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CHEBI:74633 - tanghinigenin
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ChEBI Name
tanghinigenin
ChEBI ID
CHEBI:74633
Definition
A member of the class of cardenolides that is 7,8-epoxycard-20(22)-enolide substituted by hydroxy groups at positions 3 and 14 (the 3β,5β,7β stereoisomer).
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This entity has been manually annotated by the ChEBI Team.
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Formula
C23H32O5
Net Charge
0
Average Mass
388.504
Monoisotopic Mass
388.22497
InChI
InChI=1S/C23H32O5/c1-
20-
6-
3-
15(24)
10-
14(20)
11-
18-
23(28-
18)
17(20)
5-
7-
21(2)
16(4-
8-
22(21,23)
26)
13-
9-
19(25)
27-
12-
13/h9,14-
18,24,26H,3-
8,10-
12H2,1-
2H3/t14-
,15-
,16+,17+,18-
,20-
,21+,22+,23+/m0/s1
InChIKey
XHBYSYUHABSUKR-IZFNFCPSSA-N
SMILES
C1[C@H]
(O)
C[C@@]
2([C@@]
(C1)
(C)
[C@]
3(CC[C@@]
4(C)
[C@@]
([C@]
35[C@H]
(C2)
O5)
(CC[C@@H]
4C6=CC(=O)
OC6)
O)
[H]
)
[H]
Roles Classification
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
tanghinigenin (
CHEBI:74633
)
has role
antineoplastic agent (
CHEBI:35610
)
tanghinigenin (
CHEBI:74633
)
has role
metabolite (
CHEBI:25212
)
tanghinigenin (
CHEBI:74633
)
is a
14β-hydroxy steroid (
CHEBI:36862
)
tanghinigenin (
CHEBI:74633
)
is a
3β-hydroxy steroid (
CHEBI:36836
)
tanghinigenin (
CHEBI:74633
)
is a
cardenolides (
CHEBI:74634
)
tanghinigenin (
CHEBI:74633
)
is a
epoxy steroid (
CHEBI:145217
)
tanghinigenin (
CHEBI:74633
)
is a
secondary alcohol (
CHEBI:35681
)
tanghinigenin (
CHEBI:74633
)
is a
tertiary alcohol (
CHEBI:26878
)
Incoming
deacetyltanghinin (
CHEBI:66193
)
has functional parent
tanghinigenin (
CHEBI:74633
)
tanghinin (
CHEBI:66192
)
has functional parent
tanghinigenin (
CHEBI:74633
)
IUPAC Names
(3β,5β,7α)-3,14-dihydroxy-7,8-epoxycard-20(22)-enolide
3β,14-dihydroxy-5β,7β-7,8-epoxycard-20(22)-enolide
Registry Numbers
Types
Sources
1331216
Reaxys Registry Number
Reaxys
6875-16-7
CAS Registry Number
ChemIDplus
Citation
Type
Source
21787626
PubMed citation
Europe PMC
Last Modified
28 October 2019