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Substance Name: Pregnandiol [JAN]
RN: 80-92-2
UNII: JR3JD1Y22C
InChIKey: YWYQTGBBEZQBGO-BERLURQNSA-N

Note

  • An inactive metabolite of PROGESTERONE by reduction at C5, C3, and C20 position. Pregnanediol has two hydroxyl groups, at 3-alpha and 20-alpha. It is detectable in URINE after OVULATION and is found in great quantities in the pregnancy urine.

Molecular Formula

  • C21-H36-O2

Molecular Weight

  • 320.5134
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Pregnandiol [JAN]

MeSH Heading

  • Pregnanediol

Synonyms

  • 3-alpha,20-alpha-Dihydroxy-5-beta-pregnane
  • 3alpha,20alpha-Dihydroxy-5beta-pregnane
  • 4-06-00-06111 (Beilstein Handbook Reference)
  • 5-beta-Pregnane, 3-alpha,20-alpha-dihydroxy-
  • 5beta-Pregnane, 3alpha,20alpha-dihydroxy-
  • BRN 3083715
  • EINECS 201-313-7
  • NSC 1612
  • Pregnandiol
  • Pregnane-3,20-diol
  • Pregnane-3alpha,20alpha-diol
  • Pregnanediol
  • UNII-JR3JD1Y22C

Systematic Names

  • (3alpha,5beta,20alpha)-Pregnane-3,20-diol
  • 5-beta-Pregnane-3-alpha, 20-alpha-diol
  • 5-beta-Pregnane-3-alpha,20-alpha-diol
  • 5beta-Pregnane-3alpha,20alpha-diol (8CI)
  • Diol (6CI,7CI)
  • Pregnane-3,20-diol, (3-alpha,5-beta,20S)- (9CI)
  • Pregnane-3,20-diol, (3alpha,5beta,20S)- (9CI)

Registry Numbers

CAS Registry Number

  • 80-92-2

FDA UNII

  • JR3JD1Y22C

System Generated Number

  • 0000080922

Structure Descriptors

InChI

1S/C21H36O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22-23H,4-12H2,1-3H3/t13-,14+,15+,16-,17+,18-,19-,20-,21+/m0/s1

InChIKey

YWYQTGBBEZQBGO-BERLURQNSA-N

Smiles

C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 709, 1982.
mouse LD50 subcutaneous > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 709, 1982.
mouse LDLo intravenous 7mg/kg (7mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Journal of Medicinal Chemistry. Vol. 11, Pg. 117, 1968.
rat LD intraperitoneal > 40mg/kg (40mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Medicinal Chemistry. Vol. 11, Pg. 117, 1968.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 243.5 deg C   EXP
log P (octanol-water) 4.890 (none)   EST
Atmospheric OH Rate Constant 4.66E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.