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MedKoo Cat#: 464403 | Name: Isoreserpiline
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Description:

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

Isoreserpiline is an indole alkaloid that has been found in R. tetraphylla and has diverse biological activities. It has a synergistic effect on the antibacterial activity induced by nalidixic acid in nalidixic acid-sensitive and -resistant strains of E. coli. It also reduces amphetamine-induced hyperactivity in mice when administered at a dose of 25 mg/kg.

Chemical Structure

Isoreserpiline
Isoreserpiline
CAS#572-67-8

Theoretical Analysis

MedKoo Cat#: 464403

Name: Isoreserpiline

CAS#: 572-67-8

Chemical Formula: C23H28N2O5

Exact Mass: 412.1998

Molecular Weight: 412.49

Elemental Analysis: C, 66.97; H, 6.84; N, 6.79; O, 19.39

Price and Availability

Size Price Availability Quantity
1mg USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Isoreserpiline; Neoreserpiline; 3-Isoreserpilinic Acid, methyl ester;
IUPAC/Chemical Name
methyl (4S,4aS,13bS,14aS)-10,11-dimethoxy-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate
InChi Key
FGWJRZQNNZVCHR-HAHWVIBASA-N
InChi Code
InChI=1S/C23H28N2O5/c1-12-16-10-25-6-5-13-15-8-20(27-2)21(28-3)9-18(15)24-22(13)19(25)7-14(16)17(11-30-12)23(26)29-4/h8-9,11-12,14,16,19,24H,5-7,10H2,1-4H3/t12-,14-,16-,19-/m0/s1
SMILES Code
COC1=CC(NC2=C3CCN(C[C@]4([C@@H](OC=C([C@]4(C5)[H])C(OC)=O)C)[H])[C@]25[H])=C3C=C1OC
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 412.49 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: Khatoon B, Zikr Ur Rehman S, Yousuf S, Lateef M, Essombo MFA, Kamdem Waffo AF, Ali MS. New bioactive monoterpene indole alkaloid from Rinorea yaundensis Engl. Nat Prod Res. 2020 Dec 12:1-10. doi: 10.1080/14786419.2020.1855160. Epub ahead of print. PMID: 33307809. 2: Dwivedi GR, Gupta S, Maurya A, Tripathi S, Sharma A, Darokar MP, Srivastava SK. Synergy Potential of Indole Alkaloids and Its Derivative against Drug- resistant Escherichia coli. Chem Biol Drug Des. 2015 Dec;86(6):1471-81. doi: 10.1111/cbdd.12613. Epub 2015 Aug 21. PMID: 26132412. 3: Vieira MN, Leitão SG, Porto PC, Oliveira DR, Pinto SC, Braz-Filho R, Leitão GG. Application of pH-zone-refining countercurrent chromatography for the separation of indole alkaloids from Aspidosperma rigidum Rusby. J Chromatogr A. 2013 Dec 6;1319:166-71. doi: 10.1016/j.chroma.2013.10.044. Epub 2013 Oct 22. PMID: 24192149. 4: Maurya A, Gupta S, Srivastava SK. Large-scale separation of antipsychotic alkaloids from Rauwolfia tetraphylla L. by pH-zone-refining fast centrifugal partition chromatography. J Sep Sci. 2013 Jan;36(2):407-13. doi: 10.1002/jssc.201200273. Epub 2012 Nov 29. PMID: 23335460. 5: Gupta S, Khanna VK, Maurya A, Bawankule DU, Shukla RK, Pal A, Srivastava SK. Bioactivity guided isolation of antipsychotic constituents from the leaves of Rauwolfia tetraphylla L. Fitoterapia. 2012 Sep;83(6):1092-9. doi: 10.1016/j.fitote.2012.04.029. Epub 2012 May 3. PMID: 22579842. 6: Gupta S, Shanker K, Srivastava SK. HPTLC method for the simultaneous determination of four indole alkaloids in Rauwolfia tetraphylla: a study of organic/green solvent and continuous/pulse sonication. J Pharm Biomed Anal. 2012 Jul;66:33-9. doi: 10.1016/j.jpba.2012.02.018. Epub 2012 Mar 8. PMID: 22464556. 7: Ahmad K, Thomas NF, Hadi AH, Mukhtar MR, Mohamad K, Nafiah MA, Takeya K, Morita H, Litaudon M, Arai H, Awang K. Oppositinines A and B: new vasorelaxant beta-carboline alkaloids from Neisosperma oppositifolia. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1085-7. doi: 10.1248/cpb.58.1085. PMID: 20686264. 8: de Almeida Carlos L, da Silva Amaral KA, Curcino Vieira IJ, Mathias L, Braz- Filho R, Silva Samarão S, Vieira-da-Motta O. Rauvolfia grandiflora (apocynaceae) extract interferes with staphylococcal density, enterotoxin production and antimicrobial activity. Braz J Microbiol. 2010 Jul;41(3):612-20. doi: 10.1590/S1517-83822010000300011. Epub 2010 Sep 1. PMID: 24031536; PMCID: PMC3768640. 9: Kouamo K, Creche J, Chénieux JC, Rideau M, Viel C. Alkaloid Production by Ochrosia elliptica Cell Suspension Cultures. J Plant Physiol. 1985 Mar;118(3):277-83. doi: 10.1016/S0176-1617(85)80229-7. Epub 2012 Jan 2. PMID: 23196012. 10: FINCH N, TAYLOR WI, ULSHAFER PR. Rauwolfia alkaloids. XLVII. Isoreserpiline- psi-indoxyl, its isolation, synthesis and structure. Experientia. 1963 Jun 15;19:296. doi: 10.1007/BF02150414. PMID: 13945205.