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:
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.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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