tubercidin (CHEBI:48267)

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ChEBI Name	tubercidin

ChEBI ID	CHEBI:48267

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45836

Supplier Information

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Formula

C11H14N4O4

Net Charge

Average Mass

266.254

Monoisotopic Mass

266.10150

InChI

InChI=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

InChIKey

HDZZVAMISRMYHH-KCGFPETGSA-N

SMILES

[C@@H]1([C@@H]([C@H](O)[C@H](O1)CO)O)N2C=3N=CN=C(C3C=C2)N

Metabolite of Species	Details
Caulospongia biflabellata (NCBI:txid297728)	See: PubMed
Actinopolyspora erythraea YIM 90600 (NCBI:txid414996)	Found in mycelium (BTO:0001436). EtOAc extract of fermentation broth and Acetone extract of mycelia were together used See: PubMed
Streptomyces tubercidicus (NCBI:txid47759)	See: PubMed
Tolypothrix byssoidea (WORMS:213754)	See: PubMed

Roles Classification
Biological Role(s):	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. (via antibiotic antifungal agent )

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	(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

Last Modified

16 May 2019