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> Main
CHEBI:136770 - 26,27-dehydrozymosterol
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ChEBI Name
26,27-dehydrozymosterol
ChEBI ID
CHEBI:136770
Definition
A cholestanoid that zymosterol in which the two methyl groups at positions 26 and 27 have been replaced by a cyclopropane ring.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C27H42O
Net Charge
0
Average Mass
382.623
Monoisotopic Mass
382.32357
InChI
InChI=1S/C27H42O/c1-
18(5-
4-
6-
19-
7-
8-
19)
23-
11-
12-
24-
22-
10-
9-
20-
17-
21(28)
13-
15-
26(20,2)
25(22)
14-
16-
27(23,24)
3/h6,18,20-
21,23-
24,28H,4-
5,7-
17H2,1-
3H3/t18-
,20+,21+,23-
,24+,26+,27-
/m1/s1
InChIKey
PARCYOHVCUKSCA-BJDKXSRUSA-N
SMILES
C1[C@@]2(C=3CC[C@]4([C@](C3CC[C@]2(C[C@H](C1)O)[H])(CC[C@@]4([C@@H](CCC=C5CC5)C)[H])[H])C)C
Metabolite of Species
Details
Brassica napus
(NCBI:txid3708)
See:
MetaboLights Study
Brassica napus
(NCBI:txid3708)
See:
PubMed
Roles Classification
Biological Role
(s):
Brassica napus metabolite
Any plant metabolite that is produced by rapeseed (
Brassica napus
).
sterol methyltransferase inhibitor
An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of sterol methyltransferase.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
26,27-dehydrozymosterol (
CHEBI:136770
)
has functional parent
zymosterol (
CHEBI:18252
)
26,27-dehydrozymosterol (
CHEBI:136770
)
has parent hydride
5α-cholestane (
CHEBI:35515
)
26,27-dehydrozymosterol (
CHEBI:136770
)
has role
Brassica napus
metabolite (
CHEBI:140165
)
26,27-dehydrozymosterol (
CHEBI:136770
)
has role
sterol methyltransferase inhibitor (
CHEBI:52303
)
26,27-dehydrozymosterol (
CHEBI:136770
)
is a
3β-sterol (
CHEBI:35348
)
26,27-dehydrozymosterol (
CHEBI:136770
)
is a
cholestanoid (
CHEBI:50401
)
26,27-dehydrozymosterol (
CHEBI:136770
)
is a
cyclopropanes (
CHEBI:51454
)
IUPAC Name
26,27-cyclo-5α-cholesta-8,24-dien-3β-ol
Synonyms
Sources
(3β,5α)-26,27-cyclocholesta-8,24-dien-3-ol
IUPAC
26,27-cyclozymosterol
ChEBI
26,27-DHZ
ChEBI
Registry Number
Type
Source
22059067
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10386930
PubMed citation
Europe PMC
12196515
PubMed citation
Europe PMC
14622971
PubMed citation
Europe PMC
16414960
PubMed citation
Europe PMC
18555004
PubMed citation
Europe PMC
20946868
PubMed citation
Europe PMC
27939999
PubMed citation
Europe PMC
Last Modified
14 March 2018