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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H36O2
Molecular Weight 320.5093
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREGNANDIOL

SMILES

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

InChI

InChIKey=YWYQTGBBEZQBGO-BERLURQNSA-N
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

HIDE SMILES / InChI
Molecular Formula C21H36O2
Molecular Weight 320.5093
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/68011276 and http://www.ncbi.nlm.nih.gov/pubmed/9131494

Pregnanediol is a chief steroid metabolite of progesterone that is biologically inactive and occurs as pregnanediol glucuronate in the urine. Pregnanediol has two hydroxyl groups, at 3-alpha and 20-alpha. A test can be done to measure the amount of pregnanediol in urine. The urine test offers an indirect way to measure progesterone levels in the body. It is a standard in the colorimetric determination of urinary pregnanediol in clinical laboratories.

CNS Activity

CNS Active
3913
Curator's Comment: Active in Rats

Originator

Marrian, G.F.
1
Curator's Comment: In 1929 a substance-pregnandiol-was isolated by Marrian' from the urine of pregnant women

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 0.85 µM [EC50]
Activator
1430
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Effect of oestradiol-17beta and progesterone on the metabolism of [1,2(-3)H] progesterone by the rabbit endometrium and myometrium.
1976 Apr 15
Urinary excretion of 5beta-pregnane-3alpha,20alpha,21-triol in human gestation.
1978 Mar
Patents

Patents

20030104360
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
In the presence of 100 uM pregnanediol, bilirubin glucuronidation of G71R-UGT1A1 was reduced to 51% of WT.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:17:45 GMT 2023
Edited
by admin
on Fri Dec 15 16:17:45 GMT 2023
Record UNII
JR3JD1Y22C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PREGNANDIOL
JAN   WHO-DD  
Systematic Name English
NSC-47462
Code English
PREGNANEDIOL
MI  
Systematic Name English
DIOL
Brand Name English
PREGNANEDIOL [MI]
Common Name English
5.BETA.-PREGNANE-3.ALPHA.,20.ALPHA.-DIOL
Common Name English
(3.ALPHA.,5.BETA.,20.ALPHA.)-PREGNANE-3,20-DIOL
Common Name English
PREGNANE-3,20-DIOL, (3.ALPHA.,5.BETA.,20S)-
Systematic Name English
3.ALPHA.,20.ALPHA.-DIHYDROXY-5.BETA.-PREGNANE
Common Name English
Pregnandiol [WHO-DD]
Common Name English
NSC-1612
Code English
PREGNANDIOL [JAN]
Common Name English
Classification Tree Code System Code
LOINC 34358-2
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 14885-8
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 82895-4
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 2832-4
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 2834-0
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 15091-2
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 34359-0
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 2833-2
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
CFR 21 CFR 862.1605
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
CFR 21 CFR 862.1430
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
LOINC 82894-7
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
NCI_THESAURUS C776
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID6046218
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
NSC
47462
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
WIKIPEDIA
PREGNANEDIOL
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
FDA UNII
JR3JD1Y22C
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
NCI_THESAURUS
C82314
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
NSC
1612
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
MESH
D011276
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
MERCK INDEX
m9115
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY Merck Index
CAS
80-92-2
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
EVMPD
SUB15006MIG
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
PUBCHEM
219833
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL269897
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-313-7
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
SMS_ID
100000078869
Created by admin on Fri Dec 15 16:17:45 GMT 2023 , Edited by admin on Fri Dec 15 16:17:45 GMT 2023
PRIMARY
NIH
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