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MedKoo Cat#: 585387 | Name: Enviomycin

Description:

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

Enviomycin isolated from an induced mutant of Streptomyces griseoverticillatus var. tuberacticus and acts as an antitubercular agent with less ototoxicity than tuberactinomycin.

Chemical Structure

Enviomycin
Enviomycin
CAS#33103-22-9 (free base)

Theoretical Analysis

MedKoo Cat#: 585387

Name: Enviomycin

CAS#: 33103-22-9 (free base)

Chemical Formula: C25H43N13O10

Exact Mass: 685.3256

Molecular Weight: 685.70

Elemental Analysis: C, 43.79; H, 6.32; N, 26.56; O, 23.33

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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Related CAS #
33103-22-9 (free base) 53760-33-1 (sulfate)
Synonym
Enviomycin
IUPAC/Chemical Name
3,6-diamino-N-[(6Z)-3-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-6-[(carbamoylamino)methylidene]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclohexadec-15-yl]-4-hydroxyhexanamide
InChi Key
HPWIIERXAFODPP-QPEQYQDCSA-N
InChi Code
InChI=1S/C25H43N13O10/c26-3-1-16(41)10(27)5-17(42)33-12-6-31-23(47)18(11-2-4-30-24(28)37-11)38-20(44)13(7-32-25(29)48)34-21(45)14(8-39)36-22(46)15(9-40)35-19(12)43/h7,10-12,14-16,18,39-41H,1-6,8-9,26-27H2,(H,31,47)(H,33,42)(H,34,45)(H,35,43)(H,36,46)(H,38,44)(H3,28,30,37)(H3,29,32,48)/b13-7-
SMILES Code
O=C(NC1C(NC(CO)C(NC(CO)C(N/C(C(NC(C2CCN=C(N)N2)C(NC1)=O)=O)=C\NC(N)=O)=O)=O)=O)CC(N)C(O)CCN
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 685.70 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: Tsukamura M, Ichiyama S, Miyachi T. Superiority of enviomycin or streptomycin over ethambutol in initial treatment of lung disease caused by Mycobacterium avium complex. Chest. 1989 May;95(5):1056-8. PubMed PMID: 2539957. 2: Yamamoto K, Aizawa H, Inoue I, Nagai S, Yamazaki M, Konishiike J, Kitatani F, Asahi T, Bessho M, Mitsufuji Y, Nakata S, Sugihara F, Tatsumi N, Kobayashi M, Matsutani Y, Yuba M, Okamoto S, Tsujimoto T, Yamaguchi S, Iwai K, Iwata S, Fukui S, Sawai A, Watanabe Y, Kakuno J, Nishizawa N. [A study on therapeutic effect of enviomycin (tuberactin) in retreatment for pulmonary tuberculosis (author's transl)]. Kekkaku. 1978 Feb;53(2):107-113. Japanese. PubMed PMID: 633702. 3: Tsukamura M, Yamori S. [Bactericidal activities of rifampicin, ethambutol, enviomycin and streptomycin on Mycobacterium avium-Mycobacterium intracellulare complex strains]. Kekkaku. 1990 Aug;65(8):519-25. Japanese. PubMed PMID: 2214513. 4: Kondo K, Kuze A, Sato S, Kurematu S, Tateno S, Shimizu T, Arima J, Yamamoto KI, Obara H, Hiraga H, Takada N, Kon Y, Takagi H, Kakinoki H, Mituka M, Ueda S, Takayama K, Ueda N, Kuwajima T, Sakai Y, Hamano E, Aikawa K, Hasegawa S, Abe M, Tanaka M, Yokoyama Y, Suzuki A. [A study on therapeutic effects of enviomycin in retreatment for drug resistant pulmonary tuberculosis (author's transl)]. Kekkaku. 1979 May;54(5):303-8. Japanese. PubMed PMID: 480779. 5: Ogiwara S. [Original treatment of pulmonary tuberculosis by enviomycin (EVM)]. Kekkaku. 1987 Sep;62(9):459-67. Japanese. PubMed PMID: 2828742. 6: Tsukamura M. [In vitro susceptibility testing of nontuberculous mycobacteria to streptomycin, kanamycin and enviomycin]. Kekkaku. 1989 Sep;64(9):557-62. Japanese. PubMed PMID: 2554046. 