CHEBI:16551 - α,α-trehalose

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ChEBI Name α,α-trehalose
ChEBI ID CHEBI:16551
ChEBI ASCII Name alpha,alpha-trehalose
Definition A trehalose in which both glucose residues have α-configuration at the anomeric carbon.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15251, CHEBI:46211, CHEBI:10202, CHEBI:12281, CHEBI:12284, CHEBI:12287, CHEBI:22365
Supplier Information eMolecules:715306, eMolecules:29522931, ZINC000004095531
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Formula C12H22O11
Net Charge 0
Average Mass 342.29648
Monoisotopic Mass 342.11621
InChI InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1
InChIKey HDTRYLNUVZCQOY-LIZSDCNHSA-N
SMILES OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α,α-trehalose (CHEBI:16551) has role Escherichia coli metabolite (CHEBI:76971)
α,α-trehalose (CHEBI:16551) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
α,α-trehalose (CHEBI:16551) has role geroprotector (CHEBI:176497)
α,α-trehalose (CHEBI:16551) has role human metabolite (CHEBI:77746)
α,α-trehalose (CHEBI:16551) has role mouse metabolite (CHEBI:75771)
α,α-trehalose (CHEBI:16551) is a trehalose (CHEBI:27082)
Incoming α,α-trehalose 6-phosphate (CHEBI:18283) has functional parent α,α-trehalose (CHEBI:16551)
α,α-trehalose 6-phosphate(2−) (CHEBI:58429) has functional parent α,α-trehalose (CHEBI:16551)
α,α-trehalose-2-sulfate (CHEBI:60114) has functional parent α,α-trehalose (CHEBI:16551)
α,α-trehalose-2-sulfate(1−) (CHEBI:60091) has functional parent α,α-trehalose (CHEBI:16551)
β-D-Galp-(1→6)-α-D-Glcp-(1→1)-α-D-Glcp (CHEBI:149149) has functional parent α,α-trehalose (CHEBI:16551)
2'-O-sulfo-2-O-tetracosanoyl-3-O-[(2E,4S,6S,8S)-2,4,6,8-tetramethyltetracos-2-enoyl]-α,α-trehalose (CHEBI:62138) has functional parent α,α-trehalose (CHEBI:16551)
2,3-dipalmitoyl-2'-sulfo-α,α-trehalose (CHEBI:62115) has functional parent α,α-trehalose (CHEBI:16551)
2-O-(long-chain fatty acyl)-3-O-mycolipenoyl-trehalose (CHEBI:142476) has functional parent α,α-trehalose (CHEBI:16551)
2-O-[(2E,4S)-2,4-dimethyldocos-2-enoyl]-3-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62139) has functional parent α,α-trehalose (CHEBI:16551)
2-O-octanoyl-2'-O-sulfo-3-O-[(2E,4S,6S,8S)-2,4,6,8-tetramethyltetracos-2-enoyl]-α,α-trehalose (CHEBI:62137) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-[(2E,4S,6S,8S)-2,4,6,8-tetramethylhexadec-2-enoyl]-α,α-trehalose (CHEBI:167123) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-[(2E,4S,6S,8S)-2,4,6,8-tetramethyltetracos-2-enoyl]-α,α-trehalose (CHEBI:62133) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-[(2E,4S,6S,8S)-2,4,6,8-tetramethyltriacont-2-enoyl]-α,α-trehalose (CHEBI:90353) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-[(2S,4S,6S)-2,4,6-trimethyltetracosanoyl]-α,α-trehalose (CHEBI:62123) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-[(2S,4S,6S,8S)-2,4,6,8-tetramethyltetracosanoyl]-α,α-trehalose (CHEBI:62125) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-2'-O-sulfo-3-O-triacontanoyl-α,α-trehalose (CHEBI:62120) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-3-O-[(2E,4S,6S)-2,4,6-trimethyltetracos-2-enoyl]-2'-O-sulfo-α,α-trehalose (CHEBI:62131) has functional parent α,α-trehalose (CHEBI:16551)
