Levonorgestrel

Cayman Chemical Item Number 10006318

Norplant (CAS 797-63-7)

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Description

Progesterone is a steroid secreted by the corpus luteum and placenta. It is responsible for preparing the uterine lining for implantation of a fertilized ovum and to maintain pregnancy. Levonorgestrel is a synthetic progesterone analog (i.e., a progestin) and the biologically active component of norgestrel, which is a racemic mixture. Levonorgestrel prevents pregnancy by inhibiting ovulation and by causing the cervical mucous to thicken, which makes it harder for sperm to move toward the uterus. Levonorgestrel exhibits approximately three-times higher binding affinity than progesterone for the progesterone receptor.1 A dose of approximately 60 µg is sufficient to prevent ovulation and a therapeutic dose of 0.15-0.5 mg is used in hormone replacement therapy, which is about 1,000-times lower than the progesterone dose.1

1. Stanczyk, F.Z. All progestins are not created equal. Steroids 68 879-890 (2003).

Synonyms
  • Norplant
Formal Name 13-​ethyl-​17α-​hydroxy-​18,​19-​dinorpregn-​4-​en-​20-​yn-​3-​one
CAS Number 797-63-7
Molecular Formula C21H28O2
Formula Weight 312.5
Formulation A crystalline solid
Purity ≥95%
λmax 240 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@@]​1(C#C)​CC[C@@]​2([H]​)​[C@]​3([H]​)​CCC4=CC(CC[C@]​4([H]​)​[C@@]​3([H]​)​CC[C@@]​21CC)​=O
InCHI Code
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​1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)​13-14(16)​5-7-18(17)​19(20)​10-12-21(20,23)​4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
InCHI Key
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WWYNJERNGUHSAO-XUDSTZEESA-N

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Levonorgestrel is available in the following screening library:

Size Price Quantity Subtotal
100 mg $19.00 $0.00
500 mg $86.00 $0.00
1 g $152.00 $0.00
5 g $665.00 $0.00
Bulk Contact
Cart Total $0.00

Pricing updated 2015-07-28. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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Ann Arbor, Michigan 48108 USA

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