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[(1S,2S,3aR,5R,6E,10R,11S,13R,13aR)-3a,11,13-triacetyloxy-10-[(2S)-butan-2-yl]oxy-2,5,8,8-tetramethyl-12-methylidene-4,9-dioxo-1,2,3,5,10,11,13,13a-octahydrocyclopenta[12]annulen-1-yl] acetate

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 3c5fcaf3-8d60-45ef-8181-3438609200d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
IUPAC Name [(1S,2S,3aR,5R,6E,10R,11S,13R,13aR)-3a,11,13-triacetyloxy-10-[(2S)-butan-2-yl]oxy-2,5,8,8-tetramethyl-12-methylidene-4,9-dioxo-1,2,3,5,10,11,13,13a-octahydrocyclopenta[12]annulen-1-yl] acetate
SMILES (Canonical) CCC(C)OC1C(C(=C)C(C2C(C(CC2(C(=O)C(C=CC(C1=O)(C)C)C)OC(=O)C)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC[C@H](C)O[C@@H]1[C@H](C(=C)[C@@H]([C@H]2[C@H]([C@H](C[C@@]2(C(=O)[C@@H](/C=C/C(C1=O)(C)C)C)OC(=O)C)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C32H46O11/c1-12-18(4)39-28-27(42-22(8)35)19(5)26(41-21(7)34)24-25(40-20(6)33)17(3)15-32(24,43-23(9)36)29(37)16(2)13-14-31(10,11)30(28)38/h13-14,16-18,24-28H,5,12,15H2,1-4,6-11H3/b14-13+/t16-,17+,18+,24-,25+,26+,27+,28-,32-/m1/s1
InChI Key BVIVCJVEOCNDHW-YQLCRDMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O11
Molecular Weight 606.70 g/mol
Exact Mass 606.30401228 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3aR,5R,6E,10R,11S,13R,13aR)-3a,11,13-triacetyloxy-10-[(2S)-butan-2-yl]oxy-2,5,8,8-tetramethyl-12-methylidene-4,9-dioxo-1,2,3,5,10,11,13,13a-octahydrocyclopenta[12]annulen-1-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.7696 76.96%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5857 58.57%
OATP2B1 inhibitior - 0.7182 71.82%
OATP1B1 inhibitior + 0.8145 81.45%
OATP1B3 inhibitior + 0.9012 90.12%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9482 94.82%
P-glycoprotein inhibitior + 0.9233 92.33%
P-glycoprotein substrate + 0.6466 64.66%
CYP3A4 substrate + 0.6698 66.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.5464 54.64%
CYP2C9 inhibition - 0.8060 80.60%
CYP2C19 inhibition - 0.7470 74.70%
CYP2D6 inhibition - 0.9404 94.04%
CYP1A2 inhibition - 0.8347 83.47%
CYP2C8 inhibition - 0.6297 62.97%
CYP inhibitory promiscuity - 0.8027 80.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8643 86.43%
Carcinogenicity (trinary) Non-required 0.4833 48.33%
Eye corrosion - 0.9582 95.82%
Eye irritation - 0.8728 87.28%
Skin irritation - 0.6531 65.31%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5789 57.89%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation + 0.6272 62.72%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7551 75.51%
Acute Oral Toxicity (c) III 0.5144 51.44%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.6926 69.26%
Thyroid receptor binding + 0.6209 62.09%
Glucocorticoid receptor binding + 0.7624 76.24%
Aromatase binding + 0.6356 63.56%
PPAR gamma + 0.7249 72.49%
Honey bee toxicity - 0.7104 71.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9876 98.76%

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 96.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.85% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.18% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.32% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 91.20% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.05% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.94% 95.71%
CHEMBL1937 Q92769 Histone deacetylase 2 85.09% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.93% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 84.91% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.35% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.95% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.17% 97.09%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.56% 92.78%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.82% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.72% 85.14%

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 paralias

Cross-Links

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PubChem 163045062
LOTUS LTS0268282
wikiData Q104946591