MedKoo Cat#: 461421 | Name: Roseofungin

Description:

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

Roseofungin is a polyenic macrolide antibiotic of the subgroup of carbonyl conjugated pentaenes.

Chemical Structure

Roseofungin
Roseofungin
CAS#12687-98-8

Theoretical Analysis

MedKoo Cat#: 461421

Name: Roseofungin

CAS#: 12687-98-8

Chemical Formula: C39H62O10

Exact Mass: 690.4343

Molecular Weight: 690.91

Elemental Analysis: C, 67.80; H, 9.05; O, 23.16

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
Roseofungin;
IUPAC/Chemical Name
(3E,5E,7E,9E,11E,14S,16R,18R,20R,24S,26R,36S)-14,16,18,20,24,26-hexahydroxy-36-isopropyl-3-methyloxacyclohexatriaconta-3,5,7,9,11-pentaene-2,22,28-trione
InChi Key
YHVUXVJMFMUNKX-AFJHTLGSSA-N
InChi Code
InChI=1S/C39H62O10/c1-28(2)38-20-16-12-8-11-15-19-31(41)22-33(43)24-35(45)26-37(47)27-36(46)25-34(44)23-32(42)21-30(40)18-14-10-7-5-4-6-9-13-17-29(3)39(48)49-38/h4-7,9-10,13-14,17,28,30,32-36,38,40,42-46H,8,11-12,15-16,18-27H2,1-3H3/b6-4+,7-5+,13-9+,14-10+,29-17+/t30-,32+,33-,34+,35-,36+,38-/m0/s1
SMILES Code
O=C1C[C@H](O)C[C@H](O)C[C@H](O)C[C@H](C/C=C/C=C/C=C/C=C/C=C(C(O[C@H](C(C)C)CCCCCCCC(C[C@H](O)C[C@H](O)C1)=O)=O)\C)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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 690.91 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: Shenin IuD, Khimich GN, Egorova OS. [Component composition of the pentaene antibiotic roseofungin]. Antibiot Khimioter. 1994 Aug;39(8):22-6. Russian. PubMed PMID: 7695435. 2: Nikitina ET, Kazakova GG. [The effect of the antibiotic roseofungin in the morphology of pathogenic fungi]. Antibiotiki. 1972 Sep;17(9):830-4. Russian. PubMed PMID: 4569442. 3: Shneĭder MA, Shtil'bans EB, Rachkovskaia LA, Vetlugina LA, Nikitina ET. [Virus-inhibiting properties of the carbonyl-conjugated pentaene roseofungin]. Antibiotiki. 1984 May;29(5):344-9. Russian. PubMed PMID: 6331293. 4: Daurenbekova AS, Vetlugina LA. [Identification with roseofungin of an antibiotic produced by Streptomyces roseoflavus strain A-23/791 and its undifferentiated variant]. Antibiot Med Biotekhnol. 1985 Jul;30(7):525-9. Russian. PubMed PMID: 4051473. 5: Shenin IuD, Daurenbekova AS, Morgunova AF, Vetlugina LA, Iakovlev AA. [Structure of the pentaene antibiotic roseofungin]. Antibiot Med Biotekhnol. 1986 May;31(5):341-9. Russian. PubMed PMID: 3729322. 6: Shenin IuD, Khimich GN, Egorovoa OS. [Stabilization of roseofungin by antioxidants]. Antibiot Khimioter. 1996 Apr;41(4):7-15. Russian. PubMed PMID: 8967813. 7: Aĭtkhozhina NA, Ivashchenko AT. [Effect of the polyene antibiotic, roseofungin, on the liberation of the intracellular components from Candida guilliermondii cells and from rat erythrocytes]. Antibiotiki. 1979 Aug;24(8):615-9. Russian. PubMed PMID: 485111. 8: Nikitina ET, Kazakova GG. [Antibiotic production of a proactinomycete variant of the roseofungin-producing organism]. Antibiotiki. 1972 Feb;17(2):114-7. Russian. PubMed PMID: 4554077. 9: Aĭtkhozhina NA. [Preparation and characteristics of protoplasts from various strains of Streptomyces roseoflavus var. roseofungini]. Antibiot Khimioter. 1992 Aug;37(8):22-4. Russian. PubMed PMID: 1456818. 10: Vetlugina LA. [The antibiotic roseofungin, its isolation and physico-chemical properties]. Antibiotiki. 1968 Nov;13(11):992-7. Russian. PubMed PMID: 5712473. 11: Korotkova TP, Faĭ ME, Zhukova IG, Nikitina ET, Sheĭko TV. [Comparative study of different variants of Actinomyces roseoflavus producing the polyene antibiotic roseofungin]. Mikrobiologiia. 1988 Jul-Aug;57(4):642-7. Russian. PubMed PMID: 3211008. 12: Aĭtkhozhina NA, Ivashchenko AT. [Changes in the membrane ATPase activity of erythrocytes and Candida guilliermondii under the action of roseofungin]. Antibiotiki. 1980 Nov;25(11):844-7. Russian. PubMed PMID: 6255858. 13: Vetlugina LA, Dziubanova RM. [Some propeties of roseofungin]. Antibiotiki. 1973 Sep;18(9):774-7. Russian. PubMed PMID: 4761946. 14: Shneĭder MA, Komarov EV, Travkin OV, Shtil'bans EB, Rachkovskaia LA. [Inactivation characteristics of polyene macrolide antibiotics]. Antibiot Med Biotekhnol. 1986 Oct;31(10):752-6. Russian. PubMed PMID: 3024559. 15: Vetlugina LA, Adiiatova ZhF, Khozhamuratova SSh, Rymzhanova ZA, Trenozhnikova LP, Kopytina MN. [Isolation of Actinomycetales from the soil of Kazakhstan on selective media with antibiotics]. Antibiot Khimioter. 1990 Feb;35(2):3-5. Russian. PubMed PMID: 2140036. 16: Pozharitskaia LM, Taptykova SD, Cherni NE, Tul'skiĭ SV, Lebedev VI. [Makeup of the tubular structures of a stock culture of Act. roseoflavus var. roseofungini]. Antibiotiki. 1976 Sep;21(9):787-91. Russian. PubMed PMID: 999261.