MedKoo Cat#: 576912 | Name: Geninthiocin A
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Description:

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

Geninthiocin A is a cyclic thiopeptide bacterial metabolite originally isolated from Streptomyces sp. DD84. It is active against a variety of Gram-positive bacteria, the Gram-negative bacterium C. violaceum, and the fungus M. hiemalis. Geninthiocin A also induces tipA promoter transcription with a minimum induction concentration of 1.2 ng/ml.

Chemical Structure

Geninthiocin A
Geninthiocin A
CAS#158792-27-9

Theoretical Analysis

MedKoo Cat#: 576912

Name: Geninthiocin A

CAS#: 158792-27-9

Chemical Formula: C50H49N15O15S

Exact Mass: 1131.3253

Molecular Weight: 1132.09

Elemental Analysis: C, 53.05; H, 4.36; N, 18.56; O, 21.20; S, 2.83

Price and Availability

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500µg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Geninthiocin A; NSC676674; NSC 676674; NSC-676674
IUPAC/Chemical Name
(12Z,32Z,102Z,202Z,6S,9Z,16S)-N-(3-((3-amino-3-oxoprop-1-en-2-yl)amino)-3-oxoprop-1-en-2-yl)-9-ethylidene-6-((R)-1-hydroxyethyl)-16-(2-hydroxypropan-2-yl)-205-methyl-13,19,23,26-tetramethylene-4,7,11,14,17,21,24-heptaoxo-5,8,12,15,18,22,25-heptaaza-1(4,2),10,20(2,4)-trioxazola-3(2,4)-thiazola-2(2,3)-pyridinacyclohexacosaphane-26-carboxamide
InChi Key
JNUIXQXFKIJDIV-AQJAKWKPSA-N
InChi Code
InChI=1S/C50H49N15O15S/c1-12-27-48-61-30(16-79-48)41(72)54-21(5)39(70)65-35(50(10,11)77)45(76)57-23(7)47-64-33(25(9)80-47)44(75)55-20(4)38(69)56-22(6)46-60-29(15-78-46)34-26(49-62-31(17-81-49)42(73)63-32(24(8)66)43(74)59-27)13-14-28(58-34)40(71)53-19(3)37(68)52-18(2)36(51)67/h12-17,24,32,35,66,77H,2-7H2,1,8-11H3,(H2,51,67)(H,52,68)(H,53,71)(H,54,72)(H,55,75)(H,56,69)(H,57,76)(H,59,74)(H,63,73)(H,65,70)/b27-12-/t24-,32+,35-/m1/s1
SMILES Code
O=C(N[C@]([C@@H](C)O)([H])C(N/C(C1=NC(C(NC2=C)=O)=CO1)=C\C)=O)C3=CSC(C4=C(C5=COC(C(NC(C(NC(C6=C(C)OC(C(NC([C@H](C(O)(C)C)NC2=O)=O)=C)=N6)=O)=C)=O)=C)=N5)N=C(C(NC(C(NC(C(N)=O)=C)=O)=C)=O)C=C4)=N3
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
Specific solubility to be determined | Soluble in DMF and DMSO, Slightly soluble in Ethanol
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Product Data
Biological target:
A cyclic thiopeptide bacterial metabolite.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 1,132.09 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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1. Yun, B.-S., Hidaka, T., Furihata, K., et al. Microbial metabolites with tipA promoter inducing activity. II. Geninthiocin, a novel thiopeptide produced by Streptomyces sp. DD84. J. Antibiot. (Tokyo) 47(9), 969-975 (1994). 2. Iniyan, A.M., Sudarman, E., Wink, J., et al. Ala-geninthiocin, a new broad spectrum thiopeptide antibiotic, produced by a marine Streptomyces sp. ICN19. J. Antibiot. (Tokyo) 72(2), 99-105 (2019).