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[(1R,2R,3aR,5S,6E,9S,10R,13R,13aS)-10,13-diacetyloxy-1-benzoyloxy-2,3a-dihydroxy-2,5,8,8-tetramethyl-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 cdd1731c-a92a-48b3-a9ac-2763f2fe86dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
IUPAC Name [(1R,2R,3aR,5S,6E,9S,10R,13R,13aS)-10,13-diacetyloxy-1-benzoyloxy-2,3a-dihydroxy-2,5,8,8-tetramethyl-12-methylidene-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-9-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1C=CC(C(C(CC(=C)C(C2C(C(CC2(C1=O)O)(C)O)OC(=O)C3=CC=CC=C3)OC(=O)C)OC(=O)C)OC(=O)C4=CN=CC=C4)(C)C
SMILES (Isomeric) C[C@H]1/C=C/C([C@@H]([C@@H](CC(=C)[C@@H]([C@H]2[C@H]([C@](C[C@@]2(C1=O)O)(C)O)OC(=O)C3=CC=CC=C3)OC(=O)C)OC(=O)C)OC(=O)C4=CN=CC=C4)(C)C
InChI InChI=1S/C37H43NO11/c1-21-15-16-35(5,6)31(48-34(43)26-14-11-17-38-19-26)27(46-23(3)39)18-22(2)29(47-24(4)40)28-32(36(7,44)20-37(28,45)30(21)41)49-33(42)25-12-9-8-10-13-25/h8-17,19,21,27-29,31-32,44-45H,2,18,20H2,1,3-7H3/b16-15+/t21-,27+,28-,29-,31+,32+,36+,37+/m0/s1
InChI Key RJLFULPOWUCPCI-FXNXGNMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H43NO11
Molecular Weight 677.70 g/mol
Exact Mass 677.28361119 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

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)-10,13-diacetyloxy-1-benzoyloxy-2,3a-dihydroxy-2,5,8,8-tetramethyl-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 + 0.9527 95.27%
Caco-2 - 0.8425 84.25%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5346 53.46%
OATP2B1 inhibitior + 0.7006 70.06%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior + 0.9097 90.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9943 99.43%
P-glycoprotein inhibitior + 0.8826 88.26%
P-glycoprotein substrate - 0.5218 52.18%
CYP3A4 substrate + 0.6660 66.60%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.5607 56.07%
CYP2C9 inhibition - 0.7542 75.42%
CYP2C19 inhibition - 0.7223 72.23%
CYP2D6 inhibition - 0.8986 89.86%
CYP1A2 inhibition - 0.7461 74.61%
CYP2C8 inhibition + 0.7547 75.47%
CYP inhibitory promiscuity - 0.6576 65.76%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4694 46.94%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7489 74.89%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6864 68.64%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7306 73.06%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5599 55.99%
Acute Oral Toxicity (c) III 0.4783 47.83%
Estrogen receptor binding + 0.7518 75.18%
Androgen receptor binding + 0.6861 68.61%
Thyroid receptor binding + 0.6651 66.51%
Glucocorticoid receptor binding + 0.7669 76.69%
Aromatase binding + 0.5807 58.07%
PPAR gamma + 0.7241 72.41%
Honey bee toxicity - 0.7209 72.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9549 95.49%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.85% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.22% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.32% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.11% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.39% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.60% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.46% 91.11%
CHEMBL2535 P11166 Glucose transporter 88.98% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.66% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.67% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.31% 93.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.22% 83.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.87% 94.08%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.35% 97.33%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.22% 96.00%
CHEMBL5028 O14672 ADAM10 81.02% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.90% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.79% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.71% 95.56%

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 163189203
LOTUS LTS0053879
wikiData Q105237567