Darinaparsin
Grundinformationen
- CAS
69819-86-9- Standard-SMILES
C[As](C)SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O- InChIKey
JGDXFQORBMPJGR-YUMQZZPRSA-N- Summenformel
- C12H22AsN3O6S
- Durchschnittliche Molmasse
- 411,31 g/mol
- Monoisotopische Masse
- 411,04452792
Überblick
(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-(dimethylarsinothio)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid is a peptide.
Namen und Bezeichner
- Bevorzugter Name
- Darinaparsin
- IUPAC
- (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-dimethylarsanylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- Englischer Name
- Glycine, L-γ-glutaMyl-S-(diMethylarsino)-L-cysteinyl-
- Summenformel
- C12H22AsN3O6S
- Molmasse
- 411.3
Namen und Synonyme
Darinaparsin69819-86-9ZIO-101clarinaparsinDMAs(III)GDMAs(III)SGDarinaparsinaDarinaparsinedimethylarsinous glutathioneS-dimethylarsino-glutathioneS-(dimethylarsino)glutathioneS-(dimethylarsino)-glutathione
Weitere Namen anzeigen
SelurampanelSP02)EOS-60608Darinaparsin (ZIO101Dimethylarsinic glutathioneGlycine, L-γ-glutaMyl-S-(diMethylarsino)-L-cysteinyl-
ZIO1019XX54M675GDTXSID80220108darinaparsinumDMAIII(SG)RefChem:585193DTXCID40142599ZIO 101
Datenbank-Bezeichner
- CAS
69819-86-9- PubChem CID
- 11683005
- DTXSID
DTXSID80220108- ChEMBL
CHEMBL3247378- ChEBI
CHEBI:94295- UNII
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 184 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 11
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 449
Physikochemische Eigenschaften
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 10 · DMSO:10.0(Max Conc. mg/mL);24.31(Max Conc. mM)
- Aggregatzustand
- A crystalline solid
- pka
- 2.21 · 2.21±0.10(Predicted)
- Farbe
- White to off-white
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P271, P273, P301+P316, P304+P340, P316, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Pharmakologische Informationen
ATC Code
L - Antineoplastic and immunomodulating agents
QL - Antineoplastic and immunomodulating agents
Anwendungen
BeschreibungDarinaparsin is a dimethylated arsenic linked to glutathione. It is cytotoxic to DU145, LNCaP, and PC3 prostate cancer cells (IC50s = 5-10 μM) and patient-derived primary prostate cancer cells (IC50s = 2.5-20 μM), as well as Jurkat T cell lymphoma and L540 Hodgkin lymphoma cells (IC50s = 2.7 and 1.3 μM, respectively). It decreases the tumor-initiating subpopulation in DU145 and PC3 cells and halts the cell cycle in the G2/M phase. Darinaparsin decreases transcription of Gli-2, a transcription factor that mediates Sonic hedgehog signaling, when used at a concentration of 1.5 but not 3 μM. It decreases SHP1 phosphatase activity and increases ERK phosphorylation. Darinaparsin reduces tumor growth in DU145 and PC3 prostate cancer mouse xenograft models when administered at a dose of 100 mg/kg every other day.
Anbieter23 Anbieter
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
InvivoChem中国13549236410 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
上海复和化学科技有限公司0086-21-67651709 · [email protected]
Zugehörige Reaktionen
2
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