MedKoo Cat#: 598433 | Name: Latifoline

Description:

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

Latifoline is a new alkaloid from Funtumia latifolia Stapf. barks.

Chemical Structure

Latifoline
Latifoline
CAS#4438-06-6

Theoretical Analysis

MedKoo Cat#: 598433

Name: Latifoline

CAS#: 4438-06-6

Chemical Formula: C22H35NO

Exact Mass: 329.2719

Molecular Weight: 329.52

Elemental Analysis: C, 80.19; H, 10.71; N, 4.25; O, 4.86

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
Latifoline;
IUPAC/Chemical Name
(3S,3aS,5aS,5bR,9S,11aR,11bS)-2,3,11a-trimethyl-2,3,3a,4,5,5a,5b,6,8,9,10,11,11a,11b,12,13-hexadecahydro-1H-naphtho[2',1':4,5]indeno[1,7a-c]pyrrol-9-ol
InChi Key
KCXUKADVTVDPOM-HEBIFMERSA-N
InChi Code
InChI=1S/C22H35NO/c1-14-18-6-7-20-17-5-4-15-12-16(24)8-10-21(15,2)19(17)9-11-22(18,20)13-23(14)3/h4,14,16-20,24H,5-13H2,1-3H3/t14-,16-,17+,18+,19-,20-,21-,22?/m0/s1
SMILES Code
C[C@H]1[C@H]2CC[C@@H]3C2(CN1C)CC[C@H]4[C@H]3CC=C5[C@]4(C)CC[C@H](O)C5
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 329.52 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: Drutu I, Krygowski ES, Wood JL. Reactive enols in synthesis 2. Synthesis of (+)-latifolic acid and (+)-latifoline. J Org Chem. 2001 Oct 19;66(21):7025-9. PubMed PMID: 11597224. 2: Hincks JR, Kim HY, Segall HJ, Molyneux RJ, Stermitz FR, Coulombe RA Jr. DNA cross-linking in mammalian cells by pyrrolizidine alkaloids: structure-activity relationships. Toxicol Appl Pharmacol. 1991 Oct;111(1):90-8. PubMed PMID: 1949039. 3: JANOT MM, QUI KH, GOUTAREL R. [Steroid alkaloids. Structure of latifoline, a new alkaloid from Funtumia latifolia Stapf. barks]. C R Hebd Seances Acad Sci. 1962 Feb 12;254:1326-8. French. PubMed PMID: 14451176. 4: Kim HY, Stermitz FR, Molyneux RJ, Wilson DW, Taylor D, Coulombe RA Jr. Structural influences on pyrrolizidine alkaloid-induced cytopathology. Toxicol Appl Pharmacol. 1993 Sep;122(1):61-9. PubMed PMID: 8378933.