testolattone

Also known as SQ-9538, Teslac®, (4aS,4bR,10aR,10bS,12aS)-10a,12a-dimethyl-3,4,4a,5,6,10a,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromene-2,8(4bH)-dione, 1,2-didehydrotestololactone, 1-dehydrotestololactone, Delta(1)-testololactone, 13-hydroxy-3-oxo-13,17-secoandrosta-1,4-dien-17-oic acid delta-lactone, D-homo-17a-oxaandrosta-1,4-diene-3,17-dione

composto chimico

In the Vinony graph

Vinony's link graph records 522 inbound references to testolattone, and connects out to menopause, enzyme inhibitor and steroid.

It sits within the topics Androgens, Androstanes and Aromatase inhibitors.

Vinony links it to 7 Wikipedia language editions.

Chemical data

Formula: C19H24O3
Molecular weight: 300.4 g/mol
IUPAC name: (4aS,4bR,10aR,10bS,12aS)-10a,12a-dimethyl-4,4a,4b,5,6,10b,11,12-octahydro-3H-naphtho[2,1-f]chromene-2,8-dione
SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC(=O)O2)CCC4=CC(=O)C=C[C@]34C
InChIKey: BPEWUONYVDABNZ-DZBHQSCQSA-N
XLogP: 3
Polar surface area: 43.4 Å²
H-bond donors: 0
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1969
Admin. routes: oral, parenteral
Indications: precocious puberty

via ChEMBL · EBI

Research

230 papers

Anti-estrogens and aromatase inhibitors: tamoxifen and testolactone.Journal of endocrinological investigation · 1988
[Testotoxicosis].Nihon rinsho. Japanese journal of clinical medicine · 2006
Comprehensive Zebrafish Water Tank Experiment for Metabolic Studies of Testolactone.Zebrafish · 2020
Testolactone-associated high androgen levels, a pharmacologic effect or a laboratory artifact?The Journal of clinical endocrinology and metabolism · 1998
Single-cell enzymatic cascade synthesis of testolactone enabled by engineering of polycyclic ketone monooxygenase and multi-gene expression fine-tuning.International journal of biological macromolecules · 2024

via PubMed

Wikidata facts

Subclass of: steroid
Mass: 300.172545
Has use: medication

Show 6 more facts

chemical formula: C₁₉H₂₄O₃
medical condition treated: breast cancer
canonical SMILES: CC12CCC3C(C1CCC(=O)O2)CCC4=CC(=O)C=CC34C
isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC(=O)O2)CCC4=CC(=O)C=C[C@]34C
physically interacts with: cytochrome P450 family 19 subfamily A member 1
Commons category: Testolactone

Sources (3)

via Wikidata · CC0

Article · Italiano

Il Testolattone (17α-Oxa-D-omoandrosta-1,4-diene-3,17-dione) è un agente antineoplastico derivato del progesterone ed è utilizzato per trattare gli stadi avanzati del cancro al seno. È un antineoplastico sintetico strutturalmente distinto dagli androgeni steroidei poiché possiede un anello lattonico 6 atomi al posto del classico anello carbociclico a 5 atomi.

Abstract from DBpedia / Wikipedia · CC BY-SA