Factumycin

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

MedKoo CAT#: 584758

CAS#: 84600-89-5

Description: Factumycin is an antibiotic from Streptomyces lavendulae.


Chemical Structure

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Factumycin
CAS# 84600-89-5

Theoretical Analysis

MedKoo Cat#: 584758
Name: Factumycin
CAS#: 84600-89-5
Chemical Formula: C44H62N2O10
Exact Mass: 778.4404
Molecular Weight: 778.984
Elemental Analysis: C, 67.84; H, 8.02; N, 3.60; O, 20.54

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: Factumycin; Antibiotic A 40A

IUPAC/Chemical Name: 2H-Pyran-2-acetamide, N-((2E,4E,6S,7S,9S,10E,12E,14E,16E)-18-(1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-pyridinyl)-8,9-dihydroxy-6-methoxy-5,7,17-trimethyl-18-oxo-2,4,10,12,14,16-octadecahexaenyl)-alpha-ethyltetrahydro-2,4-dihydroxy-5,5-dimethyl-6-((1E,3Z)-1,3-pentadienyl)-, (alphaS,2S,4S,6S)-

InChi Key: HMBDLBWGDMNPDW-DQTCXKJJSA-N

InChi Code: InChI=1S/C44H62N2O10/c1-10-12-16-24-36-43(6,7)35(49)28-44(54,56-36)32(11-2)41(52)45-26-20-19-22-30(4)40(55-9)31(5)39(51)34(48)23-18-15-13-14-17-21-29(3)38(50)37-33(47)25-27-46(8)42(37)53/h10,12-25,27,31-32,34-36,39-40,47-49,51,54H,11,26,28H2,1-9H3,(H,45,52)/b12-10-,15-13+,17-14+,20-19+,23-18+,24-16+,29-21+,30-22+/t31-,32+,34-,35-,36-,39?,40+,44-/m0/s1

SMILES Code: O=C(NC/C=C/C=C(C)/[C@@H](OC)[C@@H](C)C(O)[C@@H](O)/C=C/C=C/C=C/C=C(C)/C(C1=C(O)C=CN(C)C1=O)=O)[C@@H](CC)[C@]2(O)C[C@H](O)C(C)(C)[C@H](/C=C/C=C\C)O2

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

Preparing Stock Solutions

The following data is based on the product molecular weight 778.984 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

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1: Gullo VP, Zimmerman SB, Dewey RS, Hensens O, Cassidy PJ, Oiwa R, Omura S. Factumycin, a new antibiotic (A40A): fermentation, isolation and antibacterial spectrum. J Antibiot (Tokyo). 1982 Dec;35(12):1705-7. PubMed PMID: 7166535.

2: Gui C, Li Q, Mo X, Qin X, Ma J, Ju J. Discovery of a new family of Dieckmann cyclases essential to tetramic acid and pyridone-based natural products biosynthesis. Org Lett. 2015 Feb 6;17(3):628-31. doi: 10.1021/ol5036497. Epub 2015 Jan 26. PubMed PMID: 25621700.

3: Kakeya H, Morishita M, Ikeno A, Kobinata K, Yano T, Osada H. Factumycin and its new derivative RK-1009 enhance threonine-phosphorylation of a 60-kDa protein in Streptomyces griseus. J Antibiot (Tokyo). 1998 Oct;51(10):963-6. PubMed PMID: 9917012.

4: Charousová I, Medo J, Hleba L, Javoreková S. Streptomyces globosus DK15 and Streptomyces ederensis ST13 as new producers of factumycin and tetrangomycin antibiotics. Braz J Microbiol. 2018 Oct - Dec;49(4):816-822. doi: 10.1016/j.bjm.2017.12.007. Epub 2018 Mar 1. PubMed PMID: 29705162; PubMed Central PMCID: PMC6175699.

5: Maeda H, Bordner J, Cullen W, Huang L, Jefson M, Kaneda K, Niki K, Nishiyama S, Tone J, Whipple E. [UK-69,753, a new antibiotic related to efrotomycin and factumycin (A40A)]. Jpn J Antibiot. 1988 May;41(5):604. Japanese. PubMed PMID: 3216485.

6: Jefson MR, Bordner J, Reese CP, Whipple EB. UK-69,753, a novel member of the efrotomycin family of antibiotics. II. Structure determination and biological activity. J Antibiot (Tokyo). 1989 Nov;42(11):1610-8. PubMed PMID: 2584145.

7: Pacey MS, Jefson MR, Huang LH, Cullen WP, Maeda H, Tone J, Nishiyama S, Kaneda K, Ishiguro M. UK-69,753, a novel member of the efrotomycin family of antibiotics. I. Taxonomy of the producing organism, fermentation and isolation. J Antibiot (Tokyo). 1989 Oct;42(10):1453-9. PubMed PMID: 2808132.