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CHEBI:66329 - 17α-hydroxywithanolide D
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ChEBI Name
17α-hydroxywithanolide D
ChEBI ID
CHEBI:66329
ChEBI ASCII Name
17alpha-hydroxywithanolide D
Definition
A withanolide that is the 17α-hydroxy derivative of withanolide D. Isolated from
Tubocapsicum anomalum
and
Withania somnifera
, it exhibits cytotoxic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C28H38O7
Net Charge
0
Average Mass
486.59710
Monoisotopic Mass
486.26175
InChI
InChI=1S/C28H38O7/c1-
14-
12-
21(34-
23(31)
15(14)
2)
26(5,32)
27(33)
11-
9-
17-
16-
13-
22-
28(35-
22)
20(30)
7-
6-
19(29)
25(28,4)
18(16)
8-
10-
24(17,27)
3/h6-
7,16-
18,20-
22,30,32-
33H,8-
13H2,1-
5H3/t16-
,17-
,18-
,20-
,21+,22+,24-
,25-
,26-
,27+,28+/m0/s1
InChIKey
JVEUOKCSZLCPOI-IBELMYMKSA-N
SMILES
CC1=C(C)
C(=O)
O[C@H]
(C1)
[C@]
(C)
(O)
[C@@]
1(O)
CC[C@H]
2[C@@H]
3C[C@H]
4O[C@]
44[C@@H]
(O)
C=CC(=O)
[C@]
4(C)
[C@H]
3CC[C@]
12C
Metabolite of Species
Details
Withania somnifera
(NCBI:txid126910)
Found in leaf
(BTO:0000713)
. See:
DOI
Tubocapsicum anomalum
(NCBI:txid180580)
See:
PubMed
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.
(via
withanolide
)
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
17α-hydroxywithanolide D (
CHEBI:66329
)
has functional parent
withanolide D (
CHEBI:10041
)
17α-hydroxywithanolide D (
CHEBI:66329
)
has role
antineoplastic agent (
CHEBI:35610
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
δ-lactone (
CHEBI:18946
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
17α-hydroxy steroid (
CHEBI:35342
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
20-hydroxy steroid (
CHEBI:36854
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
4-hydroxy steroid (
CHEBI:62846
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
enone (
CHEBI:51689
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
epoxy steroid (
CHEBI:145217
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
ergostanoid (
CHEBI:50403
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
secondary alcohol (
CHEBI:35681
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
tertiary alcohol (
CHEBI:26878
)
17α-hydroxywithanolide D (
CHEBI:66329
)
is a
withanolide (
CHEBI:74716
)
IUPAC Name
(4β,5β,6β,22
R
)-
4,17,20-
trihydroxy-
5,6:22,26-
diepoxyergosta-
2,24-
diene-
1,26-
dione
Synonym
Source
4β,17α,20α-
trihydroxy-
1-
oxo-
5β,6β-
epoxy-
20
S
,22
R
-
witha-
2,24-
dienolide
ChEBI
Registry Number
Type
Source
11130253
Reaxys Registry Number
Reaxys
Citation
Type
Source
17417907
PubMed citation
Europe PMC
Last Modified
29 October 2019