Testolactone

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Testolactone
Testolactone.svg
Systematic (IUPAC) name
(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
Clinical data
AHFS/Drugs.com Consumer Drug Information
Pregnancy cat. C (US)
Legal status ?
Routes Oral
Pharmacokinetic data
Protein binding ~85%
Metabolism Hepatic
Excretion Renal
Identifiers
CAS number 968-93-4 YesY
ATC code None
PubChem CID 13769
DrugBank DB00894
ChemSpider 13172 N
UNII 6J9BLA949Q N
KEGG D00153 YesY
ChEMBL CHEMBL1571 N
Chemical data
Formula C19H24O3 
Mol. mass 300.39 g/mol
 N (what is this?)  (verify)

Testolactone (brand name Teslac) is an antineoplastic agent that is a derivative of progesterone and is used to treat advanced stage breast cancer.[1]

It is nonselective.[2]

Pharmacology[edit]

Testolactone is a synthetic antineoplastic agent that is structurally distinct from the androgen steroid nucleus in possessing a six-membered lactone ring in place of the usual five-membered carbocyclic D-ring. Despite some similarity to testosterone, testolactone has no in vivo androgenic effect. No other hormonal effects have been reported in clinical studies in patients receiving testolactone.[3]

Mechanism of action[edit]

The principal action of testolactone is reported to be inhibition of steroid aromatase activity and the reduction in estrone synthesis that follows. Androstenedione, a 19-carbon steroid hormone produced in the adrenal glands and the gonads, is where estrone synthesis originates and is the source of estrogen in postmenopausal women. In vitro studies report that the aromatase inhibition may be noncompetitive and irreversible, and could possibly account for the persistence of this drug's effect on estrogen synthesis after drug withdrawal.[3]

Uses[edit]

This drug is mainly used for treating various types of breast cancer in women who have been through menopause or whose ovaries no longer function.[4] It works by blocking the production of estrogen, which helps prevent the growth of breast cancers that are activated by estrogen. It may also prevent tumor cells from being activated by other hormones.[4] It also has been used to postpone precocious puberty because of its ability to block estrogen production.[5]

Side effects[edit]

The most common side effects include:

  • Abnormal skin sensations
  • Aches of the legs and arms
  • General body discomfort
  • Hair loss
  • Loss of appetite
  • Nausea
  • Redness of the tongue
  • Vomiting

References[edit]

  1. ^ Testolactone at DrugBank.ca
  2. ^ Dunkel L (July 2006). "Use of aromatase inhibitors to increase final height". Mol. Cell. Endocrinol. 254-255: 207–16. doi:10.1016/j.mce.2006.04.031. PMID 16766117. 
  3. ^ a b DrugBank: DB00894 (Testolactone)
  4. ^ a b Testolactone facts and comparisons at Drugs.com
  5. ^ Carel, J.-C.; Lahlou, N; Roger, M; Chaussain, JL (2004). "Precocious puberty and statural growth". Human Reproduction Update 10 (2): 135–47. doi:10.1093/humupd/dmh012. PMID 15073143.