(2R,3S,5S)-2-(Hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside
Basic information
- CAS
92953-54-3- Standard SMILES
CC(=O)N[C@H]1[C@H](O[C@H]2C[C@@H](C(=O)NCCS(=O)(=O)O)[NH2+][C@@H]2CO)O[C@H](CO)[C@@H](OS(=O)(=O)O)[C@@H]1O- InChIKey
RPNZWZDLNYCCIG-HMMVDTEZSA-O- Molecular formula
- C16H30N3O14S2+
- Average molar mass
- 552.6 g/mol
- Monoisotopic mass
- 552.11691999
Names & identifiers
- Preferred name
- (2R,3S,5S)-2-(Hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside
- IUPAC
- 2-[[(2S,4S,5R)-4-[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-(hydroxymethyl)pyrrolidin-1-ium-2-carbonyl]amino]ethanesulfonic acid
- English name
- bulgecin A
- Molecular formula
- C16H29N3O14S2
- Molecular weight
- 551.54
Names & synonyms
(2R,3S,5S)-2-(Hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside(2R,3S,5S)-2-(Hydroxymethyl)-5-((2-sulfoethyl)carbamoyl)-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside(2R,3S,5S)-3-(((2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-(sulfooxy)oxan-2-yl)oxy)-2-(hydroxymethyl)-5-((2-sulfoethyl)carbamoyl)pyrrolidin-1-ium(2R,3S,5S)-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-(sulfooxy)oxan-2-yl]oxy}-2-(hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]pyrrolidin-1-iumRefChem:3975842-[[(2S,4S,5R)-4-[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-(hydroxymethyl)pyrrolidin-1-ium-2-carbonyl]amino]ethanesulfonic acid4-O-(4-O-SULFONYL-N-ACETYLGLUCOSAMININYL)-5-METHYLHYDROXY-L-PROLINE-TAURINE2-[[4-[3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxyoxan-2-yl]oxy-5-(hydroxymethyl)pyrrolidine-2-carbonyl]amino]ethanesulfonic acidDB02595(2R,3S,5S)-2-(hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]pyrrolidinium-3-yl 2-(acetylamino)-2-deoxy-4-O-sulfo-beta-D-glucopyranoside
Properties
Computed structural properties
- XLogP
- -7.9
- Topological polar surface area
- 289 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 14
- Rotatable bonds
- 11
- Heavy atoms
- 35
- Formal charge
- 1
- Complexity
- 950
Physicochemical properties
- Density
- 1.72 · 1.72±0.1 g/cm3(Predicted)
- pka
- -3 · -3+-.0.18(Predicted)
Chemistry & industry
Applications
DescriptionBulgecin A is an inhibitor of binuclear metallo-beta-lactamases and Lytic transglycosolase.
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