Pregnanediol (NSC 1612; NSC 47462; 5β-pregnane-3α,20α-diol), an inactive metabolic product of progesterone, can be formed when the body breaks down the hormone progesterone. A test can be done to measure the amount of pregnanediol in urine, which offers an indirect way to measure progesterone levels in the body. Pregnanediol will be transformed in to Pregnanediol-3-Glucuronide (5β-pregnane-3α,20α-diol-3α-glucuronide, PDG or P3G) eventually.

Physicochemical Properties

Molecular Formula	C21H36O2
Molecular Weight	320.5093
Exact Mass	320.272
CAS #	80-92-2
PubChem CID	219833
Appearance	White to off-white solid powder
Density	1.053g/cm3
Boiling Point	435.9ºC at 760 mmHg
Melting Point	240-242ºC
Flash Point	191ºC
Index of Refraction	1.531
LogP	4.387
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Heavy Atom Count	23
Complexity	463
Defined Atom Stereocenter Count	9
SMILES	C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C)O
InChi Key	YWYQTGBBEZQBGO-BERLURQNSA-N
InChi Code	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
Chemical Name	(3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms	NSC 1612; NSC 47462; NSC-1612; NSC-47462; NSC1612; NSC47462;
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. Pregnanediol in the urine of the ewe. Nature. 1958 Nov 29;182(4648):1512-3.Sci Total Environ.
Additional Infomation	Pregnanediol is a corticosteroid hormone. It is a tautomer of a 5beta-pregnane-3beta,20alpha-diol. 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.

Solubility Data

Solubility (In Vitro)

Ethanol : ~5 mg/mL (~15.60 mM) DMSO : ~2 mg/mL (~6.24 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 0.5 mg/mL (1.56 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 0.5 mg/mL (1.56 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.1200 mL	15.6001 mL	31.2003 mL
	5 mM	0.6240 mL	3.1200 mL	6.2401 mL
	10 mM	0.3120 mL	1.5600 mL	3.1200 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.