CHEBI:15963 - ribitol

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ChEBI Name ribitol
ChEBI ID CHEBI:15963
Definition A pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from ribose by reduction of the carbonyl group. It occurs naturally in the plant Adonis vernalis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15043, CHEBI:8841, CHEBI:48505, CHEBI:4230, CHEBI:26552, CHEBI:57591, CHEBI:27854, CHEBI:21074
Supplier Information No supplier information found for this compound.
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Ribitol, or adonitol, is a crystalline pentose alcohol (C5H12O5) formed by the reduction of ribose. It occurs naturally in the plant Adonis vernalis as well as in the cell walls of some Gram-positive bacteria, in the form of ribitol phosphate, in teichoic acids. It also forms part of the chemical structure of riboflavin and flavin mononucleotide (FMN), which is a nucleotide coenzyme used by many enzymes, the so-called flavoproteins.
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Formula C5H12O5
Net Charge 0
Average Mass 152.14578
Monoisotopic Mass 152.06847
InChI InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-
InChIKey HEBKCHPVOIAQTA-ZXFHETKHSA-N
SMILES OC[C@H](O)[C@H](O)[C@H](O)CO
Metabolite of Species Details
Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Adonis vernalis (NCBI:txid46985) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing ribitol (CHEBI:15963) has role Daphnia magna metabolite (CHEBI:83056)
ribitol (CHEBI:15963) has role human metabolite (CHEBI:77746)
ribitol (CHEBI:15963) has role plant metabolite (CHEBI:76924)
ribitol (CHEBI:15963) is a pentitol (CHEBI:25899)
Incoming α-D-Galp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-ribitol (CHEBI:61094) has functional parent ribitol (CHEBI:15963)
α-D-Galp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-ribitol-5-phosphate (CHEBI:61104) has functional parent ribitol (CHEBI:15963)
α-D-Galp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→4)-D-ribitol (CHEBI:61101) has functional parent ribitol (CHEBI:15963)
α-D-Galp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→4)-D-ribitol-5-phosphate (CHEBI:61107) has functional parent ribitol (CHEBI:15963)
α-D-Glcp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-ribitol (CHEBI:61086) has functional parent ribitol (CHEBI:15963)
α-D-Glcp-(1→3)-α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-ribitol-5-phosphate (CHEBI:61108) has functional parent ribitol (CHEBI:15963)
α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-D-ribitol (CHEBI:61091) has functional parent ribitol (CHEBI:15963)
α-D-Glcp-(1→3)-α-L-Rhap-(1→4)-D-ribitol (CHEBI:61100) has functional parent ribitol (CHEBI:15963)
α-L-Rhap-(1→3)-D-ribitol (CHEBI:61090) has functional parent ribitol (CHEBI:15963)
α-L-Rhap-(1→4)-D-ribitol (CHEBI:61097) has functional parent ribitol (CHEBI:15963)
α-L-Rhap-(1→4)-D-ribitol-(5-P-2)-α-D-Galp-(1→3)-α-D-Glcp (CHEBI:62159) has functional parent ribitol (CHEBI:15963)
α-L-Rhap-(1→4)-D-ribitol-5-phosphate (CHEBI:62157) has functional parent ribitol (CHEBI:15963)
β-D-ribosyl-(1→1)-D-ribitol-5-phosphate (CHEBI:61849) has functional parent ribitol (CHEBI:15963)
