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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:16942 - lipid X
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ChEBI Ontology
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ChEBI Name
lipid X
ChEBI ID
CHEBI:16942
Definition
An
N
-acyl-
D
-glucosamine 1-phosphate where the
N
-acyl group is (
R
)-3-hydroxytetradecanoyl and carrying an additional (
R
)-3-hydroxytetradecanoyl group at the 3-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:870, CHEBI:19303, CHEBI:11413
Supplier Information
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Formula
C34H66NO12P
Net Charge
0
Average Mass
711.86114
Monoisotopic Mass
711.43226
InChI
InChI=1S/C34H66NO12P/c1-
3-
5-
7-
9-
11-
13-
15-
17-
19-
21-
26(37)
23-
29(39)
35-
31-
33(32(41)
28(25-
36)
45-
34(31)
47-
48(42,43)
44)
46-
30(40)
24-
27(38)
22-
20-
18-
16-
14-
12-
10-
8-
6-
4-
2/h26-
28,31-
34,36-
38,41H,3-
25H2,1-
2H3,(H,35,39)
(H2,42,43,44)
/t26-
,27-
,28-
,31-
,32-
,33-
,34-
/m1/s1
InChIKey
HEHQDWUWJVPREQ-XQJZMFRCSA-N
SMILES
CCCCCCCCCCC[C@@H]
(O)
CC(=O)
N[C@H]
1[C@H]
(O[C@H]
(CO)
[C@@H]
(O)
[C@@H]
1OC(=O)
C[C@H]
(O)
CCCCCCCCCCC)
OP(O)
(O)
=O
Metabolite of Species
Details
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
.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
lipid X (
CHEBI:16942
)
has role
Escherichia coli
metabolite (
CHEBI:76971
)
lipid X (
CHEBI:16942
)
is a
N
-acyl-
D
-glucosamine 1-phosphate (
CHEBI:21635
)
lipid X (
CHEBI:16942
)
is conjugate acid of
lipid X(2−) (
CHEBI:57957
)
Incoming
lipid X(2−) (
CHEBI:57957
)
is conjugate base of
lipid X (
CHEBI:16942
)
IUPAC Name
2-
deoxy-
3-
O
-
[(3
R
)-
3-
hydroxytetradecanoyl]-
2-
{[(3
R
)-
3-
hydroxytetradecanoyl]amino}-
1-
O
-
phosphono-
α-
D
-
glucopyranose
Synonyms
Sources
2,3-Bis(3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate
KEGG COMPOUND
2,3-Bis[(3R)-3-hydroxymyristoyl]-alpha-D-glucosaminyl 1-phosphate
KEGG COMPOUND
Lipid X
KEGG COMPOUND
Manual Xrefs
Databases
C04824
KEGG COMPOUND
LMSL01020001
LIPID MAPS
LP5
PDBeChem
View more database links
Registry Numbers
Types
Sources
4629355
Beilstein Registry Number
Beilstein
86559-73-1
CAS Registry Number
ChemIDplus
Last Modified
25 January 2016