CHEBI:48267 - tubercidin

ChEBI IDCHEBI:48267
ChEBI Nametubercidin
Stars
DefinitionAn N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus.
Secondary ChEBI IDCHEBI:45836
Last Modified16 May 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC11H14N4O4
Net Charge0
Average Mass266.257
Monoisotopic Mass266.10150
SMILESNc1ncnc2c1ccn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChIInChI=1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1
InChIKeyHDZZVAMISRMYHH-KCGFPETGSA-N
Species of MetaboliteComponentSourceComments
Actinopolyspora erythraea YIM 90600 (ncbitaxon:414996) mycelium (BTO:0001436) PubMed (21870828) EtOAc extract of fermentation broth and Acetone extract of mycelia were together used
Caulospongia biflabellata (ncbitaxon:297728) - PubMed (21870828)
Streptomyces tubercidicus (ncbitaxon:47759) - PubMed (21870828)
Tolypothrix byssoidea (WORMS:213754) - PubMed (21870828)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tubercidin (CHEBI:48267) has role antimetabolite (CHEBI:35221)
tubercidin (CHEBI:48267) has role antineoplastic agent (CHEBI:35610)
tubercidin (CHEBI:48267) has role bacterial metabolite (CHEBI:76969)
tubercidin (CHEBI:48267) is a N-glycosylpyrrolopyrimidine (CHEBI:48036)
tubercidin (CHEBI:48267) is a antibiotic antifungal agent (CHEBI:86478)
tubercidin (CHEBI:48267) is a ribonucleoside (CHEBI:18254)
Incoming Relation(s)
(Rp)-7-bromo-7-deaza-cAMPS (CHEBI:84625) has functional parent tubercidin (CHEBI:48267)
(Rp)-7-deaza-cAMPS (CHEBI:84624) has functional parent tubercidin (CHEBI:48267)
(Rp)-8-bromo-7-deaza-cAMPS (CHEBI:84623) has functional parent tubercidin (CHEBI:48267)
(Sp)-7-bromo-7-deaza-cAMPS (CHEBI:84621) has functional parent tubercidin (CHEBI:48267)
(Sp)-8-bromo-7-deaza-cAMPS (CHEBI:84620) has functional parent tubercidin (CHEBI:48267)
5-iodotubercidin (CHEBI:40167) has functional parent tubercidin (CHEBI:48267)
7-deaza-8-chloro-cAMP (CHEBI:84611) has functional parent tubercidin (CHEBI:48267)
7-deaza-cAMP (CHEBI:84607) has functional parent tubercidin (CHEBI:48267)
7-deaza-cGMP (CHEBI:84637) has functional parent tubercidin (CHEBI:48267)
sangivamycic acid (CHEBI:143700) has functional parent tubercidin (CHEBI:48267)
TuMP (CHEBI:74555) has functional parent tubercidin (CHEBI:48267)
IUPAC Name 
7-(β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Synonyms  Source
7-DeazaadenosineChemIDplus
Sparsomycin AChemIDplus
Manual XrefsDatabases
CPD-13054MetaCyc
DB03172DrugBank
TBNPDBeChem
US4316957Patent
Registry NumbersSources
Beilstein:38498Beilstein
CAS:69-33-0ChemIDplus