Structure via PubChem · Public domain (PubChem)
testolactone
Sign in to saveAlso 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
Testolactone (, ) (brand name Teslac) is a non-selective, irreversible, steroidal aromatase inhibitor which is used as an antineoplastic drug to treat advanced-stage breast cancer. The drug was discontinued in 2008 and is no longer available for medical use.
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 Ų
- 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
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Available forms
- Side effects
- Pharmacology
- Chemistry
- History
- References
Testolactone (, ) (brand name Teslac) is a non-selective, irreversible, steroidal aromatase inhibitor which is used as an antineoplastic drug to treat advanced-stage breast cancer. The drug was discontinued in 2008 and is no longer available for medical use.
==Medical uses== Testolactone is mainly used for treating various types of breast cancer in women who have been through menopause or whose ovaries no longer function. It works by blocking the production of estrogens, which helps prevent the growth of breast cancers that are stimulated by estrogens. It may also prevent tumor cells from being activated by other hormones. Testolactone has also been used to postpone precocious puberty because of its ability to block estrogen production. In addition, it has been used in the treatment of gynecomastia.
Excerpted from Wikipedia’s “testolactone” article, available under the CC BY-SA 4.0 licence.
Available in 7 languages
via Wikidata sitelinks · CC0