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[(1R,2S,6R,9R,10R,11R,13S,14R,15R)-9-hydroperoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-13-octanoyloxy-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

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Internal ID 915aaea3-45a0-40d5-983c-5f0efcf26f18
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)-9-hydroperoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-13-octanoyloxy-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,7-dienyl] benzoate
SMILES (Canonical) CCCCCCCC(=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) CCCCCCCC(=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/C35H46O10/c1-6-7-8-9-13-16-25(37)44-35-28(32(35,4)5)26-27(45-42)23(19-36)18-33(40)24(17-20(2)29(33)38)34(26,41)21(3)30(35)43-31(39)22-14-11-10-12-15-22/h10-12,14-15,17-18,21,24,26-28,30,36,40-42H,6-9,13,16,19H2,1-5H3/t21-,24-,26+,27+,28-,30-,33-,34+,35-/m1/s1
InChI Key JEJIRRUCWWRJQY-PUZDGFOXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O10
Molecular Weight 626.70 g/mol
Exact Mass 626.30909766 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9700 97.00%
Caco-2 - 0.8255 82.55%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7109 71.09%
OATP2B1 inhibitior - 0.7172 71.72%
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 + 0.9358 93.58%
P-glycoprotein inhibitior + 0.8020 80.20%
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 - 0.9173 91.73%
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 + 0.8332 83.32%
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 + 0.7921 79.21%
Androgen receptor binding + 0.7348 73.48%
Thyroid receptor binding + 0.5512 55.12%
Glucocorticoid receptor binding + 0.7455 74.55%
Aromatase binding + 0.7035 70.35%
PPAR gamma + 0.6648 66.48%
Honey bee toxicity - 0.8484 84.84%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6681 66.81%
Fish aquatic toxicity + 1.0000 100.00%

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 98.73% 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

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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.
Stellera chamaejasme

Cross-Links

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PubChem 71712661
NPASS NPC233581
ChEMBL CHEMBL2375490