CHEBI:74838 - ancitabine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ancitabine
Definition An organic heterotricyclic compound resulting from the formal condensation of the oxo group of cytidine to the 2' position with loss of water to give the corresponding cyclic ether. A prodrug, it is metabolised to the antineoplastic agent cytarabine, so is used to maintain a more constant antineoplastic action.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H11N3O4
Net Charge 0
Average Mass 225.20130
Monoisotopic Mass 225.07496
InChI InChI=1S/C9H11N3O4/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8/h1-2,4,6-8,10,13-14H,3H2/t4-,6-,7+,8-/m1/s1
SMILES OC[C@H]1O[C@@H]2[C@@H](Oc3nc(=N)ccn23)[C@@H]1O
Roles Classification
Biological Role(s): antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ancitabine (CHEBI:74838) has role antimetabolite (CHEBI:35221)
ancitabine (CHEBI:74838) has role antineoplastic agent (CHEBI:35610)
ancitabine (CHEBI:74838) has role prodrug (CHEBI:50266)
ancitabine (CHEBI:74838) is a diol (CHEBI:23824)
ancitabine (CHEBI:74838) is a organic heterotricyclic compound (CHEBI:26979)
ancitabine (CHEBI:74838) is conjugate base of ancitabine(1+) (CHEBI:74842)
Incoming ancitabine(1+) (CHEBI:74842) is conjugate acid of ancitabine (CHEBI:74838)
INNs Sources
ancitabina ChemIDplus
ancitabine ChemIDplus
ancitabine WHO MedNet
ancitabinum ChemIDplus
Synonyms Sources
2,2'-anhydro-1-(β-D-arabinofuranosyl)cytosine ChEBI
2,2'-anhydro-AraC ChEBI
2,2'-anhydroarabinosylcytosine ChemIDplus
2,2'-anhydrocytidine ChemIDplus
2,2'-cyclocytidine ChemIDplus
2,2'-O-cyclocytidine ChemIDplus
[2R-(2α,3β,3aβ,9aβ)]-2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-6H-furo[2',3':4,5]pxazolo[3,2-a]pyrimidine-2-methanol ChEBI
anhydrocytidine ChemIDplus
cyclocytidine ChEBI
O2,2'-cyclocytidine ChEBI
Manual Xrefs Databases
212 DrugCentral
US3463850 Patent
View more database links
Registry Numbers Types Sources
31698-14-3 CAS Registry Number ChemIDplus
669322 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
6204036 PubMed citation Europe PMC
6206222 PubMed citation Europe PMC
77191 PubMed citation Europe PMC
Last Modified
22 February 2017