(1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate is a complex organic compound with a unique and rigid structure due to its fused ring system. It consists of a cyclopentane ring with a cyclopropyl group and a long chain ester appended. (1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate contains multiple hydroxyl groups, a carbonyl group, and a tetradecanoate moiety. Its specific stereochemistry and side chain composition suggest potential biological activity and pharmacological properties. Further research and analysis are required to fully understand the function and potential applications of (1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate. Usage: Used in Pharmaceutical Industry: (1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate is used as a potential pharmaceutical candidate for various applications due to its unique structure and potential biological activity. Used in Lipid Metabolism Research: (1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate is used in lipid metabolism research for its role in lipid storage or metabolism due to the presence of the long chain ester. Used in Chemical Synthesis: (1aR,2S,5R,5aS,6S,8aS,9R)-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,3,4,5,5a,6,9,10,10a-decahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate is used as a starting material or intermediate in the synthesis of other complex organic compounds due to its unique structure and functional groups.
The CAS Registry Mumber 83036-62-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,0,3 and 6 respectively; the second part has 2 digits, 6 and 2 respectively. Calculate Digit Verification of CAS Registry Number 83036-62: (7*8)+(6*3)+(5*0)+(4*3)+(3*6)+(2*6)+(1*2)=118 118 % 10 = 8 So 83036-62-8 is a valid CAS Registry Number.
83036-62-8SDS
SAFETY DATA SHEETS
According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition
Version: 1.0
Creation Date: Aug 14, 2017
Revision Date: Aug 14, 2017
1.Identification
1.1 GHS Product identifier
Product name
AC1L4JOK
1.2 Other means of identification
Product number
-
Other names
Ingenol-3-tetradecanoat
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
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Service hours
Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).
supporting information, p. 11426 - 11437 (2016/12/18)
We have established an efficient synthetic methodology for the 13-oxyingenol natural derivative (13-oxyingenol-13-dodecanoate-20-hexanoate), featuring a ring-closing olefin metathesis reaction for the “direct” construction of a highly strained inside-outside framework and a Mislow-Evans-type [2,3]-sigmatropic rearrangement for the stereoselective introduction of the hydroxy group at C5. We also synthesized artificial analogs of 13-oxyingenol and ingenol by using our synthetic strategy. In vitro activation assays of protein kinase C (PKC) α and δ revealed that the dodecanoyl group at O13 on 13-oxyingenol analogs had a significant role in PKCδ activation. The PKCα- or PKCδ-activating 13-oxyingenol and ingenol analogs induced both distinct morphological changes and increases of CD11b expression in HL-60 cells, which would be typical signs of HL-60 cell differentiation to macrophage-like cells, as expected by previous reports. Intriguingly, however, similar differentiation phenotypes were observed with the use of 13-oxyingenol natural derivatives and 13-oxyingenol-13-dodecanoate showing a remarkably less potent PKCα or PKCδ activation ability, which the PKC inhibitor G?6983 diminished. This indicated the involvement of other PKC isozymes or related kinase activities. 13-Oxyingenol analogs, which induced HL-60 cell differentiation, also induced HL-60 cell death, similar to the action of a phorbol ester, a strong PKC activator.
On the Chemistry of Ingenol, V. Preparation of Tritium-Labeled 3-O-Tetradecanoylingenol (-3-TI)
Roeser, H.,Sorg, B.,Hecker, E.
, p. 1026 - 1030 (2007/10/02)
Tritium-labeling of the ingenol monoester 3-O-tetradecanoylingenol (3-TI), the prototype tumor promoter of the ingenane type diterpene esters, is described.The preparation starts with oxidation of 3-TI by manganese dioxide to yield 3-TI-20-aldehyde which is reduced by -sodium borohydride in the presence of equimolar amounts of cerium trichloride hexahydrate to give -3-TI.The labeled promotor is obtained in 42percent overall yield with a specific radioactivity of 15.8 Ci/mmol.Keywords: Ingenol Ester, Tumor Promoter, Tritium-Labeling
On the Chemistry of Ingenol, II. Esters of Ingenol and δ7,8-Isoingenol
Sorg, Bernd,Hecker, Erich
, p. 748 - 756 (2007/10/02)
Preparation and purification of 3-acylated of ingenol (1a) structurally related to naturally occuring, irritant and cocarcinogenic principles are described.It is shown that 3-acylated partly rearrange to corresponding 5-acylates when they are chromatograp
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