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> Main
CHEBI:37665 - sarmentogenin
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ChEBI Name
sarmentogenin
ChEBI ID
CHEBI:37665
Definition
A member of the class of cardenolides that is 5β-card-20(22)-enolide which is substituted by hydroxy groups at the 3β, 11α, and 14β positions.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C23H34O5
Net Charge
0
Average Mass
390.51310
Monoisotopic Mass
390.24062
InChI
InChI=1S/C23H34O5/c1-
21-
7-
5-
15(24)
10-
14(21)
3-
4-
17-
20(21)
18(25)
11-
22(2)
16(6-
8-
23(17,22)
27)
13-
9-
19(26)
28-
12-
13/h9,14-
18,20,24-
25,27H,3-
8,10-
12H2,1-
2H3/t14-
,15+,16-
,17-
,18-
,20-
,21+,22-
,23+/m1/s1
InChIKey
FLMSQRUGSHIKCT-DDZQJACLSA-N
SMILES
C[C@]12C[C@@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@@H](O)CC[C@]34C)[C@@]1(O)CC[C@@H]2C1=CC(=O)OC1
Metabolite of Species
Details
Mallotus nudiflorus
(NCBI:txid300977)
Found in bark
(BTO:0001301)
. Found in stem bark See:
DOI
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
sarmentogenin (
CHEBI:37665
)
has parent hydride
5β-cardanolide (
CHEBI:35542
)
sarmentogenin (
CHEBI:37665
)
has role
plant metabolite (
CHEBI:76924
)
sarmentogenin (
CHEBI:37665
)
is a
11α-hydroxy steroid (
CHEBI:19129
)
sarmentogenin (
CHEBI:37665
)
is a
14β-hydroxy steroid (
CHEBI:36862
)
sarmentogenin (
CHEBI:37665
)
is a
3β-hydroxy steroid (
CHEBI:36836
)
sarmentogenin (
CHEBI:37665
)
is a
cardenolides (
CHEBI:74634
)
Incoming
rhodexin A (
CHEBI:27481
)
has functional parent
sarmentogenin (
CHEBI:37665
)
IUPAC Name
3β,11α,14-trihydroxy-5β-card-20(22)-enolide
Synonym
Source
11-alpha-Hydroxydigitoxigenin
ChemIDplus
Manual Xref
Database
LMST01120024
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
76-28-8
CAS Registry Number
ChemIDplus
96477
Reaxys Registry Number
Reaxys
Citations
Types
Sources
13003476
PubMed citation
Europe PMC
17396911
PubMed citation
Europe PMC
18642920
PubMed citation
Europe PMC
18933510
PubMed citation
Europe PMC
5796371
PubMed citation
Europe PMC
Last Modified
28 April 2015