GEMCITABINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H11F2N3O4
Molecular Weight	263.1981
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of GEMCITABINE

Structure Search

SMILES

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)C2(F)F

InChI

InChIKey=SDUQYLNIPVEERB-QPPQHZFASA-N

InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C9H11F2N3O4
Molecular Weight	263.1981
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:18:43 UTC 2023` Edited by `admin` on `Fri Dec 15 16:18:43 UTC 2023`
Record UNII	B76N6SBZ8R
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GEMCITABINE

Official Name

English

GEMCITABINE [USAN]

Common Name

English

LY188011

Code

English

GEMCITABINE [MI]

Common Name

English

GEMCITABINE [HSDB]

Common Name

English

CYTIDINE, 2'-DEOXY-2',2'-DIFLUORO-

Systematic Name

English

LY-188011

Code

English

NSC-613327

Code

English

GEMCITABINE [VANDF]

Common Name

English

2'-DEOXY-2',2'-DIFLUOROCYTIDINE

Systematic Name

English

gemcitabine [INN]

Common Name

English

Gemcitabine [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QL01BC05

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

WHO-ATC

L01BC05

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

NCI_THESAURUS

C2150

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

504815

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

620917

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

477015

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

NDF-RT

N0000000233

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

476915

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

NCI_THESAURUS

C1557

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

NDF-RT

N0000175595

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

LIVERTOX

NBK548575

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

737820

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

FDA ORPHAN DRUG

502015

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

Code System Code Type Description

EVMPD

SUB07892MIG

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

SMS_ID

100000092349

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

HSDB

7567

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

WIKIPEDIA

GEMCITABINE

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

RXCUI

12574

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

RxNorm

MERCK INDEX

m5690

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

Merck Index

USAN

AA-12

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

CAS

95058-81-4

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

FDA UNII

B76N6SBZ8R

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

DRUG BANK

DB00441

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

INN

6515

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

LACTMED

Gemcitabine

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

PUBCHEM

60750

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

DRUG CENTRAL

1283

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

NSC

613327

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

NCI_THESAURUS

C66876

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

EPA CompTox

DTXSID3040487

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

DAILYMED

B76N6SBZ8R

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

ChEMBL

CHEMBL888

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

MESH

C056507

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

IUPHAR

4793

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

CAS

103882-84-4

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

NON-SPECIFIC STEREOCHEMISTRY

CHEBI

175901

Created by admin on Fri Dec 15 16:18:43 UTC 2023 , Edited by admin on Fri Dec 15 16:18:43 UTC 2023

PRIMARY

Related Record Type Details


					HGJ7U2X1TA

DEOXYCYTIDINE KINASE

METABOLIC ENZYME -> SUBSTRATE

Qualification:

Km

Amount:


					U347PV74IL

GEMCITABINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					Q8J2J714N1

EQUILIBRATIVE NUCLEOSIDE TRANSPORTER 1

TRANSPORTER -> SUBSTRATE

Qualification:

kcat

Amount:


					HGJ7U2X1TA

DEOXYCYTIDINE KINASE

METABOLIC ENZYME -> SUBSTRATE

Qualification:

kcat

Amount:

Related Record Type Details


					YLR364XYSA

PRODRUG -> METABOLITE ACTIVE

Amount:


					A0Q7SO4OZE

GEMCITABINE TRIPHOSPHATE

METABOLITE ACTIVE -> PARENT

Amount:


					PI8BMT9ZCP

GEMCITABINE 5'-MONOPHOSPHATE

METABOLITE ACTIVE -> PARENT

Amount:


					6FIZ684IIK

GEMCITABINE 5'-DIPHOSPHATE

METABOLITE ACTIVE -> PARENT

Amount:


					A0Q7SO4OZE

GEMCITABINE TRIPHOSPHATE

METABOLITE ACTIVE -> PARENT

Comments:

can be extracted from peripheral blood mononuclear cells.

Amount:


					Y30D8SIL1I

2′,2′-Difluorodeoxyuridine

METABOLITE INACTIVE -> PARENT

Qualification:

PLASMA; URINE

Amount:


					D1OE4MXZ8A

2'-DEOXY-2',2'-DIFLUORO-5'-URIDYLIC ACID

METABOLITE -> PARENT

Amount:

Related Record Type Details


					A0Q7SO4OZE

GEMCITABINE TRIPHOSPHATE

ACTIVE MOIETY

Amount:


					6FIZ684IIK

GEMCITABINE 5'-DIPHOSPHATE

ACTIVE MOIETY

Amount: