Candidin

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Candidin
Category Antibiotics
Catalog number BBF-00601
CAS 1405-90-9
Molecular Weight 922.06
Molecular Formula C47H71NO17
Purity 95%

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Description

Candidin is a heptaene macrolide antifungal antibiotic produced by Streptomyces viridoflavue. It has antibacterial properties against Candida albicans, Trichophyton, Blastomyces dermatitis, Schenker's side mold, and Pestle mold, etc.

Specification

Synonyms Amphotericin B, 8,9-dideoxy-10-hydroxy-7-oxo-; Candidin
IUPAC Name (1S,3R,9S,11R,15S,16R,17R,18S,19Z,21Z,23Z,25Z,27Z,29Z,31Z,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,9,11,17,37-heptahydroxy-15,16,18-trimethyl-7,13-dioxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
Canonical SMILES CC1C=CC=CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(C(CCC(=O)CC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
InChI InChI=1S/C47H71NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-30,32-38,40-44,46,50-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5-,9-7-,10-8-,13-11-,14-12-,17-15-,18-16-/t27-,28-,29-,30+,32+,33+,34-,35?,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
InChI Key IBRQTOKMQLIMRF-LVRJKVEMSA-N

Properties

Appearance Golden Yellow Crystal
Antibiotic Activity Spectrum fungi

Reference Reading

1.Comparison of Amphotericin B Bladder Irrigations Versus Fluconazole for the Treatment of Candiduria in Intensive Care Unit Patients.
Sullivan KA1, Caylor MM2, Lin FC3, Campbell-Bright S4. J Pharm Pract. 2016 Apr 24. pii: 0897190016645032. [Epub ahead of print]
BACKGROUND: Funguria occurs often in hospitalized patients and is most commonly caused by Candida species. Fluconazole is the agent of choice for most Candida urinary tract infections. Amphotericin B bladder irrigations (ABBI) are an alternative treatment option.
2.pH regulation of amphotericin B channels activity in the bilayer lipid membrane.
Shahmoradi T1, Sepehry H2, Ashrafpour M3. J Nat Sci Biol Med. 2016 Jan-Jun;7(1):85-8. doi: 10.4103/0976-9668.175082.
BACKGROUND: Amphotericin B (AmB) is a polyene antibiotic frequently applied in the treatment of systemic fungal infections in spite of its secondary effects. The pH plays a crucial role in modulating biophysical features of ion channels in the bilayer lipid membranes.
3.Prognostic implications of baseline anaemia and changes in haemoglobin concentrations with amphotericin B therapy for cryptococcal meningitis.
Tugume L1, Morawski BM2,3, Abassi M1,2, Bahr NC1,2,4, Kiggundu R1, Nabeta HW1, Hullsiek KH5, Taseera K6, Musubire AK1,2, Schutz C7, Muzoora C6, Williams DA1,2, Rolfes MA8, Meintjes G7,9, Rhein J1,2, Meya DB1,2,10, Boulware DR2,4. HIV Med. 2016 Apr 28. doi: 10.1111/hiv.12387. [Epub ahead of print]
OBJECTIVES: Anaemia represents a common toxicity with amphotericin B-based induction therapy in HIV-infected persons with cryptococcal meningitis. We sought to examine the impact of amphotericin-related anaemia on survival.

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