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> Main
CHEBI:81253 - isolithocholic acid
Main
ChEBI Ontology
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ChEBI Name
isolithocholic acid
ChEBI ID
CHEBI:81253
Definition
A monohydroxy-5β-cholanic acid with a β-hydroxy substituent at position 3. The 3β-hydroxy epimer of lithocholic acid.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:88092
Supplier Information
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Formula
C24H40O3
Net Charge
0
Average Mass
376.574
Monoisotopic Mass
376.29775
InChI
InChI=1S/C24H40O3/c1-
15(4-
9-
22(26)
27)
19-
7-
8-
20-
18-
6-
5-
16-
14-
17(25)
10-
12-
23(16,2)
21(18)
11-
13-
24(19,20)
3/h15-
21,25H,4-
14H2,1-
3H3,(H,26,27)
/t15-
,16-
,17+,18+,19-
,20+,21+,23+,24-
/m1/s1
InChIKey
SMEROWZSTRWXGI-WFVDQZAMSA-N
SMILES
C1[C@@]
2([C@]
3(CC[C@]
4([C@]
([C@@]
3(CC[C@@]
2(C[C@H]
(C1)
O)
[H]
)
[H]
)
(CC[C@@]
4([C@@H]
(CCC(O)
=O)
C)
[H]
)
[H]
)
C)
[H]
)
C
Metabolite of Species
Details
Rattus norvegicus
(NCBI:txid10116)
See:
PubMed
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (
Rattus norvegicus
).
xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
isolithocholic acid (
CHEBI:81253
)
has role
human metabolite (
CHEBI:77746
)
isolithocholic acid (
CHEBI:81253
)
has role
rat metabolite (
CHEBI:86264
)
isolithocholic acid (
CHEBI:81253
)
has role
xenobiotic metabolite (
CHEBI:76206
)
isolithocholic acid (
CHEBI:81253
)
is a
3β-hydroxy steroid (
CHEBI:36836
)
isolithocholic acid (
CHEBI:81253
)
is a
bile acid (
CHEBI:3098
)
isolithocholic acid (
CHEBI:81253
)
is a
C
24
-steroid (
CHEBI:131620
)
isolithocholic acid (
CHEBI:81253
)
is a
monohydroxy-5β-cholanic acid (
CHEBI:36260
)
isolithocholic acid (
CHEBI:81253
)
is conjugate acid of
isolithocholate (
CHEBI:87728
)
Incoming
isolithocholate (
CHEBI:87728
)
is conjugate base of
isolithocholic acid (
CHEBI:81253
)
IUPAC Name
3β-hydroxy-5β-cholan-24-oic acid
Synonyms
Sources
(3β,5β)-3-hydroxycholan-24-oic acid
IUPAC
(3beta,5beta)-3-Hydroxycholan-24-oic acid
ChemIDplus
3-Epilithocholic acid
KEGG COMPOUND
3beta-Hydroxy-5beta-cholan-24-oic acid
KEGG COMPOUND
3β-lithocholic acid
ChEBI
beta-Lithocholanic acid
KEGG COMPOUND
beta-Lithocholic acid
KEGG COMPOUND
Manual Xrefs
Databases
C17658
KEGG COMPOUND
HMDB0000713
HMDB
LMST04010004
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1534-35-6
CAS Registry Number
ChemIDplus
3217758
Reaxys Registry Number
Reaxys
Citations
Types
Sources
1011939
PubMed citation
Europe PMC
10214695
PubMed citation
Europe PMC
18039809
PubMed citation
Europe PMC
24845039
PubMed citation
Europe PMC
2932163
PubMed citation
Europe PMC
3120571
PubMed citation
Europe PMC
3778926
PubMed citation
Europe PMC
Last Modified
02 October 2015