MedKoo Cat#: 596088 | Name: Jacozine

Description:

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

Jacozine is an alkaloid found in ragwort.

Chemical Structure

Jacozine
Jacozine
CAS#5532-23-0

Theoretical Analysis

MedKoo Cat#: 596088

Name: Jacozine

CAS#: 5532-23-0

Chemical Formula: C18H23NO6

Exact Mass: 349.1525

Molecular Weight: 349.38

Elemental Analysis: C, 61.88; H, 6.64; N, 4.01; O, 27.48

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
Jacozine;
IUPAC/Chemical Name
(2S,3S,6'R,9a1'R,14a'R)-6'-hydroxy-3,6'-dimethyl-5'-methylene-5',6',9',9a1',11',13',14',14a'-octahydro-2'H-spiro[oxirane-2,3'-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine]-2',7'(4'H)-dione
InChi Key
XCEPKQNOWNOSFH-CGPXFRKCSA-N
InChi Code
InChI=1S/C18H23NO6/c1-10-8-18(11(2)25-18)16(21)24-13-5-7-19-6-4-12(14(13)19)9-23-15(20)17(10,3)22/h4,11,13-14,22H,1,5-9H2,2-3H3/t11-,13+,14+,17+,18-/m0/s1
SMILES Code
O=C(O[C@]1([H])CCN2[C@]1([H])C(COC([C@@]3(O)C)=O)=CC2)[C@]4(O[C@H]4C)CC3=C
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 349.38 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: Joosten L, Cheng D, Mulder PP, Vrieling K, van Veen JA, Klinkhamer PG. The genotype dependent presence of pyrrolizidine alkaloids as tertiary amine in Jacobaea vulgaris. Phytochemistry. 2011 Feb;72(2-3):214-22. doi: 10.1016/j.phytochem.2010.11.013. Epub 2010 Dec 13. PubMed PMID: 21159354. 2: Li SL, Lin G, Fu PP, Chan CL, Li M, Jiang ZH, Zhao ZZ. Identification of five hepatotoxic pyrrolizidine alkaloids in a commonly used traditional Chinese medicinal herb, Herba Senecionis scandentis (Qianliguang). Rapid Commun Mass Spectrom. 2008;22(4):591-602. doi: 10.1002/rcm.3398. PubMed PMID: 18220326. 3: Tundis R, Loizzo MR, Statti GA, Passalacqua NG, Peruzzi L, Menichini F. Pyrrolizidine alkaloid profiles of the Senecio cineraria group (Asteraceae). Z Naturforsch C. 2007 Jul-Aug;62(7-8):467-72. PubMed PMID: 17913058. 4: Christov VS, Mikhova BP, Evstatieva LN. Alkaloids from Senecio aquaticus. Fitoterapia. 2002 Apr;73(2):171-3. PubMed PMID: 11978435. 5: Crews C, Startin JR, Clarke PA. Determination of pyrrolizidine alkaloids in honey from selected sites by solid phase extraction and HPLC-MS. Food Addit Contam. 1997 Jul;14(5):419-28. PubMed PMID: 9328525. 6: Dueker SR, Lamé MW, Segall HJ. Hydrolysis rates of pyrrolizidine alkaloids derived from Senecio jacobaea. Arch Toxicol. 1995;69(10):725-8. PubMed PMID: 8572933. 7: Goeger DE, Cheeke PR, Ramsdell HS, Nicholson SS, Buhler DR. Comparison of the toxicities of Senecio jacobaea, Senecio vulgaris and Senecio glabellus in rats. Toxicol Lett. 1983 Jan;15(1):19-23. PubMed PMID: 6836586. 8: Deinzer ML, Thomson PA, Burgett DM, Isaacson DL. Pyrrolizidine alkaloids: their occurrence in honey from tansy ragwort (Senecio jacobaea L.) Science. 1977 Feb 4;195(4277):497-9. PubMed PMID: 835011.