MedKoo Cat#: 559047 | Name: Laureatin

Description:

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

Laureatin is an extract of sea hare, Aplysia dactylomela.

Chemical Structure

Laureatin
Laureatin
CAS#18762-30-6

Theoretical Analysis

MedKoo Cat#: 559047

Name: Laureatin

CAS#: 18762-30-6

Chemical Formula: C15H20Br2O2

Exact Mass: 389.9830

Molecular Weight: 392.13

Elemental Analysis: C, 45.95; H, 5.14; Br, 40.75; O, 8.16

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 #
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Synonym
Laureatin;
IUPAC/Chemical Name
(E)-6-bromo-4-(1-bromopropyl)-2-(pent-2-en-4-yn-1-yl)-3,8-dioxabicyclo[5.1.1]nonane
InChi Key
QVSXXUNREJZJAN-AATRIKPKSA-N
InChi Code
InChI=1S/C15H20Br2O2/c1-3-5-6-7-12-15-9-14(19-15)11(17)8-13(18-12)10(16)4-2/h1,5-6,10-15H,4,7-9H2,2H3/b6-5+
SMILES Code
C#C/C=C/CC1C(C2)OC2C(Br)CC(C(Br)CC)O1
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 392.13 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: Keshipeddy S, Martínez I, Castillo BF 2nd, Morton MD, Howell AR. Toward a formal synthesis of laureatin: unexpected rearrangements involving cyclic ether nucleophiles. J Org Chem. 2012 Sep 21;77(18):7883-90. Epub 2012 Sep 5. PubMed PMID: 22913294. 2: Kim H, Lee H, Lee D, Kim S, Kim D. Asymmetric total syntheses of (+)-3-(z)-laureatin and (+)-3-(z)-isolaureatin by "lone pair-lone pair interaction-controlled" isomerization. J Am Chem Soc. 2007 Feb 28;129(8):2269-74. Epub 2007 Feb 6. PubMed PMID: 17279755. 3: Suzuki M, Takahashi Y, Nakano S, Abe T, Masuda M, Ohnishi T, Noya Y, Seki K. An experimental approach to study the biosynthesis of brominated metabolites by the red algal genus Laurencia. Phytochemistry. 2009 Jul-Aug;70(11-12):1410-5. doi: 10.1016/j.phytochem.2009.07.038. Epub 2009 Sep 4. PubMed PMID: 19733868.