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MedKoo Cat#: 461459 | Name: Griselimycin

Description:

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

Griselimycin is a natural antimycobacterial product isolated a half century ago that is currently being pursued as a treatment for tuberculosis.

Chemical Structure

Griselimycin
Griselimycin
CAS#26034-16-2

Theoretical Analysis

MedKoo Cat#: 461459

Name: Griselimycin

CAS#: 26034-16-2

Chemical Formula: C57H96N10O12

Exact Mass: 1112.7209

Molecular Weight: 1113.45

Elemental Analysis: C, 61.49; H, 8.69; N, 12.58; O, 17.24

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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Synonym
Griselimycin; Grisellimycin B; RP-11072-B; RP11072-B; RP 11072-B;
IUPAC/Chemical Name
(2R,4R)-1-(N-acetyl-N-methyl-L-valyl)-N,4-dimethyl-N-((2S,6S,9S,10R,16R,18aS,24R,27S,29aS)-6,16,27-tri((S)-sec-butyl)-24-isopropyl-2,10,17,25-tetramethyl-5,8,12,15,18,23,26,29-octaoxohexacosahydro-1H,12H-dipyrrolo[2,1-i:2',1'-r][1]oxa[4,7,10,13,16,19,22]heptaazacyclopentacosin-9-yl)pyrrolidine-2-carboxamide
InChi Key
BVCBJSHZCAWDPE-QFCOSRAZSA-N
InChi Code
InChI=1S/C57H96N10O12/c1-19-34(10)43-54(75)62(16)46(31(6)7)56(77)65-24-22-23-39(65)52(73)63(17)47(36(12)21-3)50(71)58-27-42(69)79-37(13)48(51(72)60-44(35(11)20-2)55(76)66-28-32(8)25-40(66)49(70)59-43)64(18)53(74)41-26-33(9)29-67(41)57(78)45(30(4)5)61(15)38(14)68/h30-37,39-41,43-48H,19-29H2,1-18H3,(H,58,71)(H,59,70)(H,60,72)/t32-,33+,34-,35-,36-,37+,39-,40-,41+,43-,44-,45-,46+,47+,48-/m0/s1
SMILES Code
C[C@@H](CC)[C@H](C(NCC(O[C@H](C)[C@H](N(C([C@@H]1N(C([C@@H](N(C(C)=O)C)C(C)C)=O)C[C@H](C)C1)=O)C)C(N[C@H](C(N2[C@@H](C[C@@H](C2)C)C(N[C@H](C(N(C)[C@@H]3C(C)C)=O)[C@H](CC)C)=O)=O)[C@H](CC)C)=O)=O)=O)N(C)C([C@@H]4CCCN4C3=O)=O
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 1,113.45 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: Kling A, Lukat P, Almeida DV, Bauer A, Fontaine E, Sordello S, Zaburannyi N, Herrmann J, Wenzel SC, König C, Ammerman NC, Barrio MB, Borchers K, Bordon-Pallier F, Brönstrup M, Courtemanche G, Gerlitz M, Geslin M, Hammann P, Heinz DW, Hoffmann H, Klieber S, Kohlmann M, Kurz M, Lair C, Matter H, Nuermberger E, Tyagi S, Fraisse L, Grosset JH, Lagrange S, Müller R. Antibiotics. Targeting DnaN for tuberculosis therapy using novel griselimycins. Science. 2015 Jun 5;348(6239):1106-12. doi: 10.1126/science.aaa4690. PubMed PMID: 26045430. 2: Holzgrabe U. New Griselimycins for Treatment of Tuberculosis. Chem Biol. 2015 Aug 20;22(8):981-2. doi: 10.1016/j.chembiol.2015.08.002. PubMed PMID: 26295835. 3: Herrmann J, Lukežič T, Kling A, Baumann S, Hüttel S, Petković H, Müller R. Strategies for the Discovery and Development of New Antibiotics from Natural Products: Three Case Studies. Curr Top Microbiol Immunol. 2016;398:339-363. doi: 10.1007/82_2016_498. Review. PubMed PMID: 27738913. 4: Terlain B, Thomas JP. [Structure of griselimycin, polypeptide antibiotic extracted from streptomyces cultures. II. Structure of griselimycin]. Bull Soc Chim Fr. 1971 Jun;6:2357-62. French. PubMed PMID: 5568643. 5: Terlain B, Thomas JP. [Structure of griselimycin, polypeptide antibiotic extracted from streptomyces cultures. 3. Products related to griselimycin]. Bull Soc Chim Fr. 1971 Jun;6:2363-5. French. PubMed PMID: 5568644. 6: Terlain B, Thomas JP. [Structure of griselimycin, polypeptide antibiotic extracted Streptomyces cultures. I. Identification of the products liberated by hydrolysis]. Bull Soc Chim Fr. 1971 Jun;6:2349-56. French. PubMed PMID: 5568642. 7: Klahn P, Brönstrup M. New Structural Templates for Clinically Validated and Novel Targets in Antimicrobial Drug Research and Development. Curr Top Microbiol Immunol. 2016;398:365-417. doi: 10.1007/82_2016_501. Review. PubMed PMID: 27704270. 8: Fredersdorf M, Kurz M, Bauer A, Ebert MO, Rigling C, Lannes L, Thiele CM. Conformational Analysis of an Antibacterial Cyclodepsipeptide Active against Mycobacterium tuberculosis by a Combined ROE and RDC Analysis. Chemistry. 2017 Apr 27;23(24):5729-5735. doi: 10.1002/chem.201605143. Epub 2017 Mar 9. PubMed PMID: 28106929. 9: Wink J, Schumann P, Atasayar E, Klenk HP, Zaburannyi N, Westermann M, Martin K, Glaeser SP, Kämpfer P. 'Streptomyces caelicus', an antibiotic-producing species of the genus Streptomyces, and Streptomyces canchipurensis Li et al. 2015 are later heterotypic synonyms of Streptomyces muensis Ningthoujam et al. 2014. Int J Syst Evol Microbiol. 2017 Apr;67(3):548-556. doi: 10.1099/ijsem.0.001612. Epub 2017 Apr 3. PubMed PMID: 27902313.

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