MedKoo Cat#: 574238 | Name: (+)-Macrosphelide A
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Description:

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

(+)-Macrosphelide A is a fungal metabolite that inhibits adhesion of HL-60 human leukemia cells to human umbilical vein endothelial cells (HUVECs) in a concentration-dependent manner. It also inhibits the growth of SKOV3 ovarian cancer cells in a concentration-dependent manner. (+)-Macrosphelide A inhibits the growth of Gram-positive bacteria, including B. subtilis, M. luteus, B. thuringiensis, and S. aureus but not Gram-negative bacteria or fungi.

Chemical Structure

(+)-Macrosphelide A
(+)-Macrosphelide A
CAS#172923-77-2

Theoretical Analysis

MedKoo Cat#: 574238

Name: (+)-Macrosphelide A

CAS#: 172923-77-2

Chemical Formula: C16H22O8

Exact Mass: 342.1315

Molecular Weight: 342.34

Elemental Analysis: C, 56.14; H, 6.48; O, 37.39

Price and Availability

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5mg USD 835.00 2 weeks
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Related CAS #
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Synonym
(+)-Macrosphelide A
IUPAC/Chemical Name
9R,15R-dihydroxy-4S,10S,16S-trimethyl-1,5,11-trioxacyclohexadeca-7E,13E-diene-2,6,12-trione
InChi Key
MJMMUATWVTYSFD-FTXQSDARSA-N
InChi Code
InChI=1S/C16H22O8/c1-9-8-16(21)24-11(3)13(18)5-7-15(20)23-10(2)12(17)4-6-14(19)22-9/h4-7,9-13,17-18H,8H2,1-3H3/b6-4+,7-5+/t9-,10-,11-,12+,13+/m0/s1
SMILES Code
O=C(O[C@@H](C)[C@H](O)/C=C/C1=O)C[C@H](C)OC(/C=C/[C@@H](O)[C@H](C)O1)=O
Appearance
Solid powder
Purity
>95% (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 342.34 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. Ono, M., Nakamura, H., Konno, F., et al. Total syntheses of macrosphelides (+)-A, (−)-A and (+)-E. Tetrahedron-Asymmetr. 11(13), 2753-2764 (2000). 2. Heo, Y.M., Lee, H., Shin, Y.K., et al. Development of an advanced synthetic route to macrosphelides and its application to the discovery of a more potent macrosphelide derivative. Molecules 19(10), 15572-15583 (2014). 3. Tomprefa, N., McQuilken, M.P., Hill, R.A., et al. Antimicrobial activity of Coniothyrium minitans and its macrolide antibiotic macrosphelide A. J. Appl. Microbiol. 106(6), 2048-2056 (2009).