71%
CHEMBL5028	O14672	ADAM10	83.53%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.40%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.26%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.06%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.87%	97.79%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.83%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.08%	95.71%

Plants that contains it

• Tetragonotheca helianthoides

Cross-Links

• PubChem: 162905991
• LOTUS: LTS0151572
• wikiData: Q105011642