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Revision as of 15:58, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 456953721 of page Vinorelbine for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').← Previous edit Revision as of 15:58, 10 January 2012 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 459658524 of page Vinpocetine for the Chem/Drugbox validation project (updated: 'CAS_number').Next edit →
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} {{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{Drugbox {{Drugbox
| Verifiedfields = changed | Verifiedfields = changed
⚫ | verifiedrevid = 458290877
| Watchedfields = changed
| IUPAC_name = <small>(3α,16α)-Eburnamenine-14-carboxylic acid ethyl ester</small>
⚫ | verifiedrevid = 402875554
⚫ | image = Vinpocetine.svg
| IUPAC_name = 4-(acetyloxy)- 6,7-didehydro- 15-((2''R'',6''R'',8''S'')-4-ethyl- 1,3,6,7,8,9-hexahydro- 8-(methoxycarbonyl)- 2,6-methano- 2''H''-azecino(4,3-''b'')indol-8-yl)- 3-hydroxy- 16-methoxy- 1-methyl- methyl ester,
| width = 200px
⚫ | image = Vinorelbine.svg


<!--Clinical data--> <!--Clinical data-->
| tradename = Navelbine | tradename =
| Drugs.com = {{drugs.com|monograph|navelbine}} | Drugs.com = {{drugs.com|international|vinpocetine}}
| pregnancy_category = not recommended
| MedlinePlus = a695013
| pregnancy_AU = D | legal_status = OTC
⚫ | routes_of_administration = oral, intravenous
| pregnancy_US = D
| legal_UK = POM
| legal_US = Rx-only
⚫ | routes_of_administration = ], oral


<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = 56.6 +/- 8.9%
| bioavailability = 43 ± 14% (oral)<ref name = Marty>{{cite journal | author = Marty M, Fumoleau P, Adenis A, Rousseau Y, Merrouche Y, Robinet G, Senac I, Puozzo C | title = Oral vinorelbine pharmacokinetics and absolute bioavailability study in patients with solid tumors | journal = Ann Oncol | volume = 12 | issue = 11 | pages = 1643–9 | year = 2001 | pmid = 11822766 | doi = 10.1023/A:1013180903805}}</ref>
| metabolism = hepatic
| protein_bound = 79 to 91%
⚫ | elimination_half-life = 2.54 +/- 0.48 hours
| metabolism = ] (]-mediated)
| excretion = renal
⚫ | elimination_half-life = 27.7 to 43.6 hours
| excretion = Fecal (46%) and ] (18%)


<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}} | CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 71486-22-1 | CAS_number = <!-- blanked - oldvalue: 42971-09-5 -->
| ATC_prefix = L01 | ATC_prefix = N06
| ATC_suffix = CA04 | ATC_suffix = BX18
⚫ | ChEMBL_Ref = {{ebicite|correct|EBI}}
⚫ | PubChem = 5311497
| ChEMBL = 71752
⚫ | PubChem = 443955
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00361
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4470974 | ChemSpiderID = 392007
| UNII_Ref = {{fdacite|changed|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Q6C979R91Y | UNII = 543512OBTC
| KEGG_Ref = {{keggcite|changed|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D08680 | KEGG = D01371

⚫ | ChEMBL_Ref = {{ebicite|changed|EBI}}
<!--Chemical data-->
| ChEMBL = <!-- blanked - oldvalue: 607994 -->
| C=45 | H=54 | N=4 | O=8 | C=22 | H=26 | N=2 | O=2
| molecular_weight = 778.932 g/mol | molecular_weight = 350.454 g/mol
| smiles = O=C(OC)4(c2nc1ccccc1c2CN3CC(=C/(C3)C4)\CC)c5c(OC)cc6c(c5)89(N6C)(O)(C(=O)OC)(OC(=O)C)7(/C=C\CN(78)CC9)CC | smiles = O=C(OCC)C=4n1c3c(c2ccccc12)CCN53(C=4)(CCC5)CC
| InChI = 1/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1 | InChI = 1/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
| InChIKey = GBABOYUKABKIAF-IELIFDKJBG | InChIKey = DDNCQMVWWZOMLN-IRLDBZIGBY
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1 | StdInChI = 1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GBABOYUKABKIAF-IELIFDKJSA-N | StdInChIKey = DDNCQMVWWZOMLN-IRLDBZIGSA-N
}} }}

Revision as of 15:58, 10 January 2012

This page contains a copy of the infobox ({{drugbox}}) taken from revid 459658524 of page Vinpocetine with values updated to verified values.
WikiProject Chemicals/Chembox validation/VerifiedDataSandbox
Clinical data
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
  • not recommended
Routes of
administration		oral, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability56.6 +/- 8.9%
Metabolismhepatic
Elimination half-life2.54 +/- 0.48 hours
Excretionrenal
Identifiers
IUPAC name
  • (3α,16α)-Eburnamenine-14-carboxylic acid ethyl ester
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC22H26N2O2
Molar mass350.454 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C(OCC)C=4n1c3c(c2ccccc12)CCN53(C=4)(CCC5)CC
InChI
  • InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
  • Key:DDNCQMVWWZOMLN-IRLDBZIGSA-N
  (what is this?)  (verify)