Epothilone B

EPOTHILONE · Patupilone · Epothilon B · (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione · CS-556 · EPO 906A · atupilone · Ebomycin B

https://huagongshe.com/de/chemical/448013

Identifikatoren & physikalische Daten

CAS No.	152044-54-7
Summenformel	C27H41NO6S
Durchschnittliche Molmasse	507,7 g/mol
Monoisotopische Masse	507,26545903 g/mol
SMILES	C/C(=C\c1csc(C)n1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1
InChIKey	QXRSDHAAWVKZLJ-PVYNADRNSA-N
PubChem CID	448013
ChEMBL	CHEMBL94657
ChEBI	CHEBI:31550
EC No.	604-822-6
DTXSID	DTXSID4046862

Chemische & physikalische Eigenschaften

XLogP	4,2
Polarare Oberfläche (TPSA)	137
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	8
Frei drehbare Bindungen	2
Schwere Atome	35
Formalladung	0
Komplexität	815
Arzneimittel	Pharmaceuticals -> Listed in ZINC15
Lipide	Polyketides [PK] -> Macrolides and lactone polyketides [PK04]
Endocrine Disruptors	Potential endocrine disrupting compound
Schmelzpunkt	95-97°C
Siedepunkt	680.2±55.0 °C(Predicted)
Dichte	1.136
Lagerbedingungen	Store at -20°C
Löslichkeit	Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 35 mg/ml).
Aggregatzustand	White to off-white solid
pKa (Säurekonstante)	13.57±0.70(Predicted)
Farbe	colorless
Biologische Quelle	Sorangium cellulosum
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
InChIKey	QXRSDHAAWVKZLJ-PVYNADRNSA-N
SMILES	[C@]12([H])[C@](C)(O1)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O[C@H](/C(/C)=C/C1=CSC(C)=N1)C2
CAS Datenbank	152044-54-7

Sicherheit & Vorschriften

GHS-Einstufung	DangerH300 (75%): Fatal if swallowed [Danger Acute toxicity, oral]P203, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P333+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische Informationen	4,17-Dioxabicyclo14.1.0heptadecane-5,9-dione, 7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (1S,3S,7S,10R,11S,12S,16R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and Categories	Acute Tox. 1 (75%)
Wassergefährdungsklasse (WGK)	3
Zollcode	29419090
Lagerklasse	11 - Combustible Solids

Anwendungen & Verwendung

Verwenden

Epothilones are polyketide natural products that inhibit cancer cells by a mechanism similar to paclitaxel, and also are effective against paclitaxel-resistant tumours. Epothilone B is what is known as a microtubule stabilizer. When a cell divides, the chromosomes that will end up in each cell are separated by thin filaments called microtubules. Normally these microtubules then break down as the cell division progresses. This class of cytotoxic chemo drugs prevents that break down and thus prevents cells from completing division.