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:9595 - tigogenin
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
tigogenin
ChEBI ID
CHEBI:9595
Definition
A widely used steroidal sapogenin isolated from several plant species and used for synthesizing steroid drugs.
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
more structures >>
Molfile
Formula
C27H44O3
Net Charge
0
Average Mass
416.646
Monoisotopic Mass
416.32905
InChI
InChI=1S/C27H44O3/c1-
16-
7-
12-
27(29-
15-
16)
17(2)
24-
23(30-
27)
14-
22-
20-
6-
5-
18-
13-
19(28)
8-
10-
25(18,3)
21(20)
9-
11-
26(22,24)
4/h16-
24,28H,5-
15H2,1-
4H3/t16-
,17+,18+,19+,20-
,21+,22+,23+,24+,25+,26+,27-
/m1/s1
InChIKey
GMBQZIIUCVWOCD-MFRNJXNGSA-N
SMILES
[H]
[C@]
12C[C@@]
3([H]
)
[C@]
4([H]
)
CC[C@@]
5([H]
)
C[C@@H]
(O)
CC[C@]
5(C)
[C@@]
4([H]
)
CC[C@]
3(C)
[C@@]
1([H]
)
[C@H]
(C)
[C@@]
1(CC[C@@H]
(C)
CO1)
O2
Metabolite of Species
Details
Agave lecheguilla
(NCBI:txid39513)
See:
DOI
Yucca
(NCBI:txid39550)
See:
PubMed
Digitalis lanata
(NCBI:txid49450)
See:
DOI
Solanum scabrum
(NCBI:txid795974)
See:
PubMed
Roles Classification
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
gout suppressant
A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
tigogenin (
CHEBI:9595
)
has role
gout suppressant (
CHEBI:35845
)
tigogenin (
CHEBI:9595
)
has role
plant metabolite (
CHEBI:76924
)
tigogenin (
CHEBI:9595
)
is a
sapogenin (
CHEBI:26606
)
Incoming
tigogenin 3-
O
-β-
D
-glucopyranoside (
CHEBI:166995
)
has functional parent
tigogenin (
CHEBI:9595
)
IUPAC Name
(25
R
)-5α-spirostan-3β-ol
Synonyms
Sources
(3-β,5α,25
R
)-spirostan-3-ol
ChemIDplus
(5α,25
R
)-spirostan-3β-ol
ChemIDplus
5-
epi
-sarsasapogenin
FooDB
tigogenin
UniProt
Manual Xrefs
Databases
10252448
ChemSpider
C00003593
KNApSAcK
C08914
KEGG COMPOUND
FDB012684
FooDB
LMST01080009
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1293741
Reaxys Registry Number
Reaxys
77-60-1
CAS Registry Number
NIST Chemistry WebBook
77-60-1
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10923841
PubMed citation
Europe PMC
11529418
PubMed citation
Europe PMC
23707570
PubMed citation
Europe PMC
28345921
PubMed citation
Europe PMC
28677770
PubMed citation
Europe PMC
29233733
PubMed citation
Europe PMC
30693503
PubMed citation
Europe PMC
30855957
PubMed citation
Europe PMC
32439406
PubMed citation
Europe PMC
32443910
PubMed citation
Europe PMC
32751592
PubMed citation
Europe PMC
33130020
PubMed citation
Europe PMC
4036620
PubMed citation
Europe PMC
IND605692811
Agricola citation
Europe PMC
IND606860518
Agricola citation
Europe PMC
Last Modified
07 December 2020