Home > Compound List > Compound details
16561-29-8 molecular structure
click picture or here to close

(1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-14-yl tetradecanoate

ChemBase ID: 155156
Molecular Formular: C36H56O8
Molecular Mass: 616.82504
Monoisotopic Mass: 616.39751875
SMILES and InChIs

SMILES:
CCCCCCCCCCCCCC(=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]2[C@@]1(C2(C)C)OC(=O)C)O)C
Canonical SMILES:
CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]3[C@]1(OC(=O)C)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)CO
InChI:
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-CMMOZPOHSA-N

Cite this record

CBID:155156 http://www.chembase.cn/molecule-155156.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-14-yl tetradecanoate
IUPAC Traditional name
phorbol ester
Synonyms
12-O-Tetradecanoylphorbol 13-acetate
4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one 12-tetradecanoate 13-acetate
PMA
TPA
Phorbol 12-myristate 13-acetate
CAS Number
16561-29-8
MDL Number
MFCD00036736
Beilstein Number
2407201
PubChem SID
24887446
24278653
162249294
24898219
PubChem CID
27924

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 27924 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.570371  H Acceptors
H Donor LogD (pH = 5.5) 5.692159 
LogD (pH = 7.4) 5.6921563  Log P 5.692159 
Molar Refractivity 169.3183 cm3 Polarizability 67.11437 Å3
Polar Surface Area 130.36 Å2 Rotatable Bonds 17 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
chloroform: soluble10 mg/mL, clear, colorless to light yellow expand Show data source
DMSO: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions. DMSO solutions can be stored dark at -20 °C for at least six months.) expand Show data source
DMSO: soluble (DMSO solutions can be stored dark at -20 °C for at least six months.) expand Show data source
ethanol: soluble expand Show data source
ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.) expand Show data source
Apperance
film or powder expand Show data source
RTECS
QH4377000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
38 expand Show data source
Safety Statements
36/37 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥98.0% (TLC) expand Show data source
≥99% (TLC) expand Show data source
Grade
for molecular biology expand Show data source
Quality
synthetic expand Show data source
Empirical Formula (Hill Notation)
C36H56O8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - P1585 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Analysis Note
Tested for stimulation of interleukin production in Jurkat cells.
Biochem/physiol Actions
Potent tumor promoter; activates protein kinase C in vivo and in vitro.
Caution
Photosensitive
Sigma Aldrich - 79346 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Potent tumor promoter; activates protein kinase C in vivo and in vitro.
Other Notes
Activates protein kinase C in vivo and in vitro at nanomolar concentrations1; Highly potent tumor promotor and mitogen: active principle of croton oil. Review2
Sigma Aldrich - P8139 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Potent tumor promoter; activates protein kinase C in vivo and in vitro.
Caution
Photosensitive

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle