Cerberin
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Hodoodo CAT#: H585007

CAS#: 25633-33-4

Description: Cerberin is a cardiac glycoside that exerts anticancer activity through PI3K/AKT/mTOR signal transduction inhibition.

Chemical Structure

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Cerberin
CAS# 25633-33-4
Instruction

Theoretical Analysis

Hodoodo Cat#: H585007
Name: Cerberin
CAS#: 25633-33-4
Chemical Formula: C32H48O9
Exact Mass: 576.33
Molecular Weight: 576.727
Elemental Analysis: C, 66.64; H, 8.39; O, 24.97

Price and Availability

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2mg USD 750 2 Weeks
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Synonym: Cerberin; Acetylneriifolin; Neriifolin-monoacetat; Pveneniferin

IUPAC/Chemical Name: 3-((4-O-Acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy)-14-hydroxy-(3beta,5beta)-card-20(22)-enolide

InChi Key: WSAWDNPGMCYQEI-IGPZFFOWSA-N

InChi Code: InChI=1S/C32H48O9/c1-17-27(40-18(2)33)28(37-5)26(35)29(39-17)41-21-8-11-30(3)20(15-21)6-7-24-23(30)9-12-31(4)22(10-13-32(24,31)36)19-14-25(34)38-16-19/h14,17,20-24,26-29,35-36H,6-13,15-16H2,1-5H3/t17-,20+,21-,22+,23-,24+,26-,27-,28-,29-,30-,31+,32-/m0/s1

SMILES Code: O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@]5([H])C[C@@H](O[C@H]6[C@H]([C@@H]([C@H]([C@H](C)O6)OC(C)=O)OC)O)CC[C@]5(C)[C@@]4([H])CC[C@]23C)=C1

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: >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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 576.73 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Menezes RG, Usman MS, Hussain SA, Madadin M, Siddiqi TJ, Fatima H, Ram P, Pasha SB, Senthilkumaran S, Fatima TQ, Luis SA. Cerbera odollam toxicity: A review. J Forensic Leg Med. 2018 Aug;58:113-116. doi: 10.1016/j.jflm.2018.05.007. Epub 2018 May 9. Review. PubMed PMID: 29778924.

2: Carlier J, Guitton J, Bévalot F, Fanton L, Gaillard Y. The principal toxic glycosidic steroids in Cerbera manghas L. seeds: identification of cerberin, neriifolin, tanghinin and deacetyltanghinin by UHPLC-HRMS/MS, quantification by UHPLC-PDA-MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jul 1;962:1-8. doi: 10.1016/j.jchromb.2014.05.014. Epub 2014 May 17. PubMed PMID: 24878878.

3: LANG HY, SUN NJ. [STUDIES ON THE CARDIAC GLYCOSIDES OF THEVETIA PERUVIANA MERR. SYN. THEVETIA NERIIFOLIA JUSS. II. ISOLATION AND IDENTIFICATION OF CERBERIN, RUVOSIDE AND A NEW CARDIAC GLYCOSIDE--PERUSITIN]. Yao Xue Xue Bao. 1964 Jul;11:464-72. Chinese. PubMed PMID: 14202490.

4: Alzabib AA, Abobakr Y, Al-Sarar AS, Hussein HI, Basudan OA, El-Gamal AA, Abdel-Kader MS, El Komy MH. Molluscicidal activity of cardiac glycosides isolated from Adenium obesum. Pest Manag Sci. 2019 Mar 5. doi: 10.1002/ps.5388. [Epub ahead of print] PubMed PMID: 30838743.

5: Yen YC. [Cardiac effects of cerberin]. Zhonghua Yi Xue Za Zhi. 1974;(10):642-5, 181. Chinese. PubMed PMID: 4434780.

6: Gaillard Y, Krishnamoorthy A, Bevalot F. Cerbera odollam: a 'suicide tree' and cause of death in the state of Kerala, India. J Ethnopharmacol. 2004 Dec;95(2-3):123-6. Review. PubMed PMID: 15507323.

7: Hossan MS, Chan ZY, Collins HM, Shipton FN, Butler MS, Rahmatullah M, Lee JB, Gershkovich P, Kagan L, Khoo TJ, Wiart C, Bradshaw TD. Cardiac glycoside cerberin exerts anticancer activity through PI3K/AKT/mTOR signal transduction inhibition. Cancer Lett. 2019 Jul 1;453:57-73. doi: 10.1016/j.canlet.2019.03.034. Epub 2019 Mar 28. PubMed PMID: 30930233.

8: Misek R, Allen G, LeComte V, Mazur N. Fatality Following Intentional Ingestion of Cerbera odollam Seeds. Clin Pract Cases Emerg Med. 2018 Jun 12;2(3):223-226. doi: 10.5811/cpcem.2018.5.38345. eCollection 2018 Aug. PubMed PMID: 30083638; PubMed Central PMCID: PMC6075506.

9: Laphookhieo S, Cheenpracha S, Karalai C, Chantrapromma S, Rat-a-Pa Y, Ponglimanont C, Chantrapromma K. Cytotoxic cardenolide glycoside from the seeds of Cerbera odollam. Phytochemistry. 2004 Feb;65(4):507-10. PubMed PMID: 14759549.

10: Cheenpracha S, Karalai C, Rat-A-Pa Y, Ponglimanont C, Chantrapromma K. New cytotoxic cardenolide glycoside from the seeds of Cerbera manghas. Chem Pharm Bull (Tokyo). 2004 Aug;52(8):1023-5. PubMed PMID: 15305009.

11: Liu SG, Zeng GY, Zhao KC, Yi MG. [The radioimmunoassay and the pharmacokinetics of peruvoside and neriifolin]. Yao Xue Xue Bao. 1987 Oct;22(10):730-5. Chinese. PubMed PMID: 3450124.