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> Main
CHEBI:59418 - 15β-hydroxyprogesterone
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ChEBI Name
15β-hydroxyprogesterone
ChEBI ID
CHEBI:59418
ChEBI ASCII Name
15beta-hydroxyprogesterone
Definition
Progesterone in which the hydrogen at the 15β position is substituted by a hydroxy group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C21H30O3
Net Charge
0
Average Mass
330.46110
Monoisotopic Mass
330.21949
InChI
InChI=1S/C21H30O3/c1-
12(22)
17-
11-
18(24)
19-
15-
5-
4-
13-
10-
14(23)
6-
8-
20(13,2)
16(15)
7-
9-
21(17,19)
3/h10,15-
19,24H,4-
9,11H2,1-
3H3/t15-
,16+,17-
,18-
,19-
,20+,21-
/m1/s1
InChIKey
LEWIUXKKQXGQRR-XCEZYFHXSA-N
SMILES
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](C[C@@H](O)[C@@]21[H])C(C)=O
ChEBI Ontology
Outgoing
15β-hydroxyprogesterone (
CHEBI:59418
)
has functional parent
progesterone (
CHEBI:17026
)
15β-hydroxyprogesterone (
CHEBI:59418
)
is a
15β-hydroxy steroid (
CHEBI:38090
)
15β-hydroxyprogesterone (
CHEBI:59418
)
is a
20-oxo steroid (
CHEBI:36885
)
15β-hydroxyprogesterone (
CHEBI:59418
)
is a
3-oxo-Δ
4
steroid (
CHEBI:47909
)
IUPAC Name
15β-hydroxypregn-4-ene-3,20-dione
Synonym
Source
15β-hydroxyprogesterone
UniProt
Registry Number
Type
Source
3218131
Beilstein Registry Number
Beilstein
Citations
Types
Sources
15178459
PubMed citation
Europe PMC
18481342
PubMed citation
Europe PMC
19635596
PubMed citation
Europe PMC
3987876
PubMed citation
Europe PMC
Last Modified
23 October 2012
General Comment
2011-07-11
15β-Hydroxyprogesterone is the principal steroidal component in the defensive anal effluent discharged by
Silpha americana
, a carrion beetle, acting as a feeding deterrent to predators at the 1 μg level.