MedKoo Cat#: 341211 | Name: Isoreserpine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Isoreserpine is an isomer (also called epimer) of reserpine. Isoreserpine promotes beta-catenin degradation via Siah-1 up-regulation in HCT116 colon cancer cells. Moreover, isoreserpine repressed the expression of beta-catenin/T-cell factor (TCF)-dependent genes, such as cyclin D1 and c-myc, resulting in the suppression of HCT116 cell proliferation. Our findings suggest that isoreserpine can potentially be used as a chemotherapeutic agent against colon cancer.

Chemical Structure

 Isoreserpine
Isoreserpine
CAS#482-85-9

Theoretical Analysis

MedKoo Cat#: 341211

Name: Isoreserpine

CAS#: 482-85-9

Chemical Formula: C33H40N2O9

Exact Mass: 608.2734

Molecular Weight: 608.69

Elemental Analysis: C, 65.12; H, 6.62; N, 4.60; O, 23.66

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Isoreserpine; NSC 80138; NSC 80138; NSC 80138.
IUPAC/Chemical Name
20alpha-Yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy-, methyl ester, 3,4,5-trimethoxybenzoate (ester) (8CI)
InChi Key
QEVHRUUCFGRFIF-VPHNHGCZSA-N
InChi Code
InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24+,27-,28+,31+/m1/s1
SMILES Code
[H][C@]12C(NC3=C4C=CC(OC)=C3)=C4CCN1C[C@]5(C[C@@H](OC(C6=CC(OC)=C(OC)C(OC)=C6)=O)[C@H](OC)[C@@H](C(OC)=O)[C@]5(C2)[H])[H]
Appearance
Solid powder
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
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 608.69 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.

Recalculate based on batch purity %
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: Gwak J, Song T, Song JY, Yun YS, Choi IW, Jeong Y, Shin JG, Oh S. Isoreserpine promotes beta-catenin degradation via Siah-1 up-regulation in HCT116 colon cancer cells. Biochem Biophys Res Commun. 2009 Sep 25;387(3):444-9. doi: 10.1016/j.bbrc.2009.07.027. Epub 2009 Jul 14. PubMed PMID: 19607803. 2: Jamil N, Afrozrizvi H, Ahmed I, Beg AE. Studies on the photostability of reserpine in parenteral solutions. Pharmazie. 1983 Jul;38(7):467-9. PubMed PMID: 6415678. 3: HUEBNER CF, KUEHNE ME, KORZUN B, SCHLITTLER E. Rauwolfia alkaloids XXVII: the conversion of 3-isoreserpine to reserpine. Experientia. 1956 Jul 15;12(7):249-50. PubMed PMID: 13344432.