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[(1R,2R,3aR,5S,6E,9S,10R,13R,13aS)-3a,10,13-triacetyloxy-2-hydroxy-2,5,8,8-tetramethyl-1-[(2R)-2-methylbutanoyl]oxy-12-methylidene-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-9-yl] pyridine-3-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 3feda885-7f9c-45af-8955-1ecfd4f5e23a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
IUPAC Name [(1R,2R,3aR,5S,6E,9S,10R,13R,13aS)-3a,10,13-triacetyloxy-2-hydroxy-2,5,8,8-tetramethyl-1-[(2R)-2-methylbutanoyl]oxy-12-methylidene-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-9-yl] pyridine-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H49NO12/c1-11-20(2)33(43)49-32-28-29(47-24(6)40)22(4)17-27(46-23(5)39)31(48-34(44)26-13-12-16-38-18-26)35(8,9)15-14-21(3)30(42)37(28,50-25(7)41)19-36(32,10)45/h12-16,18,20-21,27-29,31-32,45H,4,11,17,19H2,1-3,5-10H3/b15-14+/t20-,21+,27-,28+,29+,31-,32-,36-,37-/m1/s1
InChI Key VYWPQJUHPAMDFF-PPPUCXIVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H49NO12
Molecular Weight 699.80 g/mol
Exact Mass 699.32547600 g/mol
Topological Polar Surface Area (TPSA) 182.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3aR,5S,6E,9S,10R,13R,13aS)-3a,10,13-triacetyloxy-2-hydroxy-2,5,8,8-tetramethyl-1-[(2R)-2-methylbutanoyl]oxy-12-methylidene-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-9-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9833 98.33%
Caco-2 - 0.8377 83.77%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5441 54.41%
OATP2B1 inhibitior + 0.5717 57.17%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.9060 90.60%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.8812 88.12%
P-glycoprotein substrate + 0.6835 68.35%
CYP3A4 substrate + 0.6865 68.65%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.5131 51.31%
CYP2C9 inhibition - 0.7195 71.95%
CYP2C19 inhibition - 0.6578 65.78%
CYP2D6 inhibition - 0.9109 91.09%
CYP1A2 inhibition - 0.7205 72.05%
CYP2C8 inhibition + 0.7724 77.24%
CYP inhibitory promiscuity - 0.7156 71.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5425 54.25%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.7046 70.46%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4838 48.38%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.6810 68.10%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6253 62.53%
Acute Oral Toxicity (c) III 0.5565 55.65%
Estrogen receptor binding + 0.7546 75.46%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding + 0.6346 63.46%
Glucocorticoid receptor binding + 0.7741 77.41%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.6955 69.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8988 89.88%

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
CHEMBL2581 P07339 Cathepsin D 98.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.23% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.50% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.26% 89.34%
CHEMBL221 P23219 Cyclooxygenase-1 94.65% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.12% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.45% 91.24%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.11% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 91.02% 91.49%
CHEMBL202 P00374 Dihydrofolate reductase 89.02% 89.92%
CHEMBL2535 P11166 Glucose transporter 88.99% 98.75%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.72% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.39% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.30% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.18% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.15% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.74% 94.80%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.48% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.40% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.99% 92.88%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.77% 94.00%
CHEMBL5028 O14672 ADAM10 81.36% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.36% 89.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.36% 96.67%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.18% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.85% 91.07%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.72% 85.30%

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.
Euphorbia characias

Cross-Links

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PubChem 163195474
LOTUS LTS0165851
wikiData Q105299538