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[(1S,2S,6R,10S,11R,13S,14R,15R)-13-[(Z)-dec-4-enoyl]oxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-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 19a769c7-0cac-4260-8969-db4ba2ee64c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
IUPAC Name [(1S,2S,6R,10S,11R,13S,14R,15R)-13-[(Z)-dec-4-enoyl]oxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] benzoate
SMILES (Canonical) CCCCCC=CCCC(=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
SMILES (Isomeric) CCCCC/C=C\CCC(=O)O[C@@]12[C@@H](C1(C)C)[C@@H]3C=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
InChI InChI=1S/C37H48O8/c1-6-7-8-9-10-11-15-18-29(39)45-37-30(34(37,4)5)27-20-25(22-38)21-35(42)28(19-23(2)31(35)40)36(27,43)24(3)32(37)44-33(41)26-16-13-12-14-17-26/h10-14,16-17,19-20,24,27-28,30,32,38,42-43H,6-9,15,18,21-22H2,1-5H3/b11-10-/t24-,27+,28-,30-,32-,35-,36-,37-/m1/s1
InChI Key YCOLTBGTEROMHU-SCVXIUEASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H48O8
Molecular Weight 620.80 g/mol
Exact Mass 620.33491849 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,6R,10S,11R,13S,14R,15R)-13-[(Z)-dec-4-enoyl]oxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-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 + 0.9877 98.77%
Caco-2 - 0.8078 80.78%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7757 77.57%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.7496 74.96%
OATP1B3 inhibitior + 0.8931 89.31%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7525 75.25%
BSEP inhibitior + 0.9318 93.18%
P-glycoprotein inhibitior + 0.8230 82.30%
P-glycoprotein substrate + 0.6736 67.36%
CYP3A4 substrate + 0.6952 69.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9126 91.26%
CYP3A4 inhibition - 0.5262 52.62%
CYP2C9 inhibition + 0.8185 81.85%
CYP2C19 inhibition - 0.8207 82.07%
CYP2D6 inhibition - 0.9086 90.86%
CYP1A2 inhibition - 0.8502 85.02%
CYP2C8 inhibition + 0.8020 80.20%
CYP inhibitory promiscuity - 0.6666 66.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7083 70.83%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9237 92.37%
Skin irritation - 0.5266 52.66%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7602 76.02%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8422 84.22%
Acute Oral Toxicity (c) III 0.4904 49.04%
Estrogen receptor binding + 0.7790 77.90%
Androgen receptor binding + 0.7221 72.21%
Thyroid receptor binding + 0.5944 59.44%
Glucocorticoid receptor binding + 0.7677 76.77%
Aromatase binding + 0.6569 65.69%
PPAR gamma + 0.6728 67.28%
Honey bee toxicity - 0.8426 84.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
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 99.05% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 96.33% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.26% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 96.10% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.90% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.12% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 93.07% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.20% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.84% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.70% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.18% 93.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.73% 91.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.43% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.33% 93.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.75% 83.00%
CHEMBL3045 P05771 Protein kinase C beta 81.91% 97.63%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL4208 P20618 Proteasome component C5 81.04% 90.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.12% 96.47%

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 71712507
NPASS NPC283875
ChEMBL CHEMBL2375486