Julocrotine | CAS#492-87-5 | glutarimide alkaloid

MedKoo Cat#: 596321 | Name: Julocrotine

Description:

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

Julocrotine is a glutarimide alkaloid from Croton membranaceus.

Chemical Structure

Julocrotine

CAS#492-87-5

Theoretical Analysis

MedKoo Cat#: 596321

Name: Julocrotine

CAS#: 492-87-5

Chemical Formula: C18H24N2O3

Exact Mass: 316.1787

Molecular Weight: 316.40

Elemental Analysis: C, 68.33; H, 7.65; N, 8.85; O, 15.17

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

Julocrotine; Julocrotonine; Julocrotine, (-)-;

IUPAC/Chemical Name

(S)-N-((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)-2-methylbutanamide

InChi Key

ASALPLLZVFIFMF-ZFWWWQNUSA-N

InChi Code

InChI=1S/C18H24N2O3/c1-3-13(2)17(22)19-15-9-10-16(21)20(18(15)23)12-11-14-7-5-4-6-8-14/h4-8,13,15H,3,9-12H2,1-2H3,(H,19,22)/t13-,15-/m0/s1

SMILES Code

CC[C@H](C)C(N[C@@H](CC1)C(N(CCC2=CC=CC=C2)C1=O)=O)=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.40 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: Ndunda B, Langat MK, Wanjohi JM, Midiwo JO, Kerubo LO. Alienusolin, a new 4α-deoxyphorbol ester derivative, and crotonimide C, a new glutarimide alkaloid from the Kenyan Croton alienus. Planta Med. 2013 Dec;79(18):1762-6. doi: 10.1055/s-0033-1351044. Epub 2013 Dec 19. PubMed PMID: 24356872. 2: Neves Filho RA, Westermann B, Wessjohann LA. Synthesis of (-)-julocrotine and a diversity oriented Ugi-approach to analogues and probes. Beilstein J Org Chem. 2011;7:1504-7. doi: 10.3762/bjoc.7.175. Epub 2011 Nov 7. PubMed PMID: 22238524; PubMed Central PMCID: PMC3252850. 3: Silva LL, Joussef AC. Synthesis of N-[(3S)-2,6-dioxo-1-(2-phenylethyl)-3-piperidinyl]-(2S)-2-methylbutanamide ((-)-julocrotine). J Nat Prod. 2011 Jun 24;74(6):1531-4. doi: 10.1021/np200234e. Epub 2011 May 5. PubMed PMID: 21545108. 4: Guimarães LR, Rodrigues AP, Marinho PS, Muller AH, Guilhon GM, Santos LS, do Nascimento JL, Silva EO. Activity of the julocrotine, a glutarimide alkaloid from Croton pullei var. glabrior, on Leishmania (L.) amazonensis. Parasitol Res. 2010 Oct;107(5):1075-81. doi: 10.1007/s00436-010-1973-0. Epub 2010 Jul 27. PubMed PMID: 20661748. 5: Aboagye FA, Sam GH, Massiot G, Lavaud C. Julocrotine, a glutarimide alkaloid from Croton membranaceus. Fitoterapia. 2000 Aug;71(4):461-2. PubMed PMID: 10925028. 6: Vallejos RH, Andreo CS. Alkaloids as inhibitors of photophosphorylation in spinach chloroplasts. Biochim Biophys Acta. 1974 Jan 18;333(1):141-8. PubMed PMID: 19397001.