MedKoo Cat#: 464053 | Name: Carbazomycin B

Description:

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

Carbazomycin B is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities. It is active against a panel of seven fungi and a panel of seven bacteria, as well as P. falciparum and C. albicans. It is also active against a panel of five plant pathogenic fungi. Carbazomycin B is cytotoxic to MCF-7, KB, NCI H187, and Vero cells. It also inhibits 5-lipoxygenase (5-LO) activity in RBL-1 cell extracts (IC50 = 1.5 µM).

Chemical Structure

Carbazomycin B
Carbazomycin B
CAS#75139-38-7

Theoretical Analysis

MedKoo Cat#: 464053

Name: Carbazomycin B

CAS#: 75139-38-7

Chemical Formula: C15H15NO2

Exact Mass: 241.1103

Molecular Weight: 241.29

Elemental Analysis: C, 74.67; H, 6.27; N, 5.81; O, 13.26

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Synonym
Carbazomycin B; Carbazomycin-B;
IUPAC/Chemical Name
3-methoxy-1,2-dimethyl-9H-carbazol-4-ol
InChi Key
OBMFXFPFPDTBHG-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H15NO2/c1-8-9(2)15(18-3)14(17)12-10-6-4-5-7-11(10)16-13(8)12/h4-7,16-17H,1-3H3
SMILES Code
OC1=C2C3=CC=CC=C3NC2=C(C(C)=C1OC)C
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
>2 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
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 241.29 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: Feng Z, Chen G, Zhang J, Zhu H, Yu X, Yin Y, Zhang X. Characterization and Complete Genome Analysis of the Carbazomycin B-Producing Strain Streptomyces luteoverticillatus SZJ61. Curr Microbiol. 2019 Sep;76(9):982-987. doi: 10.1007/s00284-019-01711-x. Epub 2019 Jun 5. PMID: 31168648. 2: Wu S, Harada S, Morikawa T, Nishida A. Total Synthesis of Carbazomycins A and B. Chem Pharm Bull (Tokyo). 2018;66(2):178-183. doi: 10.1248/cpb.c17-00851. PMID: 29386469. 3: Sako M, Ichinose K, Takizawa S, Sasai H. Short Syntheses of 4-Deoxycarbazomycin B, Sorazolon E, and (+)-Sorazolon E2. Chem Asian J. 2017 Jun 19;12(12):1305-1308. doi: 10.1002/asia.201700471. Epub 2017 May 16. PMID: 28418587. 4: Markad SB, Argade NP. Diversity oriented convergent access for collective total synthesis of bioactive multifunctional carbazole alkaloids: synthesis of carbazomycin A, carbazomycin B, hyellazole, chlorohyellazole, and clausenaline D. Org Lett. 2014 Oct 17;16(20):5470-3. doi: 10.1021/ol502721r. Epub 2014 Oct 9. PMID: 25296703. 5: Kato S, Kawasaki T, Urata T, Mochizuki J. In vitro and ex vivo free radical scavenging activities of carazostatin, carbazomycin B and their derivatives. J Antibiot (Tokyo). 1993 Dec;46(12):1859-65. doi: 10.7164/antibiotics.46.1859. PMID: 8294245. 6: Iwatsuki M, Niki E, Kato S. Antioxidant activities of natural and synthetic carbazoles. Biofactors. 1993 May;4(2):123-8. PMID: 8394091. 7: Kaneda M, Kitahara T, Yamasaki K, Nakamura S. Biosynthesis of carbazomycin B. II. Origin of the whole carbon skeleton. J Antibiot (Tokyo). 1990 Dec;43(12):1623-6. doi: 10.7164/antibiotics.43.1623. PMID: 2276984. 8: Hook DJ, Yacobucci JJ, O'Connor S, Lee M, Kerns E, Krishnan B, Matson J, Hesler G. Identification of the inhibitory activity of carbazomycins B and C against 5-lipoxygenase, a new activity for these compounds. J Antibiot (Tokyo). 1990 Oct;43(10):1347-8. doi: 10.7164/antibiotics.43.1347. PMID: 2258335. 9: Yamasaki K, Kaneda M, Watanabe K, Ueki Y, Ishimaru K, Nakamura S, Nomi R, Yoshida N, Nakajima T. New antibiotics, carbazomycins A and B. III. Taxonomy and biosynthesis. J Antibiot (Tokyo). 1983 May;36(5):552-8. doi: 10.7164/antibiotics.36.552. PMID: 6874571. 10: Sakano K, Nakamura S. New antibiotics, carbazomycins A and B. II. Structural elucidation. J Antibiot (Tokyo). 1980 Sep;33(9):961-6. doi: 10.7164/antibiotics.33.961. PMID: 7440417. 11: Sakano K, Ishimaru K, Nakamura S. New antibiotics, carbazomycins A and B. I. Fermentation, extraction, purification and physico-chemical and biological properties. J Antibiot (Tokyo). 1980 Jul;33(7):683-9. doi: 10.7164/antibiotics.33.683. PMID: 7410212.