2-O-palmitoyl-3-O-[(2E,4S,6S,8S,10S)-2,4,6,8,10-pentamethylhexacos-2-enoyl]-2'-O-sulfo-α,α-trehalose (CHEBI:62135) has functional parent α,α-trehalose (CHEBI:16551)
2-O-sulfo-2ʼ-O-stearoyl-α,α-trehalose(1−) (CHEBI:142478) has functional parent α,α-trehalose (CHEBI:16551)
3-O-(16-hydroxyhexadecanoyl)-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62118) has functional parent α,α-trehalose (CHEBI:16551)
3-O-(2-methyloctadecanoyl)-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62121) has functional parent α,α-trehalose (CHEBI:16551)
3-O-[(2E)-2-methylicos-2-enoyl]-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62127) has functional parent α,α-trehalose (CHEBI:16551)
3-O-[(2E,4R)-2,4-dimethyldocos-2-enoyl]-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62140) has functional parent α,α-trehalose (CHEBI:16551)
3-O-[(2E,4S)-2,4-dimethyldocos-2-enoyl]-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62128) has functional parent α,α-trehalose (CHEBI:16551)
3-O-[(2S,4S)-2,4-dimethyldocosanoyl]-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62122) has functional parent α,α-trehalose (CHEBI:16551)
3-O-hydroxyphthioceranoyl-2-O-palmitoyl-2'-O-sulfo-α,α-trehalose (CHEBI:62113) has functional parent α,α-trehalose (CHEBI:16551)
3-O-hydroxyphthioceranoyl-2-O-stearoyl-2'-O-sulfo-α,α-trehalose (CHEBI:132145) has functional parent α,α-trehalose (CHEBI:16551)
acyl α,α-trehalose (CHEBI:62545) has functional parent α,α-trehalose (CHEBI:16551)
brartemicin (CHEBI:65512) has functional parent α,α-trehalose (CHEBI:16551)
monoacyl α,α-trehalose (CHEBI:62546) has functional parent α,α-trehalose (CHEBI:16551)
polyacyl α,α-trehalose (CHEBI:62547) has functional parent α,α-trehalose (CHEBI:16551)
SL1278 (CHEBI:60093) has functional parent α,α-trehalose (CHEBI:16551)
SL659 (CHEBI:60092) has functional parent α,α-trehalose (CHEBI:16551)
sulfolipid I (CHEBI:26828) has functional parent α,α-trehalose (CHEBI:16551)
sulfolipid-1(1−) (CHEBI:60094) has functional parent α,α-trehalose (CHEBI:16551)
IUPAC Name
α-D-glucopyranosyl α-D-glucopyranoside
Synonyms Sources
(Glc)2 KEGG GLYCAN
alpha,alpha'-Trehalose KEGG COMPOUND
alpha,alpha-Trehalose KEGG COMPOUND
α,α-trehalose UniProt
α-D-Glcp-(1↔1)-α-D-Glcp JCBN
α-D-glucopyranosyl-α-D-glucopyranoside NIST Chemistry WebBook
α-D-Trehalose NIST Chemistry WebBook
α-trehalose NIST Chemistry WebBook
D-(+)-trehalose NIST Chemistry WebBook
ergot sugar NIST Chemistry WebBook
mycose NIST Chemistry WebBook
Trehalose KEGG COMPOUND
TREHALOSE PDBeChem
Manual Xrefs Databases
C00001152 KNApSAcK
C01083 KEGG COMPOUND
G00293 KEGG GLYCAN
HMDB0000975 HMDB
LSM-37121 LINCS
TRE PDBeChem
Trehalose Wikipedia
TREHALOSE MetaCyc
View more database links
Registry Numbers Types Sources
1292766 Reaxys Registry Number Reaxys
2145829 Gmelin Registry Number Gmelin
99-20-7 CAS Registry Number ChemIDplus
99-20-7 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
20477758 PubMed citation Europe PMC
Last Modified
26 October 2021