alpha-D-galactose 1-phosphate (CHEBI:17973)

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CHEBI:17973 - α-D-galactose 1-phosphate

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ChEBI Name	α-D-galactose 1-phosphate

ChEBI ID	CHEBI:17973

ChEBI ASCII Name	alpha-D-galactose 1-phosphate

Definition	A D-galactopyranose 1-phosphate having α-configuration at the anomeric centre.

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

Secondary ChEBI IDs	CHEBI:12306, CHEBI:22374, CHEBI:42878, CHEBI:10232, CHEBI:12305

Supplier Information	ZINC000004096036

Download	Molfile XML SDF

more structures >>

Molfile

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Mrv0541 06101410473D

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Mrv0541 06101410473D

29 29 0 0 0 0 999 V2000

0.1010 -0.5060 0.6720 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.0340 -1.5220 0.5260 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.9050 -1.1300 -0.6720 C 0 0 2 0 0 0 0 0 0 0 0 0

-2.3520 0.3260 -0.4960 C 0 0 2 0 0 0 0 0 0 0 0 0

-1.1180 1.2030 -0.2740 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.5510 2.6640 -0.1320 C 0 0 2 0 0 0 0 0 0 0 0 0

0.8740 -0.4830 -0.5300 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.4840 -2.8240 0.3140 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.0510 -1.9820 -0.7320 O 0 0 0 0 0 0 0 0 0 0 0 0

-3.2230 0.4250 0.6330 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.4410 0.7920 0.9120 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.3930 3.4970 -0.0450 O 0 0 0 0 0 0 0 0 0 0 0 0

2.3800 -0.1020 -0.1070 P 0 0 1 0 0 0 0 0 0 0 0 0

2.9920 -1.2740 0.8100 O 0 0 0 0 0 0 0 0 0 0 0 0

3.2810 0.0710 -1.4300 O 0 0 0 0 0 0 0 0 0 0 0 0

2.3730 1.1670 0.6540 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.7100 4.4070 0.0430 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1500 2.7790 0.7710 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1430 2.9530 -1.0010 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.4460 1.1050 -1.1270 H 0 0 0 0 0 0 0 0 0 0 0 0

0.7390 -0.7920 1.5080 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9790 -2.0820 0.2780 H 0 0 0 0 0 0 0 0 0 0 0 0

4.1730 0.2980 -1.1330 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.6390 -1.5250 1.4320 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0600 -3.0270 1.0860 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3290 -1.2280 -1.5920 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.7210 -2.8860 -0.8300 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8780 0.6570 -1.3920 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.9820 -0.1470 0.4520 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0 0 0 0

1 7 1 0 0 0 0

1 11 1 0 0 0 0

1 21 1 0 0 0 0

2 3 1 0 0 0 0

2 8 1 0 0 0 0

2 24 1 0 0 0 0

3 4 1 0 0 0 0

3 9 1 0 0 0 0

3 26 1 0 0 0 0

4 5 1 0 0 0 0

4 10 1 0 0 0 0

4 28 1 0 0 0 0

5 6 1 0 0 0 0

5 11 1 0 0 0 0

5 20 1 0 0 0 0

6 12 1 0 0 0 0

6 18 1 0 0 0 0

6 19 1 0 0 0 0

7 13 1 0 0 0 0

8 25 1 0 0 0 0

9 27 1 0 0 0 0

10 29 1 0 0 0 0

12 17 1 0 0 0 0

13 14 1 0 0 0 0

13 15 1 0 0 0 0

13 16 2 0 0 0 0

14 22 1 0 0 0 0

15 23 1 0 0 0 0

M END): 18 ms

reading 29 atoms

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29 atoms created

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Wikipedia	License
D-Galactose-1-phosphate is an intermediate in the intraconversion of glucose and uridine diphosphate galactose. It is formed from galactose by galactokinase.The improper metabolism of galactose-1-phosphate is a characteristic of galactosemia. The Leloir pathway is responsible for such metabolism of galactose and its intermediate, galactose-1-phosphate. Deficiency of enzymes found in this pathway can result in galactosemia; therefore, diagnosis of this genetic disorder occasionally involves measuring the concentration of these enzymes. One of such enzymes is galactose-1-phosphate uridylyltransferase (GALT). The enzyme catalyzes the transfer of a UDP-activator group from UDP-glucose to galactose-1-phosphate. Although the cause of enzyme deficiency in the Leloir pathway is still disputed amongst researchers, some studies suggest that protein misfolding of GALT, which may lead to an unfavorable conformational change that impacts its thermal stability and substrate-binding affinity, may play a role in the deficiency of GALT in Type 1 galactosemia. Increase in galactitol concentration can be seen in patients with galactosemia; putting patients at higher risk for presenile cataract.
Read full article at Wikipedia

Formula

C6H13O9P

Net Charge

Average Mass

260.13578

Monoisotopic Mass

260.02972

InChI

InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1

InChIKey

HXXFSFRBOHSIMQ-FPRJBGLDSA-N

SMILES

OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@H]1O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via D-galactopyranose 1-phosphate ) fundamental metabolite Any metabolite produced by all living cells. (via D-galactopyranose 1-phosphate )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	α-D-galactose 1-phosphate (CHEBI:17973) has functional parent α-D-galactose (CHEBI:28061) α-D-galactose 1-phosphate (CHEBI:17973) has role Escherichia coli metabolite (CHEBI:76971) α-D-galactose 1-phosphate (CHEBI:17973) has role mouse metabolite (CHEBI:75771) α-D-galactose 1-phosphate (CHEBI:17973) is a α-D-hexose 1-phosphate (CHEBI:16326) α-D-galactose 1-phosphate (CHEBI:17973) is a D-galactopyranose 1-phosphate (CHEBI:37480) α-D-galactose 1-phosphate (CHEBI:17973) is conjugate acid of α-D-galactose 1-phosphate(2−) (CHEBI:58336)

Incoming	α-D-galactose 1-phosphate(2−) (CHEBI:58336) is conjugate base of α-D-galactose 1-phosphate (CHEBI:17973)

IUPAC Name

α-D-galactopyranose 1-(dihydrogen phosphate)

Synonyms	Sources
1-O-phosphono-α-D-galactopyranose	IUPAC
α-D-Gal-1-P	ChEBI
alpha-D-Galactopyranose 1-phosphate	KEGG COMPOUND
alpha-D-Galactopyranose, 1-(dihydrogen phosphate)	ChemIDplus
alpha-D-Galactopyranosyl phosphate	HMDB
alpha-D-Galactose 1-phosphate	KEGG COMPOUND
alpha-D-Galactosyl phosphate	HMDB
Galactose-1-phosphate	ChemIDplus

Manual Xrefs	Databases
C00007391	KNApSAcK
C00446	KEGG COMPOUND
DB02317	DrugBank
GALACTOSE-1P	MetaCyc
Galactose_1-phosphate	Wikipedia
GL1	PDBeChem
HMDB0000645	HMDB
View more database links

Registry Numbers	Types	Sources
2255-14-3	CAS Registry Number	KEGG COMPOUND
2255-14-3	CAS Registry Number	ChemIDplus
87854	Reaxys Registry Number	Reaxys

Citation	Type	Source
8154046	PubMed citation	Europe PMC

Last Modified

11 May 2017

CHEBI:17973 - α-D-galactose 1-phosphate

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