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MedKoo Cat#: 585211 | Name: Squamotacin

Description:

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

Squamotacin is an annonaceous acetogenin with cytotoxic selectivity for the human prostate tumor cell line (PC-3).

Chemical Structure

Squamotacin
Squamotacin
CAS#174158-66-8

Theoretical Analysis

MedKoo Cat#: 585211

Name: Squamotacin

CAS#: 174158-66-8

Chemical Formula: C37H66O7

Exact Mass: 622.4809

Molecular Weight: 622.93

Elemental Analysis: C, 71.34; H, 10.68; O, 17.98

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
Squamotacin
IUPAC/Chemical Name
(2S)-4-[(2R,11R)-2,11-dihydroxy-11-[(5R)-5-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]oxolan-2-yl]undecyl]-2-methyl-2H-furan-5-one
InChi Key
GXZZLWVQYXFTJE-DACSEHCNSA-N
InChi Code
InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-11-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30+,31-,32+,33+,34?,35+,36+/m0/s1
SMILES Code
O=C1C(C[C@H](O)CCCCCCCC[C@@H](O)C2O[C@@H]([C@@H]3O[C@@H]([C@@H](O)CCCCCCCCCCCC)CC3)CC2)=C[C@H](C)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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 622.93 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: Narayanan M, Leung SA, Inaba Y, Elguindy MM, Nakamaru-Ogiso E. Semiquinone intermediates are involved in the energy coupling mechanism of E. coli complex I. Biochim Biophys Acta. 2015 Aug;1847(8):681-9. doi: 10.1016/j.bbabio.2015.04.004. Epub 2015 Apr 11. PubMed PMID: 25868873; PubMed Central PMCID: PMC4458183. 2: Hopp DC, Zeng L, Gu Z, McLaughlin JL. Squamotacin: an annonaceous acetogenin with cytotoxic selectivity for the human prostate tumor cell line (PC-3). J Nat Prod. 1996 Feb;59(2):97-9. PubMed PMID: 8991957. 3: Nakamaru-Ogiso E, Narayanan M, Sakyiama JA. Roles of semiquinone species in proton pumping mechanism by complex I. J Bioenerg Biomembr. 2014 Aug;46(4):269-77. doi: 10.1007/s10863-014-9557-9. Epub 2014 Jul 31. Review. PubMed PMID: 25077450; PubMed Central PMCID: PMC4145342.