AI-77-B
Basic information
- CAS
77674-99-8- Standard SMILES
CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(=O)O)[C@@H]1Cc2cccc(O)c2C(=O)O1- InChIKey
LOXFXXGTOVWWQV-YKRRISCLSA-N- Molecular formula
- C20H28N2O8
- Average molar mass
- 424.4 g/mol
- Monoisotopic mass
- 424.18456586
Overview
AI-77-B is an organonitrogen compound and an organooxygen compound. It is functionally related to a beta-amino acid.
Names & identifiers
- Preferred name
- AI-77-B
- IUPAC
- (3S,4S,5S)-3-amino-4,5-dihydroxy-6-[[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]amino]-6-oxohexanoic acid
- English name
- AI 77B
- Molecular formula
- C20H28N2O8
- Molecular weight
- 424.44
Names & synonyms
AI-77-B(3S,4S,5S)-3-amino-4,5-dihydroxy-6-[[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]amino]-6-oxohexanoic acid(3S,4S,5S)-3-amino-4,5-dihydroxy-6-(((1S)-1-((3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl)-3-methylbutyl)amino)-6-oxohexanoic acidRefChem:107624877674-99-8AI 77B(3S,4S,5S)-3-amino-4,5-dihydroxy-6-(((S)-1-((S)-8-hydroxy-1-oxoisochroman-3-yl)-3-methylbutyl)amino)-6-oxohexanoic acid6-((1-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl)amino)-4,5-dihydroxy-6-oxo-3-ammoniohexanoateBRN 4338357CHEMBL28447orb1986590SCHEMBL3074791
Show more names
(3S,4S,5S)-3-Amino-4,5-dihydroxy-6-oxo-6-[[(S)-1-[(S)-3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl]-3-methylbutyl]amino]hexanoic acidD-ribo-Hexonic acid, 3-amino-2,3,6-trideoxy-6-[[(1S)-1-[(3S)-3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl]-3-methylbutyl]amino]-6-oxo-(3S,4S,5S)-3-Amino-4,5-dihydroxy-6-oxo-6-[[(1S)-1-[(3S)-1-oxo-8-hydroxy-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]amino]hexanoic acid
Properties
Computed structural properties
- XLogP
- -1.8
- Topological polar surface area
- 179 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 9
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 628
Physicochemical properties
- Melting point
- 137 · 137-138 °C
- Boiling point
- 830.3 · 830.3±65.0 °C(Predicted)
- Density
- 1.381 · 1.381±0.06 g/cm3(Predicted)
- solubility
- DMSO: solubleMethanol: soluble
- pka
- 3.48 · 3.48±0.10(Predicted)
Chemistry & industry
Applications
DescriptionAI 77B is a pseudopeptide microbial agent with gastroprotective action.
UsesAmicoumacin B can be produced by actinomycete, strain 04-5195T.. Amicoumacin B increases the expression of bone morphogenetic protein 2 (BMP-2). Amicoumacin B has inhibitory effect against C. violaceum (MIC = 250 μg/mL). Amicoumacin B has quorum sensing inhibitory activity, and reduces the expression of the C. violaceum operons vioA, vioB, vioD, and vioE, but increases the expression of vioC[1][2].
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…