Compound Summary

5-azacytidine
  Compound Information
 5-azacytidine

Compound Name:

5-azacytidine

Compound CID:

9444

Synonyms:

5-azacytidine

Azacitidine

320-67-2

Ladakamycin

Azacytidine

More...

Iupac Name:

4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one

InChI:

InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1

InChIKey:

NMUSYJAQQFHJEW-KVTDHHQDSA-N

Canonical Smiles:

C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N

Isomeric Smiles:

C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N

Molecular Weight:

244.2

Molecular Formula:

C8H12N4O5

  Compound Structure
 2D Structure:
 3D Structure:
  Computed Properties
 5-azacytidine

Molecular Weight:

244.2

Molecular Formula:

C8H12N4O5

Hydrogen Bond Donor Count:

4

Hydrogen Bond Acceptor Count:

5

Rotatable Bond Count:

2

Heavy Atom Count:

17

Complexity:

384

  Synonyms
 5-azacytidine

5-azacytidine 5-azacytidine

5-azacytidine

Azacitidine

320-67-2

Ladakamycin

Azacytidine

Vidaza

Mylosar

5-azacitidine

Azacitidinum

Azacitidina

Azacitidinum INN-Latin

5-AZAC

Azacitidina INN-Spanish

NSC-102816

C8H12N4O5

NSC 102816

U-18496

4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one

UNII-M801H13NRU

NSC102816

5AzaC

4-Amino-1-beta-d-ribofuranosyl-1,3,5-triazin-2(1H)-one

Antibiotic U 18496

CHEBI:2038

M801H13NRU

4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one

4-Amino-1-(beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one

MFCD00006539

4-amino-1-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-1,3,5-triazin-2-one

4-amino-1-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-1,2-dihydro-1,3,5-triazin-2-one

WR-183027

NCGC00090851-04

DSSTox_CID_116

U 18496

DSSTox_RID_75378

DSSTox_GSID_20116

U-18,496

CCRIS 60

SMR000857239

Vidaza (TN)

HSDB 6879

5-aza-CR

SR-01000075662

EINECS 206-280-2

BRN 0620461

Onureg

Azacitidine (JAN/USAN/INN)

Azacitidine USAN:INN:BAN

4-Amino-1-beta-D-ribofuranosyl-1,3,5-traizin-2(1H)-one

NS-17

1-(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-4-amino-1,3,5-tri azin-2-one

4-amino-1-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl-1,3,5-triazin-2-one

CAS-320-67-2

Azacitidine (Vidaza)

2-(beta-D-Ribofuranosyl)-4-amino-1,3,5-triazin-2-one

Antibiotic U18496

U18496

Spectrum_001262

4-Amino-1-beta-D-ribofuranosyl-1,3,5-triazine-2(1H)-one

Spectrum2_000786

Spectrum3_001509

Spectrum4_000922

Spectrum5_001166

MolMap_000062

A 2385

SCHEMBL3741

CHEMBL1489

Lopac0_000035

BSPBio_003157

KBioGR_001444

KBioGR_002556

KBioSS_001742

KBioSS_002565

MLS001333121

MLS001333122

MLS002153249

MLS002548894

DivK1c_000125

SPECTRUM1502111

SPBio_000892

GTPL6796

DTXSID9020116

BCBcMAP01_000083

HMS500G07

KBio1_000125

KBio2_001742

KBio2_002556

KBio2_004310

KBio2_005124

KBio2_006878

KBio2_007692

KBio3_002657

KBio3_003034

NMUSYJAQQFHJEW-KVTDHHQDSA-

pyrimidine antimetabolite: inhibits nucleic acid replication

cMAP_000082

NINDS_000125

HMS1921J22

HMS2092D08

HMS2231F15

HMS3259D19

HMS3260G11

Pharmakon1600-01502111

ZINC3861768

5-Azacytidine, >=98% (HPLC)

Tox21_111032

Tox21_302985

Tox21_500035

BDBM50424715

CCG-39046

EBD145507

NSC758186

s1782

SBB066305

Onureg (CC-486; oral azacitidine)

AKOS015896938

Tox21_111032_1

AM83944

CS-1287

DB00928

LP00035

MCULE-8318770472

NC00672

NSC-758186

NSC103-627

4-amino-1-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-1,3,5-triaz

IDI1_000125

NCGC00090851-01

NCGC00090851-02

NCGC00090851-03

NCGC00090851-05

NCGC00090851-06

NCGC00090851-07

NCGC00090851-08

NCGC00090851-10

NCGC00090851-14

NCGC00090851-22

NCGC00178234-01

NCGC00256541-01

NCGC00260720-01

AS-13697

HY-10586

SRI-10756_10

SRI-10756_12

ST056940

WR183027

DB-006955

SL-000003

EU-0100035

D03021

F10504

J10124

33795-EP2275420A1

33795-EP2295055A2

33795-EP2295416A2

33795-EP2298748A2

33795-EP2298764A1

33795-EP2298765A1

33795-EP2305642A2

33795-EP2311453A1

33795-EP2311840A1

124679-EP2270008A1

124679-EP2292617A1

124679-EP2295426A1

124679-EP2295427A1

320A672

A821115

Q416451

J-700085

SR-01000075662-1

SR-01000075662-3

SR-01000075662-7

BRD-K03406345-001-02-1

BRD-K03406345-001-27-8

4-Amino-1-?-D-ribofuranosyl-1,3,5-triazin-2(1H)-one

Z1522566611

4-Amino-1-(bet.-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one

4-Amino-1-beta-D-ribofuranosyl-1,3,5-tr iazin-2(1H)-one

s-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl- (8CI)

Azacitidine, United States Pharmacopeia (USP) Reference Standard

4-Amino-1-(beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one; Ladakamycin

Azacitidine, Pharmaceutical Secondary Standard; Certified Reference Material

1401238-97-8

5-Azacytidine, Hybri-Max(TM), gamma-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

5AE

6-amino-3-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl-1H-1,3,5-triazin-3-ium-2-one
  Experimental Data
 5-azacytidine

Species Dose Unit Control(Avg days) Treatment(Avg days) Avg/Med Lifespan Change(%) Control(Max days) Treatment(Max days) Max Lifespan Change(%) Significant Strain Gender PubMed Avg/Med Lifespan Change tab
Caenorhabditis elegans 33.000000000000000 umol/L -14.000000000000000 NS N2 24134630 Inactive
  Experimental Data Visualization
 5-azacytidine

  Statistics Data
 5-azacytidine

Species Avg/Med Lifespan Change(%) Max Lifespan Change(%) Count Reference Count Data point
Caenorhabditis elegans -14.000000000000000 1 1
  Statistics Data Visualization
 5-azacytidine

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