Structure determination of 3β,17-dihydroxy-17α-pregn-5-ene-20-one

Z. Galdecki; P. Grochulski; Z. Wawrzak; William L. Duax; Phyllis Strong; Albert Segaloff

doi:10.1016/0039-128X(85)90077-7

Structure determination of 3β,17-dihydroxy-17α-pregn-5-ene-20-one

Z. Galdecki^*, P. Grochulski, Z. Wawrzak, William L. Duax, Phyllis Strong, Albert Segaloff

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

The title compound was synthesized as part of an effort to determine the identity of an abnormal steroid metabolite present in the urine of a patient exhibiting pronounced gynecomastia. The X-ray investigation of the synthesized compound showed that the 20-carbonyl of the 17α oriented side chain lies under the D ring, and does not participate in hydrogen bonding in the crystal lattice. This conformation appears to be stable and sufficiently shielded that it is unlikely to make a major contribution to possible protein interactions.

Original language	English (US)
Pages (from-to)	289-296
Number of pages	8
Journal	Steroids
Volume	45
Issue number	3-4
DOIs	https://doi.org/10.1016/0039-128X(85)90077-7
State	Published - 1985

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Endocrinology
Pharmacology
Clinical Biochemistry
Organic Chemistry

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10.1016/0039-128X(85)90077-7

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title = "Structure determination of 3β,17-dihydroxy-17α-pregn-5-ene-20-one",

abstract = "The title compound was synthesized as part of an effort to determine the identity of an abnormal steroid metabolite present in the urine of a patient exhibiting pronounced gynecomastia. The X-ray investigation of the synthesized compound showed that the 20-carbonyl of the 17α oriented side chain lies under the D ring, and does not participate in hydrogen bonding in the crystal lattice. This conformation appears to be stable and sufficiently shielded that it is unlikely to make a major contribution to possible protein interactions.",

author = "Z. Galdecki and P. Grochulski and Z. Wawrzak and Duax, {William L.} and Phyllis Strong and Albert Segaloff",

year = "1985",

doi = "10.1016/0039-128X(85)90077-7",

language = "English (US)",

volume = "45",

pages = "289--296",

journal = "Steroids",

issn = "0039-128X",

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TY - JOUR

T1 - Structure determination of 3β,17-dihydroxy-17α-pregn-5-ene-20-one

AU - Galdecki, Z.

AU - Grochulski, P.

AU - Wawrzak, Z.

AU - Duax, William L.

AU - Strong, Phyllis

AU - Segaloff, Albert

PY - 1985

Y1 - 1985

N2 - The title compound was synthesized as part of an effort to determine the identity of an abnormal steroid metabolite present in the urine of a patient exhibiting pronounced gynecomastia. The X-ray investigation of the synthesized compound showed that the 20-carbonyl of the 17α oriented side chain lies under the D ring, and does not participate in hydrogen bonding in the crystal lattice. This conformation appears to be stable and sufficiently shielded that it is unlikely to make a major contribution to possible protein interactions.

AB - The title compound was synthesized as part of an effort to determine the identity of an abnormal steroid metabolite present in the urine of a patient exhibiting pronounced gynecomastia. The X-ray investigation of the synthesized compound showed that the 20-carbonyl of the 17α oriented side chain lies under the D ring, and does not participate in hydrogen bonding in the crystal lattice. This conformation appears to be stable and sufficiently shielded that it is unlikely to make a major contribution to possible protein interactions.

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UR - http://www.scopus.com/inward/citedby.url?scp=0022311999&partnerID=8YFLogxK

U2 - 10.1016/0039-128X(85)90077-7

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AN - SCOPUS:0022311999

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VL - 45

SP - 289

EP - 296

JO - Steroids

JF - Steroids

IS - 3-4

ER -

Structure determination of 3β,17-dihydroxy-17α-pregn-5-ene-20-one

Abstract

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