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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Phorbol 12-myristate 13-acetate
PubChem CID 27924
Molecular Weight 616.8g/mol
Synonyms

12 Myristoyl 13 acetylphorbol, 12 O Tetradecanoyl Phorbol 13 Acetate, 12-Myristoyl-13-acetylphorbol, 12-O-Tetradecanoyl Phorbol 13-Acetate, 13-Acetate, 12-O-Tetradecanoyl Phorbol, Acetate, Phorbol Myristate, Acetate, Tetradecanoylphorbol, Myristate Acetate, Phorbol, Phorbol 13-Acetate, 12-O-Tetradecanoyl, Phorbol Myristate Acetate, Tetradecanoylphorbol Acetate, Tetradecanoylphorbol Acetate, 4a alpha Isomer, Tetradecanoylphorbol Acetate, 4a alpha-Isomer

Formula C₃₆H₅₆O₈
SMILES CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C
InChI 1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1
InChIKey PHEDXBVPIONUQT-RGYGYFBISA-N
CAS Number 16561-29-8
ChEMBL ID CHEMBL279115
ChEBI ID CHEBI:37537
Drug Bank ID DB17045
KEGG ID C05151
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Croton tiglium Hot
Chineses Pinyin BaDou
Use Part Dried seed
Habitat SiChuan, HuNan, HuBei, YunNan, GuiZhou, GuangXi, GuangDong, FuJian, TaiWan, ZheJiang, JiangSu
Flavor Pungent
Meridian Tropism Stomach; Large Intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Malpighiales
    -->Family: Euphorbiaceae
     -->Genus: Croton
      -->Species: Croton tiglium
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 511
Pair Name Phorbol 12-myristate 13-acetate, Apicularen A
Partner Name Apicularen A
Disease Info [ICD-11: 2C77.Z] Cervical cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression CASP3 hsa836
Up-regulation Expression PARP1 hsa142
Down-regulation Expression PRKCA hsa5578
Down-regulation Expression TUBA1B hsa10376
Down-regulation Expression TUBB3 hsa10381
In Vitro Model HeLa Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0030
Result These results suggest that the synergy between PMA and apicularen A is involved by PKCα activation and microtubule disruption, and that may inform the development of novel approaches to treat cancer.
04. Reference
No. Title Href
1 PMA synergistically enhances apicularen A-induced cytotoxicity by disrupting microtubule networks in HeLa cells. BMC Cancer. 2014 Jan 22;14:36. doi: 10.1186/1471-2407-14-36. Click
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