tubercidin

CHEBI:48267 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:18254 CHEBI:18254
CHEBI:48036 CHEBI:48036
CHEBI:86478 CHEBI:86478

Chemical structure

Computed structure properties
Molecular formula	C11H14N4O4
Charge	0
Average mass	266.257 Da
Monoisotopic mass	266.1015 Da
Source	ChEBI
InChIKey	HDZZVAMISRMYHH-KCGFPETGSA-N

SMILES

Nc1ncnc2c1ccn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

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

Also called

7-(β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (EXACT_SYNONYM)— chebi
7-Deazaadenosine (EXACT_SYNONYM)— chebi
Sparsomycin A (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:38498
cas:69-33-0
drugbank:DB03172
metacyc.compound:CPD-13054
patent:US4316957
pdb-ccd:TBN

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:35718 CHEBI:35718

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:48267`	tubercidin	`antibioticmech:chebi-2bded3e66e`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.