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[(1R,2R,3aR,5S,6E,9S,10S,11S,13R,13aR)-9,10-diacetyloxy-1,3a-dihydroxy-2,5,8,8-tetramethyl-2-[(2R)-2-methylbutanoyl]oxy-12-methylidene-11-(2-methylpropanoyloxy)-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-13-yl] (2R)-2-methylbutanoate

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 b8aeee2e-d8ec-4b08-9525-6a6e38b51c3d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
IUPAC Name [(1R,2R,3aR,5S,6E,9S,10S,11S,13R,13aR)-9,10-diacetyloxy-1,3a-dihydroxy-2,5,8,8-tetramethyl-2-[(2R)-2-methylbutanoyl]oxy-12-methylidene-11-(2-methylpropanoyloxy)-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-13-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C(C(CC2(C(=O)C(C=CC(C(C(C(C1=C)OC(=O)C(C)C)OC(=O)C)OC(=O)C)(C)C)C)O)(C)OC(=O)C(C)CC)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1[C@H]2[C@H]([C@](C[C@@]2(C(=O)[C@H](/C=C/C([C@@H]([C@@H]([C@H](C1=C)OC(=O)C(C)C)OC(=O)C)OC(=O)C)(C)C)C)O)(C)OC(=O)[C@H](C)CC)O
InChI InChI=1S/C38H58O13/c1-14-20(5)34(44)49-27-23(8)28(50-33(43)19(3)4)29(47-24(9)39)32(48-25(10)40)36(11,12)17-16-22(7)30(41)38(46)18-37(13,31(42)26(27)38)51-35(45)21(6)15-2/h16-17,19-22,26-29,31-32,42,46H,8,14-15,18H2,1-7,9-13H3/b17-16+/t20-,21-,22+,26+,27+,28+,29-,31-,32-,37-,38-/m1/s1
InChI Key UACNTBULNGEEMC-FSQFRBBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O13
Molecular Weight 722.90 g/mol
Exact Mass 722.38774190 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.19
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 10

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,10S,11S,13R,13aR)-9,10-diacetyloxy-1,3a-dihydroxy-2,5,8,8-tetramethyl-2-[(2R)-2-methylbutanoyl]oxy-12-methylidene-11-(2-methylpropanoyloxy)-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-13-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9674 96.74%
Caco-2 - 0.8363 83.63%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5491 54.91%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior + 0.9076 90.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.8491 84.91%
P-glycoprotein substrate + 0.5582 55.82%
CYP3A4 substrate + 0.6865 68.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8763 87.63%
CYP3A4 inhibition - 0.6039 60.39%
CYP2C9 inhibition - 0.7536 75.36%
CYP2C19 inhibition - 0.7926 79.26%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.8888 88.88%
CYP2C8 inhibition - 0.5842 58.42%
CYP inhibitory promiscuity - 0.8523 85.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5886 58.86%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.5838 58.38%
Skin corrosion - 0.9158 91.58%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5356 53.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5449 54.49%
skin sensitisation - 0.6333 63.33%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5946 59.46%
Acute Oral Toxicity (c) III 0.3885 38.85%
Estrogen receptor binding + 0.7549 75.49%
Androgen receptor binding + 0.7224 72.24%
Thyroid receptor binding + 0.5485 54.85%
Glucocorticoid receptor binding + 0.7845 78.45%
Aromatase binding + 0.6754 67.54%
PPAR gamma + 0.7259 72.59%
Honey bee toxicity - 0.6793 67.93%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9749 97.49%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.15% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.40% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.52% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.90% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.60% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 88.94% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.89% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.64% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.46% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.09% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.50% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.35% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.62% 98.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.50% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.80% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.67% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.66% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.29% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.43% 94.00%

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 terracina

Cross-Links

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PubChem 162875680
LOTUS LTS0001154
wikiData Q105268627