A polyene macrolide with antifungal activity
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Mandimycin

Item No. 43445

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,3R,4R,7R,11R,15S,16S,17R,18S,19E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-(((2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-1,3,4,7,11,37-hexahydroxy-17-(((2R,4R,5R,6S)-4-hydroxy-5-(((2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-15,16,18-trimethyl-9,13-dioxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,23,25,27,29,31-hexaene-36-carboxylic acid
Molecular Formula
C60H95NO23
Formula Weight
1198.4
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly Soluble: 0.1-1 mg/ml
SMILES
CO[C@@H]1C[C@H](O[C@H]2[C@H](C)O[C@@H](O[C@H]([C@@H](C)/C=C/CC/C=C/C=C/C=C/C=C/C=C/[C@H](O[C@H]3[C@@H](O)[C@@H](N)[C@H](O)[C@@H](C)O3)C[C@H]4[C@H](C(O)=O)[C@@H](O)C[C@@](O4)(O)C[C@@H](O)[C@H](O)CC[C@@H](O)CC5=O)[C@H]([C@@H](OC(C[C@H](O)C5)=O)C)C)C[C@H]2O)O[C@@H](C)[C@@H]1O
InChi Code
InChI=1S/C60H95NO23/c1-32-20-18-16-14-12-10-8-9-11-13-15-17-19-21-41(81-59-55(72)52(61)54(71)36(5)80-59)27-46-51(58(73)74)45(68)31-60(75,84-46)30-44(67)42(65)23-22-38(62)24-39(63)25-40(64)26-48(69)77-34(3)33(2)56(32)82-49-28-43(66)57(37(6)79-49)83-50-29-47(76-7)53(70)35(4)78-50/h8-13,15,17-21,32-38,40-47,49-57,59,62,64-68,70-72,75H,14,16,22-31,61H2,1-7H3,(H,73,74)/b9-8+,12-10+,13-11+,17-15+,20-18+,21-19+/t32-,33-,34-,35-,36+,37-,38+,40+,41-,42+,43+,44+,45-,46-,47+,49-,50-,51+,52-,53-,54+,55-,56+,57-,59-,60+/m0/s1
InChi Key
HVXSKIDTIMCKOF-HBJLNNFKSA-N
Origin
Bacteria/Streptomyces netropsis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Mandimycin is a polyketide synthase-derived polyene macrolide that has been found in S. netropsis and has antifungal activity1 It is active against several multidrug-resistant strains of fungi, including C. albicans, C. neoformans, A. fumigatus, and C. glabrata (MICs = 0.125-2 µg/ml). Unlike amphotericin B (Item No. 11636), mandimycin does not bind to ergosterol and instead binds to phospholipids with apparent Kd values of 36.8, 28.2, 36.5, 30.9, and 21.9 µM for phosphatidylcholine (PC), phosphatidylglycerol (PG), phosphatidylserine (PS), phosphatidylethanolamine (PE), and phosphatidylinositol (PI), respectively, as well as cardiolipin and sphingomyelin (apparent Kds = 63.6 and 50 µM, respectively). It induces potassium ion efflux in C. albicans in a concentration-dependent manner. In vivo, mandimycin (10 mg/kg) increases survival and decreases kidney fungal burden in a neutropenic disseminated mouse model of multidrug-resistant candidiasis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Deng, Q., Li, Y., He, W., et al. A polyene macrolide targeting phospholipids in the fungal cell membrane. Nature 640(8059), 743-751 (2025).