Chemicals and Drugs

Phorbol 12,13-Dibutyrate

A phorbol ester found in CROTON OIL which, in addition to being a potent skin tumor promoter, is also an effective activator of calcium-activated, phospholipid-dependent protein kinase (protein kinase C). Due to its activation of this enzyme, phorbol 12,13-dibutyrate profoundly affects many different biological systems.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A phorbol ester found in CROTON OIL which, in addition to being a potent skin tumor promoter, is also an effective activator of calcium-activated, phospholipid-dependent protein kinase (protein kinase C). Due to its activation of this enzyme, phorbol 12,13-dibutyrate profoundly affects many different biological systems.

Chemical Identity

Chemical Information

Molecular Formula
C28H40O8
Molecular Weight
504.6 g/mol
CAS Registry No.
37558-16-0
IUPAC Name
[(1S,2S,6R,10S,11R,13S,14R,15R)-13-butanoyloxy-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] butanoate
InChIKey
BQJRUJTZSGYBEZ-YVQNUNKESA-N
SMILES
CCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@H]4[C@@]1(C4(C)C)OC(=O)CCC)O)C
MeSH Unique ID
D015240
Source
PubChem CID 37783

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

3 entry terms
  • Phorbol-12,13-Dibutyrate
  • 12,13-Dibutyrate, Phorbol
  • Phorbol 12,13 Dibutyrate

MeSH Record

Aspects Covered

19 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, analogs & derivatives, analysis, chemical synthesis, chemistry, classification, economics, history, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity.

MeSH Record

History Note

89

MeSH Record

Previous Indexing

  • Phorbol Esters (1979-1988)

MeSH Hierarchy

Tree Number

  1. D02w.455w.849w.291w.500.510w.700w

AMA Style

References

  1. National Library of Medicine. Phorbol 12,13-Dibutyrate. Medical Subject Headings (MeSH). 2026. Unique ID D015240. http://id.nlm.nih.gov/mesh/2026/D015240
  2. Phorbol 12,13-Dibutyrate. In: Wikipedia. https://en.wikipedia.org/wiki/Phorbol_12,13-dibutyrate
  3. Phorbol 12,13-Dibutyrate. In: Wikidata. https://www.wikidata.org/wiki/Q7187368
  4. Phorbol 12,13-Dibutyrate. In: PubChem Compound. CID 37783. https://pubchem.ncbi.nlm.nih.gov/compound/37783