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Structure Database (LMSD)

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Common Name

Ethynodiol diacetate

Systematic Name

19-norpregn-4-en-20-yn-3β,17α-diol, diacetate

Synonyms

LM ID

LMST02030124

Formula

C₂₄H₃₂O₄

Exact Mass

Calculate m/z

384.23006

Sum Composition

ST 24:5;O4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

Ethynodiol diacetate is a synthetic progestogen.¹ It prevents the development of osteoporosis in ovariectomized rats when administered at a dose of 9 µg/animal per day. Ethynodiol diacetate inhibits copulatory ovulation in rabbits.² Formulations containing ethynodiol diacetate have been used as oral contraceptives.

This information has been provided by Cayman Chemical

References

1. Aitken, J.M., Armstrong, E., and Anderson, J.B. Osteoporosis after oophorectomy in the mature female rat and the effect of oestrogen and-or progestogen replacement therapy in its prevention. J. Endocrinol. 55(1), 79-87 (1972).

2. Suzukki, M., Hiroi, M., and Takahashi, K. Effects of ethynodiol diacetate (SC 11800) on the pregnancy and mating behavior in female rats. Tohoku J. Exp. Med. 107(4), 317-322 (1972).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Antifertility agents.,
Prog Med Chem, 1971

Pubmed ID: 4947236

String Representations

InChiKey (Click to copy)

ONKUMRGIYFNPJW-KIEAKMPYSA-N

InChi (Click to copy)

InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1

SMILES (Click to copy)

[C@]1(OC(=O)C)(C#C)CC[C@]2([C@]3([H])CCC4=C[C@@H](OC(=O)C)CC[C@]4([H])[C@]3(CC[C@]12C)[H])[H]