Tanespimycin
Grundinformationen
- CAS
75747-14-7- Standard-SMILES
C=CCNC1=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)/C=C\C=C(/C)C(=O)NC(=CC1=O)C2=O- InChIKey
AYUNIORJHRXIBJ-TXHRRWQRSA-N- Summenformel
- C31H43N3O8
- Durchschnittliche Molmasse
- 585,7 g/mol
- Monoisotopische Masse
- 585,30501534
Überblick
Tanespimycin is a 19-membered macrocyle that is geldanamycin in which the methoxy substituent attached to the benzoquinone moiety has been replaced by an allylamino group. It is a potent inhibitor of heat shock protein 90 (Hsp90). A less toxic analogue than geldanamycin, it induces apoptosis and displays antitumour effects. It has a role as an antineoplastic agent, a Hsp90 inhibitor and an apoptosis inducer. It is a member of 1,4-benzoquinones, an ansamycin, a carbamate ester, an organic heterobicyclic compound and a secondary amino compound. It is functionally related to a geldanamycin.
Namen und Bezeichner
- Bevorzugter Name
- Tanespimycin
- IUPAC
- [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-enylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
- Englischer Name
- 17-AAG
- Summenformel
- C31H43N3O8
- Molmasse
- 585.69
Namen und Synonyme
Tanespimycin75747-14-717-AAG17-(Allylamino)-17-demethoxygeldanamycin17AAGNSC-330507KOS-95317-(Allylamino)geldanamycintanespimycinetanespimicinatanespimycinumBMS-722782
Weitere Namen anzeigen
TELATINIB17-AGG17-AGGld-36CS-480KOS 953CP 127374Tiratinib
DTXSID5046352CHEBI:6415317-Demethoxy-17-allylamino geldanamycinCNF1010CNF-10104GY0AVT3L4NSC330507NSC 330507
Datenbank-Bezeichner
- CAS
75747-14-7- PubChem CID
- 6505803
- DTXSID
DTXSID5046352- ChEMBL
CHEMBL109480- ChEBI
CHEBI:64153- UNII
- 4GY0AVT3L4
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 166 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 42
- Formalladung
- 0
- Komplexität
- 1.210
Physikochemische Eigenschaften
- Schmelzpunkt
- 201 · 201-203°C
- Siedepunkt
- 797.8 · 797.8±60.0 °C(Predicted)
- Dichte
- 1.21 · 1.21
- Flammpunkt
- 110 ° · >110°(230°F)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- DMSO: soluble
- Aggregatzustand
- solid
- pka
- 8.62 · 8.62±0.70(Predicted)
- Farbe
- Purple or dark red
- Wasserlöslichkeit
- 150 mg/mL; · Soluble in DMSO at 150 mg/mL; soluble in ethanol at 5 mg/mL. Very poorly soluble in water
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Protect from moisture. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
- Major Application
- food and beveragesmicrobiologypathogen testing
- InChIKey
- AYUNIORJHRXIBJ-HTLBVUBBSA-N
- SMILES
- C12C(=O)C(=CC(=O)C=1NCC=C)NC(=O)C(C)=CC=C[C@H](OC)[C@@H](OC(=O)N)C(C)=C[C@H](C)[C@@H](O)[C@@H](OC)C[C@H](C)C2 |t:17,19,30|
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29419090
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 22-24/25-36-26
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
Tanespimycin is a small molecule inhibitor of heat shock protein 90 (HSP90). HSP90 is a molecular “chaperone” protein that controls protein shape or conformation, including that of key signaling molecules involved in the growth and survival of tumor cells.
Anwendungen
VerwendenPotent inhibitor of heat shock protein 90 (Hsp90). 17-AAG is a less toxic analog than Geldanamycin. It induces apoptosis and displays antitumor effects. 17-AAG inhibits the activity of oncogenic proteins such as N-ras, Ki-ras, c-Akt, and p185erB2.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter100 Anbieter
陕西科贝莱药物研发有限公司13119135307 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
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