Candidoin
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Others |
| Catalog number | BBF-00208 |
| CAS | 65776-69-4 |
| Molecular Weight | 1048.21 |
| Molecular Formula | C54H81NO19 |
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Description
Candidoin is a metabolite produced by Streptomyces. Has anti-candida albicans activity.
Specification
| IUPAC Name | (21E,23E,25E,27E,29E,31E,33E)-20-[(3S,4S,5S,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,6,12,16,18-pentahydroxy-36-[(5S,6S)-5-hydroxy-6-methyl-4-oxooxan-2-yl]oxy-11,35,37,38-tetramethyl-2,8,14-trioxo-1-oxacyclooctatriaconta-21,23,25,27,29,31,33-heptaene-17-carboxylic acid |
| Canonical SMILES | CC1CCC(=O)CC(CC(CC(=O)OC(C(C(C(C=CC=CC=CC=CC=CC=CC=CC(CC(C(C(CC(=O)CC1O)O)C(=O)O)O)OC2C(C(C(C(O2)C)O)N)O)C)OC3CC(=O)C(C(O3)C)O)C)C)O)O |
| InChI | InChI=1S/C54H81NO19/c1-30-21-22-36(56)23-37(57)24-38(58)27-45(64)70-33(4)32(3)52(74-46-29-44(63)49(65)34(5)71-46)31(2)19-17-15-13-11-9-7-8-10-12-14-16-18-20-40(73-54-51(67)48(55)50(66)35(6)72-54)28-43(62)47(53(68)69)42(61)26-39(59)25-41(30)60/h7-20,30-35,37-38,40-43,46-52,54,57-58,60-62,65-67H,21-29,55H2,1-6H3,(H,68,69)/b8-7+,11-9+,12-10+,15-13+,16-14+,19-17+,20-18+/t30?,31?,32?,33?,34-,35-,37?,38?,40?,41?,42?,43?,46?,47?,48-,49-,50+,51-,52?,54?/m0/s1 |
| InChI Key | PYGSGGUCVLQNHZ-RJLNYRKHSA-N |
Properties
| Antibiotic Activity Spectrum | fungi |
Reference Reading
1. Candidin and trichophytin stimulate the production of Th1 and regulatory cytokines by peripheral blood mononuclear cells: implication for their use as adjuvants in immunotherapy
Ana Lúcia Moreno Amor, Leonardo Nascimento Santos, Alana Alcântara Galvão, Emília Maria Medeiros de Andrade Belitardo, Eduardo Santos Silva, Neuza Maria Alcântara-Neves, Lain Pontes-de-Carvalho Immunotherapy. 2014;6(12):1255-64. doi: 10.2217/imt.14.89.
Aim: This study's objective was to investigate whether candidin or trichophytin elicit recall immune responses that could potentially inhibit a Th2 response. Materials & methods: Peripheral blood mononuclear cells from nine allergic and seven nonallergic individuals were cultivated in vitro in the presence or absence of these fungal extracts. Results: Trichophytin or candidin, or both, stimulated the production of regulatory cytokines (TGF-β and/or IL-10), accompanied or not by stimulation of production of cytokines associated with the Th1 response (TNF-α, IL-12 and IFN-γ), but without stimulation of Th2 cytokines (IL-5 and IL-13) and IL-17, by peripheral blood mononuclear cells of most allergic and nonallergic individuals. Conclusion: These results indicate that these fungal extracts could be used as adjuvants in personalized therapeutic vaccines in a fair proportion of individuals. In addition, they justify the carrying out of investigations aimed at identifying molecules in these extracts that might exclusively induce Treg and/or Th1 immune responses.
2. Candidin in immediate hypersensitivity. Comparison of two antigens
C F Netto, W Gambale, J Croce, C R Paula, S C Fava J Investig Allergol Clin Immunol. 1996 Nov-Dec;6(6):392-4.
One hundred outpatients in a Clinic of Allergy were submitted to intradermic tests with two types of candidins. The main focus of the research was the comparison of two antigens obtained from the same strains of Candida albicans: one a suspension of yeast cells and the other, a polysaccharide. The readings, taken 20 minutes after the intradermic injections, with positive results were considered as hypersensitivity of the immediate type. Positive results were obtained in 74% of the patients with the yeast cell antigen and in 73% with the polysaccharide antigen. This research mainly deals with the advantages that can be obtained by using the polysaccharide antigen in intradermic tests for evaluating hypersensitivity of the immediate type.
3. A unified approach to polyene macrolides: synthesis of candidin and nystatin polyols
Isao Kadota, Yueqing Hu, Garrick K Packard, Scott D Rychnovsky Proc Natl Acad Sci U S A. 2004 Aug 17;101(33):11992-5. doi: 10.1073/pnas.0401552101. Epub 2004 Jun 10.
Polyene macrolide antibiotics are naturally occurring antifungal agents. Members of this class include amphotericin B, which has been used widely to treat systemic fungal infections. A general synthetic strategy has been devised to prepare polyol chains associated with the polyene macrolides. Cyanohydrin acetonide alkylations were used to assemble the carbon skeleton, and a simple modification of the strategy allowed an advanced intermediate to be converted to either the candidin polyol or the nystatin polyol. The candidin polyol was further elaborated to a protected candidin aglycone. This strategy will be applicable to other members of the polyene macrolide natural products.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
