Arborcandin B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00073 |
| CAS | |
| Molecular Weight | 1270.51 |
| Molecular Formula | C58H103N13O18 |
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Description
Arborcandins are 1,3-β-glucan synthase inhibitors produced by the filamentous fungus SANK 17397.
Specification
| Synonyms | 21,24-Bis(carbamoylmethyl)-15-(2-carbamoyl-2-hydroxyethyl)-9,12-bis(1-hydroxyethyl)-6-(3-hydroxydodecyl)-27-(8-hydroxytridecyl)-18-methyl-1,4,7,10,13,16,19,22,25,28-decaazacyclohentriacontane-2,5,8,11,14,17,20,23,26,29-decone |
| IUPAC Name | 3-[5,8-bis(2-amino-2-oxoethyl)-23-(3-hydroxydodecyl)-17,20-bis(1-hydroxyethyl)-2-(8-hydroxytridecyl)-11-methyl-3,6,9,12,15,18,21,24,27,31-decaoxo-1,4,7,10,13,16,19,22,25,28-decazacyclohentriacont-14-yl]-2-hydroxypropanamide |
| Canonical SMILES | CCCCCCCCCC(CCC1C(=O)NCC(=O)NCCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)C(C)O)CC(C(=O)N)O)C)CC(=O)N)CC(=O)N)CCCCCCCC(CCCCC)O)O |
| InChI | InChI=1S/C58H103N13O18/c1-6-8-10-11-12-14-19-23-37(75)25-26-39-52(83)63-32-47(80)62-28-27-46(79)65-38(24-20-16-13-15-18-22-36(74)21-17-9-7-2)53(84)68-42(31-45(60)78)55(86)69-41(30-44(59)77)54(85)64-33(3)51(82)67-40(29-43(76)50(61)81)56(87)70-49(35(5)73)58(89)71-48(34(4)72)57(88)66-39/h33-43,48-49,72-76H,6-32H2,1-5H3,(H2,59,77)(H2,60,78)(H2,61,81)(H,62,80)(H,63,83)(H,64,85)(H,65,79)(H,66,88)(H,67,82)(H,68,84)(H,69,86)(H,70,87)(H,71,89) |
| InChI Key | VZFZGDKKOUEQOZ-UHFFFAOYSA-N |
Properties
| Appearance | Colorless Powder |
| Antibiotic Activity Spectrum | fungi |
Reference Reading
1. Arborcandins A, B, C, D, E and F, novel 1,3-beta-glucan synthase inhibitors: production and biological activity
T Ohyama, Y Kurihara, Y Ono, T Ishikawa, S Miyakoshi, K Hamano, M Arai, T Suzuki, H Igari, Y Suzuki, M Inukai J Antibiot (Tokyo). 2000 Oct;53(10):1108-16. doi: 10.7164/antibiotics.53.1108.
Arborcandins A, B, C, D, E and F, which possess potent 1,3-beta-glucan synthase inhibitory activity, were isolated from the culture broth of a filamentous fungus, strain SANK 17397. Arborcandins are novel cyclic peptides, that are structurally different from known glucan synthase inhibitors such as echinocandins. The 1,3-beta-glucan synthases of Candida albicans and Aspergillus fumigatus were inhibited by arborcandins with IC50 ranging from 0.012 to 3 microg/ml. The apparent Ki value of arborcandin C for C. albicans and A. fumigatus were 0.12 microM and 0.016 microM, respectively. The inhibition against these two 1,3-beta-glucan synthases by arborcandin C was noncompetitive. These compounds exhibited potent fungicidal activity against Candida spp. with MIC ranging from 0.25 to 8 microg/ml. The growth of A. fumigatus was suppressed by arborcandins with concentrations ranging from 0.063 to 4 microg/ml.
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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 ╳
