Goralatide
Basic information
- CAS
120081-14-3- Standard SMILES
CC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)O- InChIKey
HJDRXEQUFWLOGJ-AJNGGQMLSA-N- Molecular formula
- C20H33N5O9
- Average molar mass
- 487.5 g/mol
- Monoisotopic mass
- 487.22782765
Overview
Goralatide is a tetrapeptide that is Ser-Asp-Lys-Pro in which the N-terminal amino group carries an acetyl group. It is selective inhibitor of primitive haematopoietic cell proliferation and exhibits anti-inflammatory, anti-fibrotic, and pro-angiogenic properties. It has a role as an anti-inflammatory agent and a pro-angiogenic agent. It is functionally related to a Ser-Asp-Lys-Pro. It is a conjugate acid of a goralatide(1-).
Names & identifiers
- Preferred name
- Goralatide
- IUPAC
- (2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-6-aminohexanoyl]pyrrolidine-2-carboxylic acid
- English name
- Goralatide
- Molecular formula
- C20H33N5O9
- Molecular weight
- 487.5
Names & synonyms
Goralatideseraspenide120081-14-3Ac-Ser-Asp-Lys-ProAcSDKPAc-SDKPacetyl-SDKPgoralatidaacetyl-N-Ser-Asp-Lys-ProN-acetyl-Ser-Asp-Lys-ProDTXSID0057629acetyl-seryl-aspartyl-lysyl-proline
Show more names
L-Proline, N-acetyl-L-seryl-L-α-aspartyl-L-lysyl-Goralatide, Hematopoietic progenitor cell cycle inhibitor
goralatidumAcSDKP-NH2Ac-Ser-Asp-Lys-Pro-NH2H041538E9PDTXCID1031418CHEBI:191178(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-4-hydroxy-4-oxobutanoyl]amino]-6-aminohexanoyl]pyrrolidine-2-carboxylic acid(2S)-1-((2S)-2-(((2S)-2-(((2S)-2-acetamido-3-hydroxypropanoyl)amino)-4-hydroxy-4-oxobutanoyl)amino)-6-aminohexanoyl)pyrrolidine-2-carboxylic acid
Database identifiers
- CAS
120081-14-3- PubChem CID
- 65938
- DTXSID
DTXSID0057629- ChEMBL
CHEMBL420741- ChEBI
Properties
Computed structural properties
- XLogP
- -5.4
- Topological polar surface area
- 228 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 14
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 776
Physicochemical properties
- Boiling point
- 992 · 992.0±65.0 °C(Predicted)
- Density
- 1.382 · 1.382±0.06 g/cm3(Predicted)
- pka
- 3.39 · 3.39±0.20(Predicted)
- FDA UNII
- 41538 E9P · H041538E9P
- Comptox DTXSID
- 57629 · DTXSID0057629
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Endogenous or exogenous substances which inhibit the normal growth of human and animal cells or micro-organisms, as distinguished from those affecting plant growth (= PLANT GROWTH REGULATORS).
Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military.
Applications
UsesGoralatide is a compound that regulates the thermal sensitivity of hematopoietic progenitor cells. It can reduce the thermal sensitivity of normal hematopoietic progenitor cells and increase the difference in thermal sensitivity between leukemia progenitor cells and normal progenitor cells, thereby increasing the inhibition window of hyperthermia therapy.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Goralatide is a tetrapeptide that is Ser-Asp-Lys-Pro in which the N-terminal amino group carries an acetyl group. It is selective inhibitor of primitive haematopoietic cell proliferation and exhibits anti-inflammatory, anti-fibrotic, and pro-angiogenic properties. It has a role as an anti-inflammatory agent and a pro-angiogenic agent. It is functionally related to a Ser-Asp-Lys-Pro. It is a conjugate acid of a goralatide(1-).
Related reactions
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Compound notes
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