MedKoo Cat#: 585226 | Name: Stubomycin

Description:

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

Stubomycin is an antitumor antibiotic.

Chemical Structure

Stubomycin
Stubomycin
CAS#77642-19-4

Theoretical Analysis

MedKoo Cat#: 585226

Name: Stubomycin

CAS#: 77642-19-4

Chemical Formula: C29H35NO5

Exact Mass: 477.2515

Molecular Weight: 477.60

Elemental Analysis: C, 72.93; H, 7.39; N, 2.93; O, 16.75

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 #
No Data
Synonym
Stubomycin; Hitachimycin
IUPAC/Chemical Name
Cyclopent(i)azacyclononadecine-7,17(8H,19H)-dione, 9,10,13,14,15,16,20,20a-octahydro-15,18-dihydroxy-19-methoxy-2-methyl-9-phenyl-
InChi Key
PLQKHNPZPRTISL-GJBOYSJPSA-N
InChi Code
InChI=1S/C29H35NO5/c1-20-11-9-10-16-27(33)30-24(21-12-5-3-6-13-21)15-8-4-7-14-23(31)19-25(32)28-22(17-20)18-26(35-2)29(28)34/h3-6,8-13,16-17,22-24,26,31,34H,7,14-15,18-19H2,1-2H3,(H,30,33)/b8-4+,11-9+,16-10+,20-17+
SMILES Code
O=C(/C=C/C=C/C(C)=C/C1C2=C(O)C(OC)C1)NC(C3=CC=CC=C3)C/C=C/CCC(O)CC2=O
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 477.60 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: Umezawa I, Takeshima H, Komiyama K, Koh Y, Yamamoto H, Kawaguchi M. A new antitumor antibiotic, stubomycin. J Antibiot (Tokyo). 1981 Mar;34(3):259-65. PubMed PMID: 7275806. 2: Komiyama K, Edanami K, Yamamoto H, Umezawa I. Antitumor activity of a new antitumor antibiotic, stubomycin. J Antibiot (Tokyo). 1982 Jun;35(6):703-6. PubMed PMID: 7118726. 3: Komiyama K, Iwasaki K, Miura M, Yamamoto H, Nozawa Y, Umezawa I. Mechanism of action of antitumor antibiotic stubomycin. J Antibiot (Tokyo). 1985 Nov;38(11):1614-6. PubMed PMID: 3908428. 4: Komiyama K, Edanami K, Tanoh A, Yamamoto H, Umezawa I. Studies on the biological activity of stubomycin. J Antibiot (Tokyo). 1983 Mar;36(3):301-11. PubMed PMID: 6833150. 5: Umezawa I. [Biological activities of a new antitumor antibiotics]. Gan To Kagaku Ryoho. 1984 Dec;11(12 Pt 2):2674-80. Japanese. PubMed PMID: 6439122. 6: Oiwa R, Iwai Y, Takahashi Y, Kitao K, Omura S. Taxonomic studies of a stubomycin--(hitachimycin)--producing actinomycete. Kitasato Arch Exp Med. 1982 Dec;55(3-4):119-24. PubMed PMID: 7186077. 7: Kudo F, Kawamura K, Uchino A, Miyanaga A, Numakura M, Takayanagi R, Eguchi T. Genome mining of the hitachimycin biosynthetic gene cluster: involvement of a phenylalanine-2,3-aminomutase in biosynthesis. Chembiochem. 2015 Apr 13;16(6):909-14. doi: 10.1002/cbic.201500040. Epub 2015 Mar 18. PubMed PMID: 25786909. 8: Tanaka N. [Study of new antineoplastic antibiotics based on newly discovered action mechanisms]. Gan To Kagaku Ryoho. 1983 Apr;10(4 Pt 2):1094-106. Review. Japanese. PubMed PMID: 6191673. 9: Shibata K, Satsumabayashi S, Sano H, Komiyama K, Nakagawa A, Omura S. Chemical modification of hitachimycin. Synthesis, antibacterial, cytocidal and in vivo antitumor activities of hitachimycin derivatives. J Antibiot (Tokyo). 1988 May;41(5):614-23. PubMed PMID: 3384749. 10: Mitchell SS, Nicholson B, Teisan S, Lam KS, Potts BC. Aureoverticillactam, a novel 22-atom macrocyclic lactam from the marine actinomycete Streptomyces aureoverticillatus. J Nat Prod. 2004 Aug;67(8):1400-2. PubMed PMID: 15332863. 11: Shibata K, Satsumabayashi S, Sano H, Komiyama K, Yang ZB, Nakagawa A, Omura S. Chemical modification of hitachimycin. II. Synthesis and antitumor activities of carbonate derivatives. J Antibiot (Tokyo). 1989 May;42(5):718-26. PubMed PMID: 2722686. 12: Shibata K, Satsumabayashi S, Sano H, Komiyama K, Yang ZB, Nakagawa A, Omura S. Chemical modification of hitachimycin. III. Synthesis and antitumor activities of amino acyl derivatives. J Antibiot (Tokyo). 1989 Jul;42(7):1114-23. PubMed PMID: 2753817.