7(S),20(R)-Dihydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-trien-1,23-dion
2H-Oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-
Grundinformationen
- CAS
14930-96-2- Standard-SMILES
C=C1C(C)C2C(Cc3ccccc3)NC(=O)C23OC(=O)/C=C\C(O)CCCC(C)C/C=C/C3C1O- InChIKey
GBOGMAARMMDZGR-CBKGHXGGSA-N- Summenformel
- C29H37NO5
- Durchschnittliche Molmasse
- 479,6 g/mol
- Monoisotopische Masse
- 479,26717328
Namen und Bezeichner
- Bevorzugter Name
- 2H-Oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-
- IUPAC
- (4Z,12E)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione
- Lokaler Name
- 7(S),20(R)-Dihydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-trien-1,23-dion
- Englischer Name
- CYTOCHALASIN B
- Summenformel
- C29H37NO5
- Molmasse
- 479.61
Namen und Synonyme
LS-15265benzyl-dihydroxy-dimethyl-methylene-[?]dione2H-Oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-cytochalasinPHOMIN(E,E)-16-BENZYL-6,7,8,9,10,12A,13,14,15,15A,16,17-DODECAHYDRO-5,13-DIHYDROXY-9,15-DIMETHYL-14-METHYLENE-2H-OXACYCLOTETRADE[2,3-D]ISOINDOLE-2,18(5H)-DIONE-23-oneCYTOCHALACINBCYTOCHALICINBCYTOCHALASIN BCYTOCHALASIN B(RG)Cytochalasin B (Phomin)
Weitere Namen anzeigen
CYTOCHALASIN B USP/EP/BP
Datenbank-Bezeichner
- CAS
14930-96-2- PubChem CID
- 5836499
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,4
- Polarare Oberfläche (TPSA)
- 95,9 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 35
- Formalladung
- 0
- Komplexität
- 859
Physikochemische Eigenschaften
- Schmelzpunkt
- 218 · 218-223 °C
- Siedepunkt
- 577.96 °C · 577.96°C (rough estimate)
- Dichte
- 1.149 · 1.1490 (rough estimate)
- Brechungsindex
- 1.629 · 1.6290 (estimate)
- Flammpunkt
- 85 ℃ · 85℃
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 20 mg/mL · ethanol: 20 mg/mL
- Aggregatzustand
- powder
- pka
- 13.6 · 13.60±0.70(Predicted)
- Farbe
- white
- Merck
- 13 · 13,2819
- BRN
- 1096207 · 1096207
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
- InChIKey
- UXVDBQLLXVKPRS-UZBFCAAUSA-N
- SMILES
- C[C@@H]1CCC[C@@H](O)\C=C\C(=O)O[C@]23[C@@H](\C=C\C1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 10
- wgk
- 3
- ridadr
- UN 1544 6.1/PG 2
- hs_code
- 29349990
- RTECS-Nr.
- RO0205000
- risk_code
- 26/27/28-63-23/24/25
- Toxizität
- LD50 intraperitoneal in mouse: 30mg/kg
- hazard_code
- T+,T
- safety_code
- 28-36/37-45
- hazard_class
- 6.1(a)
- packing_group
- I
- Speicherklasse
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Giftige Stoffe Daten
- 14930-96-2(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 2 DermalAcute Tox. 2 OralRepr. 2
Chemie und Industrie
Anwendungen
VerwendenCytochalasin B is one of the most extensively studied members of a family of potent mycotoxins produced by several species of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, giving rise to pronounced morphogenic activity in animals and plants. Like most cytochalsins, cytochalasin B exhibits potent inhibition of actin filament function leading to cell death by apoptosis, and displays a broad range of resultant cellular actions. Despite the common mode of action, there is evidence that individual members of this class display diverse selectivity. However, lack of comparative co-metabolite analysis has restricted a more complete understanding of their individual selectivity.
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