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63597-44-4

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  • Tetradecanoic acid,(1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-

    Cas No: 63597-44-4

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  • 63597-44-4 Tetradecanoic acid,(1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2

    Cas No: 63597-44-4

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  • Tetradecanoic acid,(1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-

    Cas No: 63597-44-4

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63597-44-4 Usage

Description

4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE, also known as 4α-PMA, is a non-tumor promoting phorbol ester derivative. It is structurally similar to PMA, a tumor promoter and activator of protein kinase C (PKC). However, 4α-PMA has been used as a negative control for PMA due to its weaker tumor promoting properties. It has also been found to be a potent activator of TRPV4 channels, making it a valuable tool for structure-activity investigations.

Uses

Used in Research Applications:
4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE is used as a negative control for PMA in research studies, particularly in the field of protein kinase C (PKC) activation and tumor promotion. It helps researchers differentiate the effects of PMA from other compounds in their experiments.
Used in Pharmaceutical Industry:
4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE is used as a reasonably potent activator of TRPV4 channels for structure-activity investigations. It is compared to the very similar compound, 4α-PDD, which demonstrates 50 times more affinity for TRPV4. This comparison aids in understanding the structure-activity relationship of these compounds and their potential therapeutic applications.
Used in Skin Care Research:
In skin care research, 4ALPHA-PHORBOL 12-MYRISTATE 13-ACETATE has been shown to significantly increase PGHS-2 mRNA in murine keratinocytes. This finding suggests its potential use in studying the regulation of prostaglandin synthesis and its implications in skin health and disease.

Biochem/physiol Actions

Negative control for phorbol ester activation of protein kinase C.

Check Digit Verification of cas no

The CAS Registry Mumber 63597-44-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,3,5,9 and 7 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 63597-44:
(7*6)+(6*3)+(5*5)+(4*9)+(3*7)+(2*4)+(1*4)=154
154 % 10 = 4
So 63597-44-4 is a valid CAS Registry Number.
InChI:InChI=1/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

63597-44-4 Well-known Company Product Price

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  • Sigma

  • (P148)  4α-Phorbol 12-myristate 13-acetate  solid, ≥95% (TLC)

  • 63597-44-4

  • P148-1MG

  • 2,290.86CNY

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63597-44-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4α-Phorbol 12-myristate 13-acetate

1.2 Other means of identification

Product number -
Other names 4-alpha-PMA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:63597-44-4 SDS

63597-44-4Upstream product

63597-44-4Downstream Products

63597-44-4Relevant articles and documents

Synthesis of 4aalpha-phorbol 9-myristate 9a-acetate and related esters.

Tseng,Van Duuren,Solomon

, p. 3645 - 3649 (2007/10/14)

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