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> Main
CHEBI:65734 - 7,8-dehydrocerberin
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ChEBI Ontology
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ChEBI Name
7,8-dehydrocerberin
ChEBI ID
CHEBI:65734
Definition
A cardenolide glycoside that is the 7,8-dehydroderivative of cerberin. Isolated from
Cerbera manghas
, it exhibits cytotoxic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C32H46O9
Net Charge
0
Average Mass
574.70220
Monoisotopic Mass
574.31418
InChI
InChI=1S/C32H46O9/c1-
17-
26(35)
27(37-
5)
28(40-
18(2)
33)
29(39-
17)
41-
21-
8-
11-
30(3)
20(15-
21)
6-
7-
24-
23(30)
9-
12-
31(4)
22(10-
13-
32(24,31)
36)
19-
14-
25(34)
38-
16-
19/h7,14,17,20-
23,26-
29,35-
36H,6,8-
13,15-
16H2,1-
5H3/t17-
,20+,21-
,22+,23-
,26-
,27+,28-
,29-
,30-
,31+,32-
/m0/s1
InChIKey
MJWBKZJOFFGTCD-ZSCKLWMASA-N
SMILES
[H]
[C@]
12CC=C3[C@]
([H]
)
(CC[C@]
4(C)
[C@]
([H]
)
(CC[C@]
34O)
C3=CC(=O)
OC3)
[C@@]
1(C)
CC[C@@H]
(C2)
O[C@@H]
1O[C@@H]
(C)
[C@H]
(O)
[C@@H]
(OC)
[C@@H]
1OC(C)
=O
Metabolite of Species
Details
Cerbera manghas
(NCBI:txid141545)
Found in seed
(BTO:0001226)
. See:
PubMed
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.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
(via
cardiac glycoside
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
7,8-dehydrocerberin (
CHEBI:65734
)
has role
antineoplastic agent (
CHEBI:35610
)
7,8-dehydrocerberin (
CHEBI:65734
)
has role
metabolite (
CHEBI:25212
)
7,8-dehydrocerberin (
CHEBI:65734
)
is a
acetate ester (
CHEBI:47622
)
7,8-dehydrocerberin (
CHEBI:65734
)
is a
cardenolide glycoside (
CHEBI:38092
)
7,8-dehydrocerberin (
CHEBI:65734
)
is a
monosaccharide derivative (
CHEBI:63367
)
IUPAC Name
(3β,5β)-
3-
[(2-
O
-
acetyl-
6-
deoxy-
3-
O
-
methyl-
α-
L
-
glucopyranosyl)oxy]-
14-
hydroxycarda-
7,20(22)-
dienolide
Synonym
Source
3β-
O
-
(2'-
O
-
acetyl-
α-
L
-
thevetosyl)-
14β-
hydroxy-
7-
en-
5β-
card-
20(22)-
enolide
ChEBI
Registry Number
Type
Source
9889851
Reaxys Registry Number
Reaxys
Citation
Type
Source
15305009
PubMed citation
Europe PMC
Last Modified
01 August 2013