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[(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6,14-trihydroxy-4,12,12,15-tetramethyl-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl octadec-9-enoate

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 dec7c878-0078-4648-ba81-b1a54a56da0f
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-acetyloxy-1,6,14-trihydroxy-4,12,12,15-tetramethyl-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl octadec-9-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H62O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-33(42)47-26-30-24-31-34-37(5,6)40(34,48-29(4)41)36(44)28(3)39(31,46)32-23-27(2)35(43)38(32,45)25-30/h14-15,23-24,28,31-32,34,36,44-46H,7-13,16-22,25-26H2,1-6H3/t28-,31+,32-,34-,36-,38-,39-,40-/m1/s1
InChI Key OJSQLQBNCVDSFR-KRRHNCDNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O8
Molecular Weight 670.90 g/mol
Exact Mass 670.44446893 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 7.09
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 18

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-acetyloxy-1,6,14-trihydroxy-4,12,12,15-tetramethyl-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl octadec-9-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9788 97.88%
Caco-2 - 0.8201 82.01%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7542 75.42%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.7746 77.46%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6635 66.35%
BSEP inhibitior + 0.9789 97.89%
P-glycoprotein inhibitior + 0.7606 76.06%
P-glycoprotein substrate + 0.5902 59.02%
CYP3A4 substrate + 0.6959 69.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9170 91.70%
CYP3A4 inhibition - 0.8046 80.46%
CYP2C9 inhibition + 0.7335 73.35%
CYP2C19 inhibition - 0.8899 88.99%
CYP2D6 inhibition - 0.9128 91.28%
CYP1A2 inhibition - 0.8811 88.11%
CYP2C8 inhibition + 0.6515 65.15%
CYP inhibitory promiscuity - 0.8208 82.08%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6675 66.75%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9125 91.25%
Skin irritation + 0.5534 55.34%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3622 36.22%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8304 83.04%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7313 73.13%
Acute Oral Toxicity (c) III 0.4515 45.15%
Estrogen receptor binding + 0.8080 80.80%
Androgen receptor binding + 0.7297 72.97%
Thyroid receptor binding - 0.5447 54.47%
Glucocorticoid receptor binding + 0.6976 69.76%
Aromatase binding + 0.6356 63.56%
PPAR gamma + 0.6406 64.06%
Honey bee toxicity - 0.8307 83.07%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.8600 86.00%
Fish aquatic toxicity + 0.9932 99.32%

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 98.27% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 97.78% 98.03%
CHEMBL2581 P07339 Cathepsin D 97.58% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 96.92% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.30% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.01% 91.11%
CHEMBL3045 P05771 Protein kinase C beta 93.57% 97.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.11% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.79% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 90.77% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.16% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.95% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.89% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 88.30% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 87.63% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.36% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.86% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.74% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.21% 99.23%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.98% 92.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.89% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.49% 97.09%
CHEMBL325 Q13547 Histone deacetylase 1 84.20% 95.92%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.99% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.62% 96.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.87% 85.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.70% 93.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.59% 91.81%

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.
Croton tiglium

Cross-Links

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PubChem 162849559
LOTUS LTS0222215
wikiData Q105193262