Luminamicin

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MedKoo CAT#: 527984

CAS#: 99820-21-0

Description: Luminamicin is active against anaerobic bacteria, especially Clostridium sp.; isolated from actinomycete strain OMR-59.


Chemical Structure

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Luminamicin
CAS# 99820-21-0

Theoretical Analysis

MedKoo Cat#: 527984
Name: Luminamicin
CAS#: 99820-21-0
Chemical Formula: C32H43O12
Exact Mass: 619.28
Molecular Weight: 619.684
Elemental Analysis: C, 62.02; H, 6.99; O, 30.98

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Luminamicin

IUPAC/Chemical Name: 1,24-Methano-1H,9H,15H-furo(3',4':10,11)(1,7)dioxacyclotetradecino(4,3-e)pyrano(2,3-i)(4)benzoxecin-6,13,15,18(3ah)-tetrone, 4,5,7a,8,16,17,20,20a,24,25,26,26a-dodecahydro-8,26-dihydroxy-22,25-dimethyl-5-methoxy-

InChi Key: GMJLNBXTJZQZBR-QBSSALJOSA-N

InChi Code: InChI=1S/C32H43O12/c1-17-6-7-19-14-44(38)15-20(19)11-27(35)42-28(36)13-25-29-18(2)31(37)32-21(5-4-10-43(32)16-26(29)41-17)30(39-3)24(34)12-22(32)23(33)8-9-40-25/h6,18,21-23,26,30-31,33,37H,4-5,7-16H2,1-3H3/b17-6+,29-25+

SMILES Code: O=C(C(OC)C1CCCO2CC/3O/C(C)=C/CC4=C(CO(C4)=O)CC5=O)CC6C12C(O)C(C)C3=C(CC(O5)=O)/OCCC6O

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 619.68 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:
In vitro protocol:
In vivo protocol:

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1: Ando H, Kimishima A, Ohara M, Hirose T, Matsumaru T, Takada H, Morodome K, Miyamoto T, Sugawara A, Ōmura S, Sunazuka T. Toward the total synthesis of luminamicin; an anaerobic antibiotic: construction of highly functionalized cis-decalin containing a bridged ether moiety. J Antibiot (Tokyo). 2018 Feb;71(2):268-272. doi: 10.1038/ja.2017.77. Epub 2017 Jul 5. PubMed PMID: 28676718.

2: Gouda H, Sunazuka T, Ui H, Handa M, Sakoh Y, Iwai Y, Hirono S, Omura S. Stereostructure of luminamicin, an anaerobic antibiotic, via molecular dynamics, NMR spectroscopy, and the modified Mosher method. Proc Natl Acad Sci U S A. 2005 Dec 20;102(51):18286-91. Epub 2005 Dec 12. PubMed PMID: 16344486; PubMed Central PMCID: PMC1317948.

3: Rasmussen RR, Scherr MH, Whittern DN, Buko AM, McAlpine JB. Coloradocin, an antibiotic from a new Actinoplanes. II. Identity with luminamicin and elucidation of structure. J Antibiot (Tokyo). 1987 Oct;40(10):1383-93. PubMed PMID: 3680004.

4: Jackson M, Karwowski JP, Theriault RJ, Fernandes PB, Semon RC, Kohl WL. Coloradocin, an antibiotic from a new Actinoplanes. I. Taxonomy, fermentation and biological properties. J Antibiot (Tokyo). 1987 Oct;40(10):1375-82. PubMed PMID: 3680003.

5: Taga S, Takahashi Y, Iwai Y, Omura S. Taxonomic study of luminamicin-producing actinomycete strain OMR-59. Kitasato Arch Exp Med. 1987 Jun;60(1-2):15-24. PubMed PMID: 3669500.

6: Tomoda H, Iwata R, Takahashi Y, Iwai Y, Oiwa R, Omura S. Lustromycin, a new antibiotic produced by Streptomyces sp. J Antibiot (Tokyo). 1986 Sep;39(9):1205-10. PubMed PMID: 3781918.

7: Omura S, Iwata R, Iwai Y, Taga S, Tanaka Y, Tomoda H. Luminamicin, a new antibiotic. Production, isolation and physico-chemical and biological properties. J Antibiot (Tokyo). 1985 Oct;38(10):1322-6. PubMed PMID: 3840790.