Lot numbers can be found on the outside label of a product:
Mevastatin
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CAS No. 73573-88-3
- Cat. No. CS-1234
- Purity≥97%
- MDL No.MFCD05662341
*For research and further manufacturing use only, not for direct human use.
Structure of 73573-88-3
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General Information
- CAS No. 73573-88-3
- Cat. No. CS-1234
- Purity ≥97%
- MDL No. MFCD05662341
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₃H₃₄O₅
- Molecular Weight 390.51
- Synonym(s) Compactin; ML236B
- SMILES CC[C@H](C)C(O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(O3)=O)[C@@]12[H])=O
Description
The amine-reactive portion of SPDP reagents is the N-hydroxysuccinimide (NHS) ester. Reactions are most commonly performed in phosphate, carbonate/bicarbonate, or borate buffers at pH 7-8. Other buffers can be used provided they do not contain primary amines (or thiols or disulfide reducing reagents see discussion of the sulfhydryl reactivity). The rate of reaction and degradation by hydrolysis increases with increasing pH; for example, the half-life of the NHS ester is several hours at pH 7 and less than 10 minutes at pH 9. NHS-ester reagents like SPDP and LC-SPDP have limited aqueous solubility and must be dissolved in organic solvent before adding them to a reaction mixture. Sulfo-NHS-ester reagents like Sulfo-LC-SPDP are water-soluble and can be added directly to aqueous reaction mixtures.
Application
Mevastatin serves as a foundational statin scaffold, enabling inhibition of HMG-CoA reductase through its characteristic 3,5-dihydroxy-6-methylheptanoic acid side chain. Its functional groups facilitate robust synthetic transformations, including esterification and derivatization, while maintaining bench stability. The molecule functions as a key building block in medicinal chemistry for probing cholesterol biosynthesis pathways and developing related therapeutic analogs.
Synthesis
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Route1
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116996-42-0 - ~61%
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In-stock
73573-88-3
References
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Journal of the American Chemical Society, , vol. 112, # 8 p. 3018 - 3028 Journal of the American Chemical Society, , vol. 110, # 20 p. 6914 - 6916
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Route2
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84751-53-1
- ~31%
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In-stock
73573-88-3
References
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Journal of the American Chemical Society, , vol. 108, # 19 p. 5908 - 5919
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Route3
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79814-60-1
- ~70%
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In-stock
73573-88-3
References
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Journal of Medicinal Chemistry, , vol. 30, # 10 p. 1858 - 1873
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 72.83
- LogP 3.9495
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 6
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Other Classifications
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Drug Delivery Systems (DDS) Prodrug Ingredients
- Biochemistry Pharmaceutical Development and Drug Discovery Research Drug Delivery Systems (DDS) Prodrug Ingredients
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