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methyl (3aS,4S,5S,6E,11S,11aS)-4-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-11-hydroxy-5-[(2S)-2-methylbutoxy]-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 99c755d3-ddba-4810-90ee-a801f2ae05dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl (3aS,4S,5S,6E,11S,11aS)-4-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-11-hydroxy-5-[(2S)-2-methylbutoxy]-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H36O9/c1-8-13(2)12-32-20-17(24(29)31-7)11-9-10-14(3)19(27)21-18(15(4)23(28)33-21)22(20)34-25(30)26(6)16(5)35-26/h11,13,16,18-22,27H,3-4,8-10,12H2,1-2,5-7H3/b17-11+/t13-,16-,18-,19-,20-,21-,22-,26-/m0/s1
InChI Key MBMVKJBPOHNWKE-LRNODHCKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O9
Molecular Weight 492.60 g/mol
Exact Mass 492.23593272 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3aS,4S,5S,6E,11S,11aS)-4-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-11-hydroxy-5-[(2S)-2-methylbutoxy]-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9760 97.60%
Caco-2 - 0.6874 68.74%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6413 64.13%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.9065 90.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7564 75.64%
P-glycoprotein inhibitior + 0.6761 67.61%
P-glycoprotein substrate + 0.6204 62.04%
CYP3A4 substrate + 0.6746 67.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8752 87.52%
CYP3A4 inhibition + 0.5503 55.03%
CYP2C9 inhibition - 0.6133 61.33%
CYP2C19 inhibition - 0.7526 75.26%
CYP2D6 inhibition - 0.9008 90.08%
CYP1A2 inhibition - 0.6427 64.27%
CYP2C8 inhibition + 0.5208 52.08%
CYP inhibitory promiscuity - 0.7984 79.84%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5394 53.94%
Eye corrosion - 0.9763 97.63%
Eye irritation - 0.8951 89.51%
Skin irritation - 0.6261 62.61%
Skin corrosion - 0.9109 91.09%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4926 49.26%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5679 56.79%
skin sensitisation - 0.7981 79.81%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5986 59.86%
Acute Oral Toxicity (c) III 0.4634 46.34%
Estrogen receptor binding + 0.7922 79.22%
Androgen receptor binding + 0.6241 62.41%
Thyroid receptor binding + 0.5340 53.40%
Glucocorticoid receptor binding + 0.7911 79.11%
Aromatase binding + 0.6403 64.03%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.6765 67.65%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9622 96.22%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.80% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.03% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.67% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.04% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 90.76% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.53% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.55% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.27% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.67% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.61% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.37% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.36% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.30% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.06% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 82.20% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 81.59% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.32% 93.56%
CHEMBL5028 O14672 ADAM10 81.15% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.66% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.53% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.19% 95.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Tetragonotheca ludoviciana

Cross-Links

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PubChem 162951257
LOTUS LTS0148923
wikiData Q105160849