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ChEBI
> Main
CHEBI:69107 - withalongolide B
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ChEBI Name
withalongolide B
ChEBI ID
CHEBI:69107
Definition
A withanolide that is 27-deoxywithaferin A substituted by a hydroxy group at position 19. Isolated from
Physalis longifolia
, it exhibits antineoplastic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C28H38O6
Net Charge
0
Average Mass
470.59770
Monoisotopic Mass
470.26684
InChI
InChI=1S/C28H38O6/c1-
14-
11-
21(33-
25(32)
15(14)
2)
16(3)
18-
5-
6-
19-
17-
12-
24-
28(34-
24)
23(31)
8-
7-
22(30)
27(28,13-
29)
20(17)
9-
10-
26(18,19)
4/h7-
8,16-
21,23-
24,29,31H,5-
6,9-
13H2,1-
4H3/t16-
,17-
,18+,19-
,20-
,21+,23-
,24+,26+,27-
,28+/m0/s1
InChIKey
OZBFGYQTKGOIKC-NSYRIIBJSA-N
SMILES
C[C@@H]
([C@H]
1CC[C@H]
2[C@@H]
3C[C@H]
4O[C@]
44[C@@H]
(O)
C=CC(=O)
[C@]
4(CO)
[C@H]
3CC[C@]
12C)
[C@H]
1CC(C)
=C(C)
C(=O)
O1
Metabolite of Species
Details
Physalis longifolia
(NCBI:txid161495)
Found in aerial part
(BTO:0001658)
. CH2Cl2-MeOH(1:1) extract of the air-dried aerial parts 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
withalongolide B (
CHEBI:69107
)
has functional parent
withaferin A (
CHEBI:69120
)
withalongolide B (
CHEBI:69107
)
has role
antineoplastic agent (
CHEBI:35610
)
withalongolide B (
CHEBI:69107
)
is a
δ-lactone (
CHEBI:18946
)
withalongolide B (
CHEBI:69107
)
is a
4-hydroxy steroid (
CHEBI:62846
)
withalongolide B (
CHEBI:69107
)
is a
enone (
CHEBI:51689
)
withalongolide B (
CHEBI:69107
)
is a
epoxy steroid (
CHEBI:145217
)
withalongolide B (
CHEBI:69107
)
is a
ergostanoid (
CHEBI:50403
)
withalongolide B (
CHEBI:69107
)
is a
primary alcohol (
CHEBI:15734
)
withalongolide B (
CHEBI:69107
)
is a
secondary alcohol (
CHEBI:35681
)
withalongolide B (
CHEBI:69107
)
is a
withanolide (
CHEBI:74716
)
IUPAC Name
(4β,5β,6β,22
R
)-4,19-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione
Registry Number
Type
Source
22217707
Reaxys Registry Number
Reaxys
Citation
Type
Source
22098611
PubMed citation
Europe PMC
Last Modified
28 October 2019