Hypelcin A-III
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| Category | Antibiotics |
| Catalog number | BBF-01490 |
| CAS | |
| Molecular Weight | 1943.33 |
| Molecular Formula | C90H155N23O24 |
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Description
Hypelcin A-III is originally isolated from Hypocrea peltata. It has anti-gram-negative bacterial and fungal activity.
Specification
| Synonyms | Ac-Aib-Pro-Aib-Ala-Aib-Aib-Gln-Aib-Leu-Aib-Gly-Aib-Aib-Pro-Val-Aib-Iva-Gln-Gln-Leu-ol |
| IUPAC Name | (2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-1-[2-[[2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-1-(2-acetamido-2-methylpropanoyl)pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylbutanoyl]amino]-5-amino-5-oxopentanoyl]amino]-N-[(2S)-1-hydroxy-4-methylpentan-2-yl]pentanediamide |
| Canonical SMILES | CCC(C)(C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)CO)NC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C1CCCN1C(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)CNC(=O)C(C)(C)NC(=O)C(CC(C)C)NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C2CCCN2C(=O)C(C)(C)NC(=O)C |
| InChI | InChI=1S/C90H155N23O24/c1-29-90(28,78(135)99-53(35-38-59(92)117)65(122)97-52(34-37-58(91)116)64(121)96-51(45-114)42-46(2)3)111-77(134)87(22,23)108-70(127)62(48(6)7)101-68(125)56-32-30-40-112(56)80(137)89(26,27)110-75(132)85(18,19)103-61(119)44-94-71(128)81(10,11)106-67(124)55(43-47(4)5)100-73(130)83(14,15)105-66(123)54(36-39-60(93)118)98-74(131)84(16,17)109-76(133)86(20,21)104-63(120)49(8)95-72(129)82(12,13)107-69(126)57-33-31-41-113(57)79(136)88(24,25)102-50(9)115/h46-49,51-57,62,114H,29-45H2,1-28H3,(H2,91,116)(H2,92,117)(H2,93,118)(H,94,128)(H,95,129)(H,96,121)(H,97,122)(H,98,131)(H,99,135)(H,100,130)(H,101,125)(H,102,115)(H,103,119)(H,104,120)(H,105,123)(H,106,124)(H,107,126)(H,108,127)(H,109,133)(H,110,132)(H,111,134)/t49-,51-,52-,53-,54-,55-,56-,57-,62-,90-/m0/s1 |
| InChI Key | YTJLXEDZXRLDME-AIKBURLSSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-negative bacteria; fungi |
| Melting Point | 256-258°C |
Reference Reading
1. Fungal metabolites. IX. Synthesis of a membrane-modifying peptide, hypelcin A-III, from Hypocrea peltata
K Matsuura, A Yesilada, A Iida, Y Nagaoka, Y Takaishi, T Fujita Chem Pharm Bull (Tokyo). 1993 Nov;41(11):1955-9. doi: 10.1248/cpb.41.1955.
A membrane-modifying peptide antibiotic having uncoupling activity on rat liver mitochondria, hypelcin A-III, has been synthesized by assembling five peptide fragments via the N,N'-dicyclohexylcarbodiimide method. The synthesized hypelcin A-III was identical with the natural product.
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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 ╳
