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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H22FN3O6
Molecular Weight 359.3501
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAPECITABINE

SMILES

CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@@H]2O[C@H](C)[C@@H](O)[C@H]2O

InChI

InChIKey=GAGWJHPBXLXJQN-UORFTKCHSA-N
InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1

HIDE SMILES / InChI
Molecular Formula C15H22FN3O6
Molecular Weight 359.3501
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:33:56 UTC 2023
Edited
by admin
on Fri Dec 15 15:33:56 UTC 2023
Record UNII
6804DJ8Z9U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAPECITABINE
EMA EPAR   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
XELIRI COMPONENT CAPECITIBINE
Common Name English
CAPECITABINE [VANDF]
Common Name English
RO-091978000
Code English
Capecitabine [WHO-DD]
Common Name English
CAPECITABINE [USP MONOGRAPH]
Common Name English
CAPECITABINE [JAN]
Common Name English
Xelox component capecitabine
Common Name English
CAPECYTABINE
Common Name English
ECANSYA
Brand Name English
PENTYL 1-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-1,2-DIHYDRO-2-OXO-4-PYRIMIDINECARBAMATE
Common Name English
CARBAMIC ACID, (1-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)-, PENTYL ESTER
Common Name English
CAPECITABINE SUN
Brand Name English
CAPECITABINE [USP-RS]
Common Name English
NSC-759853
Code English
CAPECITABINE [USP IMPURITY]
Common Name English
CAPECITABINE [EP MONOGRAPH]
Common Name English
RO-09-1978000
Code English
CAPECITABINE [MI]
Common Name English
CAPECITABINE [MART.]
Common Name English
CAPECITABINE ACCORD
Brand Name English
CAPECITABINE [EMA EPAR]
Common Name English
CAPIIBINE
Common Name English
capecitabine [INN]
Common Name English
XELODA
Brand Name English
RO 09-1978/000
Code English
CAPECITABINE TEVA
Brand Name English
CAPECITABINE MEDAC
Brand Name English
CAPECITABINE [USAN]
Common Name English
CAPECITABINE [ORANGE BOOK]
Common Name English
CAPTABIN
Common Name English
CAPECITABINE [HSDB]
Common Name English
CAPECITIBINE
Common Name English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS CAPECITABINE ACCORD (AUTHORIZED: COLONIC NEOPLASMS, BREAST NEOPLASMS, COLORECTAL NEOPLASMS, STOMACH NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE MEDAC (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE ACCORD (AUTHORIZED: STOMACH NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE SUN (AUTHORIZED: STOMACH NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE SUN (AUTHORIZED: COLONIC NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS ECANSYA (AUTHORIZED: COLONIC NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS ECANSYA (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
NDF-RT N0000000233
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS XELODA (AUTHRIZED: STOMACH NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE TEVA (AUTHORIZED: COLONIC NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS XELODA (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE TEVA (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
NCI_THESAURUS C1557
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
WHO-VATC QL01BC06
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE TEVA (AUTHORIZED: STOMACH NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
LIVERTOX NBK547986
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS ECANSYA (AUTHORIZED: STOMACH NEOPLAMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE SUN (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS CAPECITABINE ACCORD (AUTHORIZED: COLORECTAL NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
NDF-RT N0000175595
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
WHO-ATC L01BC06
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
EMA ASSESSMENT REPORTS XELODA (AUTHORIZED: COLONIC NEOPLASMS)
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
Code System Code Type Description
HSDB
7656
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
ChEMBL
CHEMBL1773
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
EPA CompTox
DTXSID3046451
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
PUBCHEM
60953
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
EVMPD
SUB12474MIG
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
DRUG BANK
DB01101
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
MERCK INDEX
m3027
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY Merck Index
NSC
759853
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
INN
7317
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
RXCUI
194000
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY RxNorm
DAILYMED
6804DJ8Z9U
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
CHEBI
31348
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
DRUG CENTRAL
480
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
SMS_ID
100000089303
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
CAS
154361-50-9
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
NCI_THESAURUS
C1794
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
IUPHAR
6799
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
WIKIPEDIA
CAPECITABINE
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
MESH
C110904
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
RS_ITEM_NUM
1090706
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
LACTMED
Capecitabine
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
USAN
HH-37
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
FDA UNII
6804DJ8Z9U
Created by admin on Fri Dec 15 15:33:56 UTC 2023 , Edited by admin on Fri Dec 15 15:33:56 UTC 2023
PRIMARY
Related Record Type Details
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
THYMIDYLATE SYNTHASE
TARGET -> INHIBITOR
Structure of CAPECITABINE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Related Record Type Details
Structure of 5'-DEOXY-5-FLUOROCYTIDINE
METABOLITE -> PARENT
by carboxylesterase
Structure of .ALPHA.-FLUORO-.BETA.-ALANINE
METABOLITE -> PARENT
Structure of FLUOROURACIL
METABOLITE ACTIVE -> PRODRUG
Structure of DOXIFLURIDINE
METABOLITE -> PARENT
BY CYTIDINE DEAMINASE
Related Record Type Details
Structure of 5'-DEOXY-3'-O-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-N-((PENTYLOXY)CARBONYL)CYTIDINE
IMPURITY -> PARENT
Structure of 2',3'-DI-O-ACETYL-5'-DEOXY-5-FLUORO-N4-(PENTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-3'-O-(5-DEOXY-.ALPHA.-D-RIBOFURANOSYL)-5-FLUORO-N-((PENTYLOXY)CARBONYL)CYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of DOXIFLURIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-3'-O-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-N-((PENTYLOXY)CARBONYL)CYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-5-FLUORO-N4-(3-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
5'-DEOXY-5-FLUORO-N4-(2-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE + 5'-DEOXY-5-FLUORO-N4-(3-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE (NMT-0.5% WEIGHT PERCENT)
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2',3'-O-CARBONYL-5'-DEOXY-5-FLUORO-N4-(PENTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
Structure of 2',3'-DI-O-ACETYL-5'-DEOXY-5-FLUOROCYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of DOXIFLURIDINE
IMPURITY -> PARENT
Structure of 5'-DEOXY-5-FLUORO-N4-(3-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
Structure of 2',3'-DI-O-ACETYL-5'-DEOXY-5-FLUOROCYTIDINE
IMPURITY -> PARENT
Structure of 5'-DEOXY-5-FLUORO-N4-(2-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
Structure of 5'-DEOXY-5-FLUOROCYTIDINE
IMPURITY -> PARENT
Structure of 5'-DEOXY-2'-O-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-N-((PENTYLOXY)CARBONYL)CYTIDINE
IMPURITY -> PARENT
Structure of 2',3'-O-CARBONYL-5'-DEOXY-5-FLUORO-N4-(PENTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-2'-O-(5-DEOXY-.BETA.-D-RIBOFURANOSYL)-5-FLUORO-N-((PENTYLOXY)CARBONYL)CYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-5-FLUOROCYTIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5'-DEOXY-5-FLUORO-N4-(2-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE
IMPURITY -> PARENT
5'-DEOXY-5-FLUORO-N4-(2-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE + 5'-DEOXY-5-FLUORO-N4-(3-METHYL-1-BUTYLOXYCARBONYL)CYTIDINE (NMT-0.5% WEIGHT PERCENT)
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of 5'-DEOXY-5-FLUOROCYTIDINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
NIH
NCATS
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