1-deoxy-1-[(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-D-ribitol (CHEBI:43549) has functional parent ribitol (CHEBI:15963)
1-deoxy-1-[(5-nitroso-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-D-ribito (CHEBI:43691) has functional parent ribitol (CHEBI:15963)
1-deoxy-1-{[2,6-dihydroxy-5-(5-phosphonopentyl)pyrimidin-4-yl]amino}-D-ribitol (CHEBI:43332) has functional parent ribitol (CHEBI:15963)
1-deoxy-1-{[2,6-dioxo-5-(5-phosphonopentyl)-1,2,3,6-tetrahydropyrimidin-4-yl]amino}-D-ribitol (CHEBI:40193) has functional parent ribitol (CHEBI:15963)
2-amino-6,7-dimethyl-4-oxo-8-(1'-D-ribityl)-4,8-dihydropteridine (CHEBI:82673) has functional parent ribitol (CHEBI:15963)
5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil (CHEBI:85936) has functional parent ribitol (CHEBI:15963)
5-amino-6-(D-ribitylamino)uracil (CHEBI:15934) has functional parent ribitol (CHEBI:15963)
6,7-dimethyl-8-(1-D-ribityl)lumazine (CHEBI:17601) has functional parent ribitol (CHEBI:15963)
6-(hydroxymethyl)-8-(1-D-ribityl)lumazine (CHEBI:76622) has functional parent ribitol (CHEBI:15963)
6-methyl-7-oxo-8-(1-D-ribityl)lumazine (2-hydroxy tautomer) (CHEBI:73090) has functional parent ribitol (CHEBI:15963)
6-methyl-7-oxo-8-(1-D-ribityl)lumazine (2-oxo tautomer) (CHEBI:60900) has functional parent ribitol (CHEBI:15963)
6-methyl-7-oxo-8-(1-D-ribityl)lumazine (2-oxo tautomer)(1−) (CHEBI:60501) has functional parent ribitol (CHEBI:15963)
7-hydroxy-6-methyl-8-(1-D-ribityl)lumazine (CHEBI:27581) has functional parent ribitol (CHEBI:15963)
8-(1,2-dideoxy-1-D-ribityl)-7-methyllumazine (CHEBI:149752) has functional parent ribitol (CHEBI:15963)
8-(1,4-dideoxy-1-D-ribityl)-6-methyllumazine (CHEBI:149745) has functional parent ribitol (CHEBI:15963)
8-(1,4-dideoxy-1-D-ribityl)-7-methyllumazine (CHEBI:149747) has functional parent ribitol (CHEBI:15963)
8-(1,5-dideoxy-1-D-ribityl)-7-methyllumazine (CHEBI:149727) has functional parent ribitol (CHEBI:15963)
8-(5-hydroxypentyl)-7-methyllumazine (CHEBI:149729) has functional parent ribitol (CHEBI:15963)
D-ribitol 1-phosphate (CHEBI:88133) has functional parent ribitol (CHEBI:15963)
D-ribitol 5-phosphate (CHEBI:16246) has functional parent ribitol (CHEBI:15963)
D-ribitol-(5-P-2)-α-D-Galp-(1→3)-α-D-Glcp (CHEBI:62161) has functional parent ribitol (CHEBI:15963)
[3)-β-D-ribosyl-(1→1)-D-ribitol-5-P-(O→]3 (CHEBI:62021) has functional parent ribitol (CHEBI:15963)
reduced 6-(hydroxymethyl)-8-(1-D-ribityl)lumazine (CHEBI:70986) has functional parent ribitol (CHEBI:15963)
IUPAC Names
(2R,3s,4S)-pentane-1,2,3,4,5-pentol
meso-ribitol
Synonyms Sources
(2R,3s,4S)-pentane-1,2,3,4,5-pentol HMDB
Adonitol KEGG COMPOUND
D-Adonitol KEGG COMPOUND
D-Ribitol KEGG COMPOUND
L-ribitol ChEBI
Ribitol KEGG COMPOUND
ribitol UniProt
Manual Xrefs Databases
C00001171 KNApSAcK
C00474 KEGG COMPOUND
HMDB0000508 HMDB
Ribitol Wikipedia
RIBITOL MetaCyc
View more database links
Registry Numbers Types Sources
1720524 Reaxys Registry Number Reaxys
488-81-3 CAS Registry Number KEGG COMPOUND
488-81-3 CAS Registry Number ChemIDplus
488-81-3 CAS Registry Number NIST Chemistry WebBook
82894 Gmelin Registry Number Gmelin
Citations
Last Modified
14 May 2020