7: Ishikawa H, Nakashima N, Okada H, Tsutsumi T, Ishizaki T, Oka R, Oda T, Shigeno Y, Yamaguchi K, Nakatomi M, Hara K. [Tuberactinomycin-N (enviomycin-EVM) in the treatment of pulmonary tuberculosis (author's transl)]. Kekkaku. 1981 Jul;56(7):369-74. Japanese. PubMed PMID: 6276611. 8: Toyohara M. [Antibacterial activity of Enviomycin for atypical mycobacteria. 2. Animal experiments (author's transl)]. Kekkaku. 1979 Sep;54(9):461-5. Japanese. PubMed PMID: 502153. 9: Toyohara M. [Antibacterial activity of enviomycin for atypical mycobacteria. 1. Antibacterial activity in vitro (author's transl)]. Kekkaku. 1978 Apr;53(4):255-60. Japanese. PubMed PMID: 661057. 10: Nakamura Y, Miyazawa K, Iguchi K, Kitahara N, Komatsu Y, Wakahara M, Koiwai N, Uehara S, Nakagawa S, Shimizu T, Hayakawa M, Chiba S, Komori T. [A clinical study of enviomycin (EVM) for pulmonary tuberculosis and a case report of lung autopsy treated originally with EVM (author's transl)]. Kekkaku. 1978 May;53(5):299-306. Japanese. PubMed PMID: 671952. 11: Aizawa H, Hayashi H, Yamamoto N. [Side effect of enviomycin as the causative agent of the changes in serum electrolytes (author's transl)]. Kekkaku. 1980 Jan;55(1):1-5. Japanese. PubMed PMID: 7366064. 12: Yoshimoto K, Misaki K, Tsuneishi K, Kim S. [A case report on desensitization therapy of hypersensitivity to enviomycin (EVM) (author's transl)]. Kekkaku. 1977 Nov;52(11):587-9. Japanese. PubMed PMID: 599779. 13: Nakayama M, Natori Y, Tachi H, Yoshizawa M, Takayama S, Miura H, Kanayama M, Kamei T. Clinical investigation of vestibular damage by antituberculous drugs. Auris Nasus Larynx. 1986;13 Suppl 2:S181-92. PubMed PMID: 3493764. 14: Nakayama M, Miura H, Kamei T. Investigation of vestibular damage by antituberculous drugs. Acta Otolaryngol Suppl. 1991;481:481-5. PubMed PMID: 1927449. 15: Tsukamura M. [A comparison of the time of in vivo resistance development of tubercle bacilli to rifampicin, kanamycin, ethionamide, lividomycin, and enviomycin (tuberactinomycin-N) in patients with chronic cavitary tuberculosis (author's transl)]. Kekkaku. 1978 Oct;53(10):495-8. Japanese. PubMed PMID: 102861. 16: Kuramitsu I, Ando K, Ito N, Kishimoto K, Murase Y, Matsumura H, Matsui O, Miki S, Ito T, Yanagawa T, Tanaka S, Sakai M, Takeuchi J, Yamamoto Y, Suzuki S, Sata K, Ohbori K, Horie E, Sakurai K, Mori T, Nagami T, Adachi S, Oda T, Yamaguchi K, Takehisa R. [Clinical study of enviomycin (EVM) in pulmonary tuberculosis (author's transl)]. Kekkaku. 1978 Apr;53(4):269-73. Japanese. PubMed PMID: 661060. 17: Miwa T, Tsukamura M, Kawase Y, Mashima T, Horie S, Seki F, Hashizume T, Hayashi S, Kondo I, Ariga F, Tanaka A, Takase K, Kawai M, Tanii Y, Matsutani I, Koketsu Y. [Adverse reactions of enviomycin during treatment for pulmonary tuberculosis (author's transl)]. Kekkaku. 1980 Apr;55(4):201-6. Japanese. PubMed PMID: 7392350. 18: Selvakumar N, Kumar V, Acharyulu GS, Rehman F, Paramasivan CN, Prabhakar R. Susceptibility of south Indian strains of Mycobacterium tuberculosis to tuberactinomycin. Indian J Med Res. 1992 May;95:101-4. PubMed PMID: 1506058. 19: Yamada T, Teshima T, Shiba T, Nierhaus KH. The translocation inhibitor tuberactinomycin binds to nucleic acids and blocks the in vitro assembly of 50S subunits. Nucleic Acids Res. 1980 Dec 11;8(23):5767-77. PubMed PMID: 6258151; PubMed Central PMCID: PMC324340. 20: Yamada T. The role of ribosomes in the sensitivity of mycobacteria to tuberactinomycin. Microbiol Immunol. 1987;31(2):179-81. PubMed PMID: 3037284.