Benarthin
Basic information
- CAS
143651-45-0- Standard SMILES
C[C@@H](O)[C@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)c1cccc(O)c1O)C(=O)O- InChIKey
RYFDAFYFFUVLNW-QRTLGDNMSA-N- Molecular formula
- C17H25N5O7
- Average molar mass
- 411.4 g/mol
- Monoisotopic mass
- 411.17539815
Overview
Benarthin is a natural product found in Streptomyces species YM5-799 and Streptomyces xanthophaeus. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Benarthin
- IUPAC
- (2S,3R)-2-[[(2S)-5-(diaminomethylideneamino)-2-[(2,3-dihydroxybenzoyl)amino]pentanoyl]amino]-3-hydroxybutanoic acid
- English name
- benarthin
- Molecular formula
- C17H25N5O7
- Molecular weight
- 411.41
Names & synonyms
Benarthin143651-45-0(2,3-dihydroxybenzoyl)Arg-Thr(2,3-dihydroxybenzoyl)arginylthreonineL-Threonine, N-(N2-(2,3-dihydroxybenzoyl)-L-arginyl)-DTXSID30162483(2S,3R)-2-[[(2S)-5-(diaminomethylideneamino)-2-[(2,3-dihydroxybenzoyl)amino]pentanoyl]amino]-3-hydroxybutanoic acid(2S,3R)-2-(((2S)-5-(diaminomethylideneamino)-2-((2,3-dihydroxybenzoyl)amino)pentanoyl)amino)-3-hydroxybutanoic acidRefChem:116951DTXCID1084974(2S,3R)-2-((S)-2-(2,3-Dihydroxybenzamido)-5-guanidinopentanamido)-3-hydroxybutanoic acidMFCD01679777
Show more names
N2-(2,3-Dihydroxybenzoyl)-L-arginyl]-L-threonineL-Threonine, N2-(2,3-dihydroxybenzoyl)-L-arginyl-
N-(N(sup 2)-(2,3-Dihydroxybenzoyl)-L-arginyl)-L-threonineL-Threonine, N-(N(sup 2)-(2,3-dihydroxybenzoyl)-L-arginyl)-(2S,3R)-2-[(S)-2-(2,3-Dihydroxybenzamido)-5-guanidinopentanamido]-3-hydroxybutanoic AcidC17H25N5O7orb1701079CHEBI:688882,3-dihydroxybenzoyl-arginyl-threonineAKOS040747942
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 221 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 10
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 611
Physicochemical properties
- Density
- 1.55 · 1.55±0.1 g/cm3(Predicted)
- pka
- 3.2 · 3.20±0.10(Predicted)
- form
- Solid
- color
- Off-white to gray
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionBenarthin is an inhibitor of pyroglutamyl peptidase (PG-peptidase).
UsesBenarthin is a catechol-type siderophore isolated from the marine actinomycete Streptomyces YM5-799 that exhibits iron-chelating properties[1].
Additional notes
DefinitionChEBI: Benarthin is a peptide. It has a role as a metabolite.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…