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Tetrandrine

HCID 73078
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Grundinformationen

CAS
23495-89-8
Standard-SMILES
COc1ccc2cc1Oc1ccc(cc1)C[C@H]1c3cc(c(OC)cc3CCN1C)Oc1c(OC)c(OC)cc3c1[C@H](C2)N(C)CC3
InChIKey
WVTKBKWTSCPRNU-KYJUHHDHSA-N
Summenformel
C38H42N2O6
Durchschnittliche Molmasse
622,7 g/mol
Monoisotopische Masse
622,30428706

Überblick

(+)-Tetrandrine is a bisbenzylisoquinoline alkaloid and a member of isoquinolines.

Namen und Bezeichner

Bevorzugter Name
Tetrandrine
IUPAC
(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
Englischer Name
Tetrandrine, (DL)
Summenformel
C38H42N2O6
Molmasse
622.75

Namen und Synonyme

tetrandrine518-34-3D-Tetrandrine(+)-TetrandrineTetrandrinFanchinineSinomenine A(S,S)-TetrandrinehanjisongNSC-77037NSC7703729EX23D5AJ
Weitere Namen anzeigen
Nsc 91771(+-)-TetrandineTetrandrine, (DL)Berbaman, 6,6',7,12-trtramethoxy-2,2'-dimethyl-, (1beta)-(pm)- (9ci)rel-(11S,31S)-16,36,37,54-Tetramethoxy-12,32-dimethyl-11,12,13,14,31,32,33,34-octahydro-2,6-dioxa-1(7,1),3(8,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline, 3,4,4a,5,16a,17,18,19-octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-, (4aR,16aR)-rel- (9CI)
TETRANDRINE, D-TETRANDRINE, (+)-(1beta)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo(22.6.2.23,6.18,12.114,18.027,31.022,33)hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaeneRefChem:932847tetrandrine, (1'beta)-tetrandrine dihydrochloride, (1beta)-

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,4
Polarare Oberfläche (TPSA)
61,9 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
8
Frei drehbare Bindungen
4
Schwere Atome
46
Formalladung
0
Komplexität
979

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
Collision Cross Section · 2 Einträge

245.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

244.63 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
257 · 257-258 °C
Siedepunkt
710.5 · 710.5±60.0 °C(Predicted)
Dichte
1.172 · 1.172±0.06 g/cm3(Predicted)
pka
7.7 · 7.70±0.20(Predicted)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H300 (66.7%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P301+P317, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 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. 2 (66.7%)

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 5 Einträge

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

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Datenbank-Bezeichner

CAS
23495-89-8、518-34-3
PubChem CID
73078
DTXSID
DTXSID10178062
ChEMBL
CHEMBL176045
ChEBI
CHEBI:49
UNII
29EX23D5AJ、VS4W77H3SD
EC Number
683-095-7
Nikkaji
J130.138A
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