Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:34749 - ethisterone
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
ethisterone
ChEBI ID
CHEBI:34749
Definition
A 17β-hydroxy steroid that is testosterone in which the 17β hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C21H28O2
Net Charge
0
Average Mass
312.44580
Monoisotopic Mass
312.20893
InChI
InChI=1S/C21H28O2/c1-
4-
21(23)
12-
9-
18-
16-
6-
5-
14-
13-
15(22)
7-
10-
19(14,2)
17(16)
8-
11-
20(18,21)
3/h1,13,16-
18,23H,5-
12H2,2-
3H3/t16-
,17+,18+,19+,20+,21+/m1/s1
InChIKey
CHNXZKVNWQUJIB-CEGNMAFCSA-N
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C
Roles Classification
Biological Role
(s):
progestin
A synthetic progestogen.
drug metabolite
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
ethisterone (
CHEBI:34749
)
has functional parent
testosterone (
CHEBI:17347
)
ethisterone (
CHEBI:34749
)
has role
drug metabolite (
CHEBI:49103
)
ethisterone (
CHEBI:34749
)
has role
progestin (
CHEBI:59826
)
ethisterone (
CHEBI:34749
)
is a
17β-hydroxy steroid (
CHEBI:35343
)
ethisterone (
CHEBI:34749
)
is a
3-oxo-Δ
4
steroid (
CHEBI:47909
)
ethisterone (
CHEBI:34749
)
is a
terminal acetylenic compound (
CHEBI:73477
)
ethisterone (
CHEBI:34749
)
is a
tertiary alcohol (
CHEBI:26878
)
IUPAC Name
(17α)-17-hydroxypregn-4-en-20-yn-3-one
INNs
Sources
ethisterone
WHO MedNet
ethistérone
WHO MedNet
ethisteronum
WHO MedNet
etisterona
WHO MedNet
Synonyms
Sources
17-β-hydroxy-17-α-ethynyl-4-androsten-3-one
NIST Chemistry WebBook
17-ethynyl-17β-hydroxyandrost-4-en-3-one
NIST Chemistry WebBook
17-hydroxy-17α-pregn-4-en-20-yn-3-one
NIST Chemistry WebBook
17α-ethinyltestosterone
ChemIDplus
17α-ethynyl-17β-hydroxyandrost-4-en-3-one
NIST Chemistry WebBook
17α-ethynyltestosterone
ChemIDplus
aethisteron
ChemIDplus
aethisteronum
ChemIDplus
anhydrohydroxyprogesterone
ChemIDplus
anhydroxyprogesterone
ChemIDplus
ethynyltestosterone
ChemIDplus
Brand Names
Sources
Lutocylol
ChemIDplus
Nugestoral
ChemIDplus
Ora-Lutin
ChemIDplus
Pranone
ChemIDplus
Prodroxan
NIST Chemistry WebBook
Produxan
NIST Chemistry WebBook
Progestab
NIST Chemistry WebBook
Progestoral
ChemIDplus
Syngestrotabs
ChemIDplus
Trosinone
ChemIDplus
Manual Xrefs
Databases
1084
DrugCentral
C14487
KEGG COMPOUND
Ethisterone
Wikipedia
HMDB0060580
HMDB
View more database links
Registry Numbers
Types
Sources
1889895
Reaxys Registry Number
Reaxys
434-03-7
CAS Registry Number
KEGG COMPOUND
434-03-7
CAS Registry Number
NIST Chemistry WebBook
434-03-7
CAS Registry Number
ChemIDplus
Citations
Types
Sources
13494335
PubMed citation
Europe PMC
374128
PubMed citation
Europe PMC
8327560
PubMed citation
Europe PMC
Last Modified
22 February 2017