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ChEBI
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CHEBI:66387 - microclavatin
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ChEBI Ontology
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ChEBI Name
microclavatin
ChEBI ID
CHEBI:66387
Definition
A macrocyclic diterpenoid isolated from the soft coral
Sinularia microclavata
and has been shown to exhibit cytotoxic activities against tumor cell lines.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C20H28O3
Net Charge
0
Average Mass
316.43450
Monoisotopic Mass
316.20384
InChI
InChI=1S/C20H28O3/c1-
12-
6-
7-
14-
15(19(14,3)
4)
11-
13(2)
16(21)
8-
9-
20(5)
18(23-
20)
17(22)
10-
12/h8-
9,11-
12,14-
15,18H,6-
7,10H2,1-
5H3/b9-
8+,13-
11+/t12-
,14-
,15+,18-
,20+/m0/s1
InChIKey
XMAKUNDAGAVHGP-XWUHLNSPSA-N
SMILES
[H][C@@]12O[C@]1(C)\C=C\C(=O)\C(C)=C\[C@]1([H])[C@]([H])(CC[C@H](C)CC2=O)C1(C)C
Metabolite of Species
Details
Sinularia microclavata
(WORMS:288550)
See:
PubMed
Roles Classification
Biological Role
(s):
coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
microclavatin (
CHEBI:66387
)
has role
antineoplastic agent (
CHEBI:35610
)
microclavatin (
CHEBI:66387
)
has role
coral metabolite (
CHEBI:76498
)
microclavatin (
CHEBI:66387
)
is a
diterpenoid (
CHEBI:23849
)
microclavatin (
CHEBI:66387
)
is a
enone (
CHEBI:51689
)
microclavatin (
CHEBI:66387
)
is a
epoxide (
CHEBI:32955
)
microclavatin (
CHEBI:66387
)
is a
macrocycle (
CHEBI:51026
)
IUPAC Name
(1
R
,2
E
,5
E
,7
R
,9
R
,12
S
,15
S
)-
3,7,12,16,16-
pentamethyl-
8-
oxatricyclo[13.1.0.0
7,9
]hexadeca-
2,5-
diene-
4,10-
dione
Registry Number
Type
Source
15769435
Reaxys Registry Number
Reaxys
Citation
Type
Source
16038555
PubMed citation
Europe PMC
Last Modified
27 November 2013