PlantaeDB Logo
Login Sign-up

[(1R,2S,6R,9R,10R,11R,13S,14R,15R)-13-decanoyloxy-9-hydroperoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] benzoate

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

Top
Internal ID 7e00a243-6873-4ac9-a5e2-6c0bcca86faa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
IUPAC Name [(1R,2S,6R,9R,10R,11R,13S,14R,15R)-13-decanoyloxy-9-hydroperoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] benzoate
SMILES (Canonical) CCCCCCCCCC(=O)OC12C(C1(C)C)C3C(C(=CC4(C(C3(C(C2OC(=O)C5=CC=CC=C5)C)O)C=C(C4=O)C)O)CO)OO
SMILES (Isomeric) CCCCCCCCCC(=O)O[C@@]12[C@@H](C1(C)C)[C@@H]3[C@H](C(=C[C@]4([C@H]([C@]3([C@@H]([C@H]2OC(=O)C5=CC=CC=C5)C)O)C=C(C4=O)C)O)CO)OO
InChI InChI=1S/C37H50O10/c1-6-7-8-9-10-11-15-18-27(39)46-37-30(34(37,4)5)28-29(47-44)25(21-38)20-35(42)26(19-22(2)31(35)40)36(28,43)23(3)32(37)45-33(41)24-16-13-12-14-17-24/h12-14,16-17,19-20,23,26,28-30,32,38,42-44H,6-11,15,18,21H2,1-5H3/t23-,26-,28+,29+,30-,32-,35-,36+,37-/m1/s1
InChI Key LJMGPHPBWGVOEW-YGBGHXOCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C37H50O10
Molecular Weight 654.80 g/mol
Exact Mass 654.34039779 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,6R,9R,10R,11R,13S,14R,15R)-13-decanoyloxy-9-hydroperoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9700 97.00%
Caco-2 - 0.8173 81.73%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7109 71.09%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.7693 76.93%
OATP1B3 inhibitior + 0.9169 91.69%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6843 68.43%
BSEP inhibitior + 0.9368 93.68%
P-glycoprotein inhibitior + 0.8055 80.55%
P-glycoprotein substrate + 0.7131 71.31%
CYP3A4 substrate + 0.6974 69.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9037 90.37%
CYP3A4 inhibition - 0.7130 71.30%
CYP2C9 inhibition + 0.5412 54.12%
CYP2C19 inhibition - 0.7845 78.45%
CYP2D6 inhibition - 0.8938 89.38%
CYP1A2 inhibition - 0.7687 76.87%
CYP2C8 inhibition + 0.8178 81.78%
CYP inhibitory promiscuity - 0.5724 57.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6533 65.33%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.5992 59.92%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8110 81.10%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5090 50.90%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6883 68.83%
Acute Oral Toxicity (c) III 0.5790 57.90%
Estrogen receptor binding + 0.7853 78.53%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5324 53.24%
Glucocorticoid receptor binding + 0.7295 72.95%
Aromatase binding + 0.6449 64.49%
PPAR gamma + 0.6867 68.67%
Honey bee toxicity - 0.8484 84.84%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6681 66.81%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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 98.73% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 97.95% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 95.09% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.13% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.94% 99.23%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.93% 85.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.27% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.63% 95.56%
CHEMBL3045 P05771 Protein kinase C beta 89.28% 97.63%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.09% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.67% 83.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.87% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.55% 92.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.18% 82.69%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.24% 96.47%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.85% 94.08%
CHEMBL3180 O00748 Carboxylesterase 2 83.09% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.71% 91.71%
CHEMBL5028 O14672 ADAM10 81.76% 97.50%
CHEMBL230 P35354 Cyclooxygenase-2 80.24% 89.63%

Plants that contains it

Top
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.
Stellera chamaejasme

Cross-Links

Top
PubChem 71712660
NPASS NPC145649
ChEMBL CHEMBL2375489