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Phorbol 12,13-diacetate

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 571d5b65-4e67-47bb-bc34-d17577ca4958
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-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3/t12-,16+,17-,18-,20-,22-,23-,24-/m1/s1
InChI Key OMHXSAMFEJVCPT-XQOWHXTBSA-N
Popularity 144 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O8
Molecular Weight 448.50 g/mol
Exact Mass 448.20971797 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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24928-15-2
CHEMBL116437
[(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-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] acetate
5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one,9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-,(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-
Phorbol 10,11-diacetate
Phorbol 11,12-diacetate
Phorbol-12,13-diacetate
5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-
12-O-Acetylphorbol-13-acetate
[acetoxy-dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] acetate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Phorbol 12,13-diacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9439 94.39%
Caco-2 - 0.7138 71.38%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7083 70.83%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8625 86.25%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7451 74.51%
P-glycoprotein inhibitior - 0.5525 55.25%
P-glycoprotein substrate - 0.5501 55.01%
CYP3A4 substrate + 0.6476 64.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9180 91.80%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.6084 60.84%
CYP2C19 inhibition - 0.8804 88.04%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition - 0.8571 85.71%
CYP2C8 inhibition - 0.5655 56.55%
CYP inhibitory promiscuity - 0.8095 80.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6700 67.00%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.6864 68.64%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4158 41.58%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6083 60.83%
skin sensitisation - 0.7441 74.41%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6311 63.11%
Acute Oral Toxicity (c) III 0.5415 54.15%
Estrogen receptor binding + 0.7031 70.31%
Androgen receptor binding + 0.6946 69.46%
Thyroid receptor binding + 0.6215 62.15%
Glucocorticoid receptor binding + 0.6495 64.95%
Aromatase binding + 0.7142 71.42%
PPAR gamma + 0.5829 58.29%
Honey bee toxicity - 0.8046 80.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8546 85.46%

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 97.40% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.56% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.10% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.78% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.85% 91.11%
CHEMBL4208 P20618 Proteasome component C5 88.13% 90.00%
CHEMBL4794 Q8NER1 Vanilloid receptor 87.32% 98.97%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.97% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 86.97% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.55% 86.33%
CHEMBL3045 P05771 Protein kinase C beta 85.07% 97.63%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.18% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.07% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.70% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.58% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.38% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.56% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 80.41% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.18% 100.00%

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 72293
LOTUS LTS0244893
wikiData Q82925628