Synonym
EGCG Octaacetate; AcEGCG;
IUPAC/Chemical Name
5-((((2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)chroman-3-yl)oxy)carbonyl)benzene-1,2,3-triyl triacetate
InChi Key
SVHJCTSSYQPWEV-VSJLXWSYSA-N
InChi Code
InChI=1S/C38H34O19/c1-16(39)48-26-13-28(49-17(2)40)27-15-34(57-38(47)25-11-32(52-20(5)43)37(55-23(8)46)33(12-25)53-21(6)44)35(56-29(27)14-26)24-9-30(50-18(3)41)36(54-22(7)45)31(10-24)51-19(4)42/h9-14,34-35H,15H2,1-8H3/t34-,35-/m1/s1
SMILES Code
O=C(OC1=CC(OC(C)=O)=CC2=C1C[C@H]([C@]([H])(O2)C3=CC(OC(C)=O)=C(C(OC(C)=O)=C3)OC(C)=O)OC(C4=CC(OC(C)=O)=C(C(OC(C)=O)=C4)OC(C)=O)=O)C
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
794.67
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Heyza JR, Arora S, Zhang H, Conner KL, Lei W, Floyd AM, Deshmukh RR, Sarver J, Trabbic CJ, Erhardt P, Chan TH, Dou QP, Patrick SM. Targeting the DNA Repair Endonuclease ERCC1-XPF with Green Tea Polyphenol Epigallocatechin-3-Gallate (EGCG) and Its Prodrug to Enhance Cisplatin Efficacy in Human Cancer Cells. Nutrients. 2018 Nov 3;10(11):1644. doi: 10.3390/nu10111644. PMID: 30400270; PMCID: PMC6267282.
2: Kok SH, Wong RS, Gambari R, Cheung F, Lam WS, Lau FY, Cheng GY, Cheng CH, Lam KH, Chan SH, Tang JC, Chui CH, Ho KP. In vitro cytotoxicity of (-)-EGCG octaacetate on MDAMB-231 and SKHep-1 human carcinoma cells: a pharmacological consideration on prodrug design. Int J Mol Med. 2008 Dec;22(6):841-5. PMID: 19020784.
3: Wang CC, Xu H, Man GC, Zhang T, Chu KO, Chu CY, Cheng JT, Li G, He YX, Qin L, Lau TS, Kwong J, Chan TH. Prodrug of green tea epigallocatechin-3-gallate (Pro- EGCG) as a potent anti-angiogenesis agent for endometriosis in mice. Angiogenesis. 2013 Jan;16(1):59-69. doi: 10.1007/s10456-012-9299-4. Epub 2012 Sep 5. PMID: 22948799.
4: Skrzypczak-Jankun E, Jankun J. Theaflavin digallate inactivates plasminogen activator inhibitor: could tea help in Alzheimer's disease and obesity? Int J Mol Med. 2010 Jul;26(1):45-50. doi: 10.3892/ijmm_00000433. PMID: 20514421.
