Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:81308 - allocholic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
allocholic acid
ChEBI ID
CHEBI:81308
Definition
An
allo
-bile acid that is 5α-cholan-24-oic acid bearing three α-hydroxy substituents at position 3, 7 and 12.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C24H40O5
Net Charge
0
Average Mass
408.572
Monoisotopic Mass
408.28757
InChI
InChI=1S/C24H40O5/c1-
13(4-
7-
21(28)
29)
16-
5-
6-
17-
22-
18(12-
20(27)
24(16,17)
3)
23(2)
9-
8-
15(25)
10-
14(23)
11-
19(22)
26/h13-
20,22,25-
27H,4-
12H2,1-
3H3,(H,28,29)
/t13-
,14-
,15-
,16-
,17+,18+,19-
,20+,22+,23+,24-
/m1/s1
InChIKey
BHQCQFFYRZLCQQ-PGHAKIONSA-N
SMILES
C1[C@@]
2([C@]
3(C[C@@H]
([C@]
4([C@]
([C@@]
3([C@@H]
(C[C@]
2(C[C@@H]
(C1)
O)
[H]
)
O)
[H]
)
(CC[C@]
4([H]
)
[C@@H]
(CCC(O)
=O)
C)
[H]
)
C)
O)
[H]
)
C
Metabolite of Species
Details
Rattus norvegicus
(NCBI:txid10116)
See:
PubMed
Carpiodes carpio
(NCBI:txid154811)
See:
PubMed
Uromastix hardwickii
(NCBI:txid40250)
See:
PubMed
Petromyzon marinus
(NCBI:txid7757)
See:
PubMed
Cyprinus carpio
(NCBI:txid7962)
See:
PubMed
Homo sapiens
(NCBI:txid9606)
Found in faeces
(UBERON:0001988)
. See:
PubMed
Sus scrofa
(NCBI:txid9823)
Found in faeces
(UBERON:0001988)
. See:
PubMed
Bos taurus
(NCBI:txid9913)
See:
PubMed
Oryctolagus cuniculus
(NCBI:txid9986)
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):
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (
Rattus norvegicus
).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
allocholic acid (
CHEBI:81308
)
has role
human metabolite (
CHEBI:77746
)
allocholic acid (
CHEBI:81308
)
has role
marine metabolite (
CHEBI:76507
)
allocholic acid (
CHEBI:81308
)
has role
rat metabolite (
CHEBI:86264
)
allocholic acid (
CHEBI:81308
)
is a
12α-hydroxy steroid (
CHEBI:36846
)
allocholic acid (
CHEBI:81308
)
is a
3α-hydroxy steroid (
CHEBI:36835
)
allocholic acid (
CHEBI:81308
)
is a
7α-hydroxy steroid (
CHEBI:36843
)
allocholic acid (
CHEBI:81308
)
is a
allo
-bile acid (
CHEBI:138365
)
allocholic acid (
CHEBI:81308
)
is a
C
24
-steroid (
CHEBI:131620
)
allocholic acid (
CHEBI:81308
)
is conjugate acid of
allocholate (
CHEBI:137661
)
Incoming
allocholoyl-CoA (
CHEBI:138376
)
has functional parent
allocholic acid (
CHEBI:81308
)
allocholate (
CHEBI:137661
)
is conjugate base of
allocholic acid (
CHEBI:81308
)
IUPAC Name
3α,7α,12α-trihydroxy-5α-cholan-24-oic acid
Synonyms
Sources
(3α,5α,7α,12α)-3,7,12-trihydroxycholan-24-oic acid
IUPAC
3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoic acid
KEGG COMPOUND
5α-cholic acid
MetaCyc
Manual Xrefs
Databases
C17737
KEGG COMPOUND
CPD-16581
MetaCyc
HMDB0000505
HMDB
LMST04010092
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
2464-18-8
CAS Registry Number
ChemIDplus
3222495
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11041240
PubMed citation
Europe PMC
12460600
PubMed citation
Europe PMC
1255017
PubMed citation
Europe PMC
12810826
PubMed citation
Europe PMC
14012853
PubMed citation
Europe PMC
14285492
PubMed citation
Europe PMC
14689221
PubMed citation
Europe PMC
15666352
PubMed citation
Europe PMC
15672658
PubMed citation
Europe PMC
16132221
PubMed citation
Europe PMC
19464381
PubMed citation
Europe PMC
23646473
PubMed citation
Europe PMC
24940599
PubMed citation
Europe PMC
28538412
PubMed citation
Europe PMC
4644219
PubMed citation
Europe PMC
4673765
PubMed citation
Europe PMC
5073332
PubMed citation
Europe PMC
5541504
PubMed citation
Europe PMC
5542000
PubMed citation
Europe PMC
5634890
PubMed citation
Europe PMC
5797529
PubMed citation
Europe PMC
5965294
PubMed citation
Europe PMC
Last Modified
04 September 2017