Adrenosterone (BioCAD00000005940)
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Metabolite Card
Formula: C19H24O3 (300.1725)
SMILES: [H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Synonyms [en]
adrenosterone; Reichstein's substance G; 11-Oxoandrostenedione; 11-oxoandrost-4-ene-3,17-dione; Androst-4-ene-3,11,17-trione; 11-ketoandrostenedione
Last reviewed on 2024-06-28.
Cite this Page
Adrenosterone. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000005940). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Adrenosterone is a steroid hormone with weak androgenic effect. It was first isolated in 1936 from the adrenal cortex by Tadeus Reichstein at the Pharmaceutical Institute in the University of Basel. Originally, adrenosterone was called Reichstein's substance G.(Wikipedia). Andrenosterone is created from androst-4-ene-3,17-dione by the work of two enzymes, CYP11B (E1.14.15.4) and 11beta-hydroxysteroid dehydrogenase [EC:1.1.1.146].
DBLinks
- CAS Registry Number: 382-45-6
- PubChem CID: 223997
- ChEBI: 2495
- HMDB: HMDB0006772
- LipidMaps: LMST02020126
- KEGG: C05285
- BioCyc: CPD-18926
- NCBI MeSH: adrenosterone
- Wikipedia: Adrenosterone
Other DBLinks
- CAS Registry Number: 15407-71-3
- CAS Registry Number: 382-45-6
- CAS Registry Number: 82043-34-3
- CAS Registry Number: 911474-75-4
- PubChem: 223997
- PubChem: 9791
- ChEBI: ChEBI:2495
- HMDB: HMDB0006772
- LipidMaps: LMST02020126
- KEGG: C05285
- BioCyc: CPD-18926
- NCBI MeSH: adrenosterone
- Wikipedia: Adrenosterone
- RefMet: RM0159789
- MoNA: Bruker_HCD_library001271
- MoNA: FiehnHILIC000161
- MoNA: FiehnHILIC001740
- MoNA: FiehnLib000073
- MoNA: FiehnLib000074
- MoNA: HMDB0006772_c_ms_2188
- MoNA: VF-NPL-LTQ000259
- MoNA: VF-NPL-LTQ000260
- MoNA: VF-NPL-LTQ000261
- MoNA: VF-NPL-LTQ000262
- MoNA: VF-NPL-QEHF000532
- MoNA: VF-NPL-QEHF000533
- MoNA: VF-NPL-QEHF000534
- MoNA: VF-NPL-QEHF000535
- MoNA: VF-NPL-QEHF000536
- MoNA: VF-NPL-QEHF000537
- MoNA: VF-NPL-QTOF006522
- MoNA: VF-NPL-QTOF006523
- MoNA: VF-NPL-QTOF006524
- MoNA: VF-NPL-QTOF006525
- MoNA: VF-NPL-QTOF006526
- Metlin: METLIN_43200
- Coconut NaturalProduct: CNP0099156.1
- Coconut NaturalProduct: CNP0260120.1
- Coconut NaturalProduct: CNP0260120.2
- Coconut NaturalProduct: CNP0272450.1
- Coconut NaturalProduct: CNP0272450.2
- Coconut NaturalProduct: CNP0272450.3
- Coconut NaturalProduct: CNP0272450.4
- Coconut NaturalProduct: CNP0340562.0
Class / Ontology
- WishartLab ClassyFire: [Androstane steroids] Androstane steroids
- RefMet: [C19 steroids] C19 steroids
- LipidMaps: [C19 steroids (androgens) and derivatives [ST0202]] C19 steroids (androgens) and derivatives [ST0202]
- ChEBI: [CHEBI:2495] adrenosterone
- Coconut NaturalProduct: [Pregnane steroids] Pregnane steroids
- Coconut NaturalProduct: [Androstane steroids] Androstane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R04758 | 1.1.1.146 | 11beta-hydroxyandrost-4-ene-3,17-dione:NADP+ 11-oxidoreductase |
| Rhea:RHEA:53485 | androst-4-ene-3,11,17-trione + NADPH + H+ => 17β-hydroxyandrost-4-ene-3,11-dione + NADP+ | |
| Rhea:RHEA:53486 | 17β-hydroxyandrost-4-ene-3,11-dione + NADP+ => androst-4-ene-3,11,17-trione + NADPH + H+ | |
| Rhea:RHEA:53487 | androst-4-ene-3,11,17-trione + NADPH + H+ <=> 17β-hydroxyandrost-4-ene-3,11-dione + NADP+ | |
| Rhea:RHEA:69409 | 11β-hydroxyandrost-4-ene-3,17-dione + NAD+ => androst-4-ene-3,11,17-trione + NADH + H+ | |
| Rhea:RHEA:69410 | androst-4-ene-3,11,17-trione + NADH + H+ => 11β-hydroxyandrost-4-ene-3,17-dione + NAD+ | |
| Rhea:RHEA:69411 | 11β-hydroxyandrost-4-ene-3,17-dione + NAD+ <=> androst-4-ene-3,11,17-trione + NADH + H+ | |
| BioCyc:RXN-22005 | 1.3.1.22 | CPD-18926 + NADPH + PROTON --> CPD-23985 + NADP |
| BioCyc:RXN-22015 | 1.1.1.239 | CPD-13749 + NAD<=>CPD-18926 + NADH + PROTON |
| BioCyc:RXN-21983 | 1.1.1.146 | CPD-23964 + NADP<=>CPD-18926 + NADPH + PROTON |
| BioCyc:RXN-21984 | 1.1.1.64 | CPD-18926 + NADPH + PROTON --> CPD-13749 + NADP |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0030406 | Androstenedione Metabolism |
| PathBank:SMP0087530 | Androstenedione Metabolism |
| PathBank:SMP0087421 | Androstenedione Metabolism |
| PathBank:SMP0087364 | Androstenedione Metabolism |
| PathBank:SMP0063688 | Androstenedione Metabolism |
| PathBank:SMP0087271 | Androstenedione Metabolism |