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(-)-Corey lactone diol

Cat No.:V30921 Purity: ≥98%
(-)-Corey lactone diol is the reduced form of corey aldehyde.
(-)-Corey lactone diol
(-)-Corey lactone diol Chemical Structure CAS No.: 32233-40-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10g
Other Sizes
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Product Description
(-)-Corey lactone diol is the reduced form of corey aldehyde. building block/intermediates in chemical synthesis.
(-)-Corey lactone diol (CAS#: 32233-40-2) is a key chiral intermediate in the synthesis of prostaglandins and related bioactive lipids. It is an optically active compound derived from the Corey lactone, which is a cornerstone in prostaglandin synthesis. The (-)-enantiomer is the naturally occurring configuration used for the synthesis of natural prostaglandins such as PGF2α, PGE2, and their analogs. It contains multiple stereocenters and functional groups that allow for further chemical elaboration.
Biological Activity I Assay Protocols (From Reference)
Targets
(-)-Corey lactone diol does not have a direct biological target as a therapeutic agent. Rather, it is a synthetic intermediate used in the preparation of prostaglandin analogs. Prostaglandins target various receptors including EP, FP, IP, DP, and TP receptors. The compound itself is used as a building block for the synthesis of these bioactive molecules.
ln Vitro
In vitro, (-)-Corey lactone diol is not typically tested for biological activity as it is a synthetic intermediate. However, the prostaglandins synthesized from it exhibit a wide range of biological activities including smooth muscle contraction, vasodilation, platelet aggregation inhibition, and inflammation modulation. The compound's utility is in organic synthesis rather than direct biological assays.
ln Vivo
In vivo, (-)-Corey lactone diol itself is not administered as a drug. The prostaglandin analogs derived from it are used clinically for various indications including glaucoma, ulcer treatment, induction of labor, and management of cardiovascular diseases. The in vivo effects depend on the specific prostaglandin analog synthesized.
Enzyme Assay
For non-cellular enzyme/receptor binding assays, (-)-Corey lactone diol is not typically used. However, the prostaglandins synthesized from it can be assessed for receptor binding affinity using radioligand binding assays. The compound's purity and stereochemical integrity are assessed using analytical techniques such as HPLC, NMR, and polarimetry.
Cell Assay
For in vitro cell-based assays, (-)-Corey lactone diol is not typically used. Prostaglandins synthesized from it can be tested in cell-based assays to assess receptor activation, cAMP production, calcium mobilization, and other signaling pathways. The compound itself is used as a starting material for chemical synthesis.
Animal Protocol
For in vivo animal studies, (-)-Corey lactone diol is not administered directly. Prostaglandin analogs derived from it are tested in various animal models depending on the therapeutic indication. For example, ocular hypertension models for glaucoma, ulcer models for gastric protection, and cardiovascular models for vasodilation.
ADME/Pharmacokinetics
Pharmacokinetic properties include solubility in organic solvents such as dichloromethane, ethyl acetate, and methanol. It is a solid and should be stored at -20°C under inert atmosphere to prevent degradation. The molecular weight and specific optical rotation are key characteristics. It is a chiral compound and should be handled with care to maintain stereochemical integrity.
Toxicity/Toxicokinetics
Toxicological data for (-)-Corey lactone diol itself is limited as it is not a drug. It is a synthetic intermediate and should be handled with standard laboratory safety precautions. The prostaglandins derived from it have well-established safety profiles depending on the specific analog.
Additional Infomation
(-)-corey lactone is a γ-lactone.
(-)-Corey lactone diol is a key chiral intermediate in prostaglandin synthesis. It is used for the preparation of natural prostaglandins and their analogs. The compound is essential for the synthesis of prostaglandin-based drugs used in ophthalmology, gastroenterology, and cardiology. It is a valuable tool in medicinal chemistry and drug development.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H12O4
Molecular Weight
172.17848
Exact Mass
172.073
CAS #
32233-40-2
PubChem CID
2724453
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
406.6±25.0 °C at 760 mmHg
Melting Point
117-119 °C(lit.)
Flash Point
172.9±16.7 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.546
LogP
-2.18
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
12
Complexity
203
Defined Atom Stereocenter Count
4
SMILES
C1[C@H]([C@@H]([C@@H]2[C@H]1OC(=O)C2)CO)O
InChi Key
VYTZWRCSPHQSFX-GBNDHIKLSA-N
InChi Code
InChI=1S/C8H12O4/c9-3-5-4-1-8(11)12-7(4)2-6(5)10/h4-7,9-10H,1-3H2/t4-,5-,6-,7+/m1/s1
Chemical Name
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~580.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.52 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (14.52 mM) (saturation unknown) in 10% DMSO + 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 25.0 mg/mL clear DMSO 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (14.52 mM) (saturation unknown) in 10% DMSO + 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 25.0 mg/mL clear DMSO 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 5.8079 mL 29.0394 mL 58.0788 mL
5 mM 1.1616 mL 5.8079 mL 11.6158 mL
10 mM 0.5808 mL 2.9039 mL 5.8079 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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