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PROSTRATIN structure, CAS 60857-08-1

PROSTRATIN

CAS Number60857-08-1

Synonyms13-O-Acetyl-12-deoxyphorbol; 12-Deoxyphorbol-13-acetate; Stillingia Facto; 12-Deoxyphorbol 13-Acetate,dPAc; 13-O-Acetylphorbol; Stillingia factor S7; SA 101A; prostratin; 12-deoxyphorbal-13-acetate

Molecular FormulaC22H30O6

Molecular Weight390.47

Purity≥98 (HPLC)%

Density1.3±0.1 g/cm3

Boiling Point550.5±50.0 °C at 760 mmHg

Melting Point216-219℃

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-9091666 Purity: ≥98 (HPLC)%
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Quality Control of [ 60857-08-1 ] Purity: ≥98 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number60857-08-1
Catalog No.2A-9091666
Chinese Name酪氨酸激酶抑制剂
Synonyms13-O-Acetyl-12-deoxyphorbol; 12-Deoxyphorbol-13-acetate; Stillingia Facto; 12-Deoxyphorbol 13-Acetate,dPAc; 13-O-Acetylphorbol; Stillingia factor S7; SA 101A; prostratin; 12-deoxyphorbal-13-acetate
Molecular FormulaC22H30O6
Molecular Weight390.47
Purity≥98 (HPLC)
Density1.3±0.1 g/cm3
Boiling Point550.5±50.0 °C at 760 mmHg
Melting Point216-219℃
Appearancepowder
Water SolubilitySoluble in DMSO at 30mg/ml
Storage ConditionSealed in a cool, dry environment
ApplicationProstaglandin is a natural terpenoid compound and a PKC activator with a Ki of 12.5nM and an inhibitory effect on HIV-1.
PubChem ID329820006
MDL NumberMFCD00674138
SMILESC[C@@H]1C[C@]2(OC(C)=O)[C@H]([C@@H]3C=C(CO)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C
InChI1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3/t12-,15+,16-,17-,20-,21+,22-/m1/s1
InChI KeyBOJKFRKNLSCGHY-HXGSDTCMSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard Symbolstransportation
MSDSmsds/91666_1_60857_08_1.pdf
BioactivityProstratin, a natural terpenoid compound, is a PKC activator, with a Ki of 12.5 nM and shows inhibitory effect on HIV-1. Related Catalog Signaling Pathways >> Epigenetics >> PKC Research Areas >> Cancer Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Signaling Pathways >> TGF-beta/Smad >> PKC Target PKC:12.5 nM (Ki) HIV-1 In Vitro Prostratin inhibits the binding of [3H]PDBu to CEM cells with a Ki of 210 nM[1]. Prostratin (125-1000 nM) dose-dependently inhibits the growth of acute myeloid leukemia (AML) cell lines (HL-60, NB4, and U937 cells). Prostratin (125-100 nM) induces G1 arrest in AML cells and affects cell cycle-related molecules (pRb phosphorylation, CDKs, and p21) in HL-60 cells. Prostratin also causes AML cell line differentiation through activation of PKC. Furthermore, PKC-dependent activation of the MEK/ERK/MAP signaling pathway requires Prostratin-induced differentiation [2]. Prostratin induces HIV-1 transcriptional activation that requires the active form of PKD3. Prostratin also activates PKD3 through PKCε of the novel PKC subfamily [3]. Cell Viability Assay[2] Cell Line: HL-60, NB4 and U937 cells Concentration: 125 nM, 250 nM, 500 nM, 1000 nM Incubation Time: 24 hours, 48 hours, 72 hours Result: Dose-dependently inhibited the growth of acute myeloid leukemia (AML) cell lines. Cell Cycle Analysis[2] Cell Line: HL-60, NB4 and U937 cells Concentration: 125 nM, 250 nM, 500 nM, 1000 nM Incubation Time: 24 hours Result: Induced a G0/G1 phase accumulation in a concentration-dependent manner. Western Blot Analysis[2] Cell Line: HL-60 cells Concentration: 125 nM, 250 nM, 500 nM, 1000 nM Incubation Time: 24 hours Result: Affected the cell-cycle-related molecules (pRb phosphorylation, CDKs, and p21) in HL-60 cells. References [1]. Gustafson KR, et al. A nonpromoting phorbol from the samoan medicinal plant Homalanthus nutans inhibits cell killing by HIV-1. J Med Chem. 1992 May 29;35(11):1978-86. [2]. Shen Molecular Formula C22H30O6 Molecular Weight 390.470 Flash Point 188.7±23.6 °C Exact Mass 390.204254 PSA 104.06000 LogP 1.84 Vapor Pressure 0.0±3.4 mmHg at 25°C Index of Refraction 1.600 InChIKey BOJKFRKNLSCGHY-HXGSDTCMSA-N SMILES CC(=O)OC12CC(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(C)=CC43)C1C2(C)C Storage condition ?20°C Water Solubility Soluble in DMSO at 30mg/ml
Use ofProstratin, a natural terpenoid compound, is a PKC activator, with a Ki of 12.5 nM and shows inhibitory effect on HIV-1. Properties Articles28 Name 12-deoxyphorbol 13-acetate Synonym More Synonyms Prostratin Biological Activity Description Prostratin, a natural terpenoid compound, is a PKC activator, with a Ki of 12.5 nM and shows inhibitory effect on HIV-1. Related Catalog Signaling Pathways >> Epigenetics >> PKC Research Areas >> Cancer Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Signaling Pathways >> TGF-beta/Smad >> PKC PKC:12.5 nM (Ki) References [1]. Gustafson KR, et al. A nonpromoting phorbol from the samoan medicinal plant Homalanthus nutans inhibits cell killing by HIV-1. J Med Chem. 1992 May 29;35(11):1978-86. [2]. Shen X, et al. The protein kinase C agonist prostratin induces differentiation of human myeloid leukemia cells and enhances cellular differentiation by chemotherapeutic agents. Cancer Lett. 2015 Jan 28;356(2 Pt B):686-96. [3]. Wang H, et al. Protein kinase D3 is essential for prostratin-activated transcription of integrated HIV-1 provirus promoter via NF-κB signaling pathway. Biomed Res Int. 2014;2014:968027. Chemical & Physical Properties Molecular Formula C22H30O6 Exact Mass 390.204254 PSA 104.06000 Index of Refraction 1.600 InChIKey BOJKFRKNLSCGHY-HXGSDTCMSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available The company is not responsible for any damage caused by any operation or contact with the above products. For more terms of use, see invoice or package The reverse side of the mounting strip.
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