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> Main
CHEBI:27575 - adenosine 5'-[γ-thio]triphosphate
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ChEBI Name
adenosine 5'-[γ-thio]triphosphate
ChEBI ID
CHEBI:27575
ChEBI ASCII Name
adenosine 5'-[gamma-thio]triphosphate
Definition
A nucleoside triphosphate analogue that is ATP in which one of the oxygens attached to 3-phosphate group is replaced by sulfur.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:2476, CHEBI:34527, CHEBI:40663, CHEBI:40964, CHEBI:22243
Supplier Information
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Molfile
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Molfile
Formula
C10H16N5O12P3S
Net Charge
0
Average Mass
523.24782
Monoisotopic Mass
522.97290
InChI
InChI=1S/C10H16N5O12P3S/c11-
8-
5-
9(13-
2-
12-
8)
15(3-
14-
5)
10-
7(17)
6(16)
4(25-
10)
1-
24-
28(18,19)
26-
29(20,21)
27-
30(22,23)
31/h2-
4,6-
7,10,16-
17H,1H2,(H,18,19)
(H,20,21)
(H2,11,12,13)
(H2,22,23,31)
/t4-
,6-
,7-
,10-
/m1/s1
InChIKey
NLTUCYMLOPLUHL-KQYNXXCUSA-N
SMILES
Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=S)[C@@H](O)[C@H]1O
ChEBI Ontology
Outgoing
adenosine 5'-[γ-thio]triphosphate (
CHEBI:27575
)
has functional parent
({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-purin-9-yl)oxolan-2-yl]methyl phosphonato}oxy)(phosphonatooxy)phosphinate (
CHEBI:237958
)
adenosine 5'-[γ-thio]triphosphate (
CHEBI:27575
)
has functional parent
ATP (
CHEBI:15422
)
adenosine 5'-[γ-thio]triphosphate (
CHEBI:27575
)
is a
nucleoside triphosphate analogue (
CHEBI:37413
)
IUPAC Name
5'-
O
-(hydroxy{[hydroxy(thiophosphonooxy)phosphoryl]oxy}phosphoryl)adenosine
Synonyms
Sources
(gamma-S)ATP
ChemIDplus
Adenosine 5'-(3-thio)triphosphate
ChemIDplus
Adenosine 5'-(gamma-thio)triphosphate
KEGG COMPOUND
Adenosine 5'-(gamma-thio)triphosphate
KEGG COMPOUND
Adenosine 5'-O-(3-thiotriphosphate)
ChemIDplus
Adenosine 5-O-(3-thiotriphophate)
KEGG COMPOUND
ATP-gamma-S
KEGG COMPOUND
ATP-gammaS
ChEBI
gamma-Thio-ATP
ChemIDplus
PHOSPHOTHIOPHOSPHORIC ACID-ADENYLATE ESTER
PDBeChem
Manual Xrefs
Databases
AGS
PDBeChem
C04380
KEGG COMPOUND
DB02930
DrugBank
View more database links
Registry Numbers
Types
Sources
1235595
Reaxys Registry Number
Reaxys
35094-46-3
CAS Registry Number
ChemIDplus
Citations
Types
Sources
15944274
PubMed citation
Europe PMC
1963568
PubMed citation
Europe PMC
2959372
PubMed citation
Europe PMC
3172247
PubMed citation
Europe PMC
6381639
PubMed citation
Europe PMC
8014879
PubMed citation
Europe PMC
9585557
PubMed citation
Europe PMC
Last Modified
11 August 2014