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Substance Name: Mevastatin [INN]
RN: 73573-88-3
UNII: 1UQM1K0W9X
InChIKey: AJLFOPYRIVGYMJ-INTXDZFKSA-N
Note
- Antifungal metabolite from Penicillium brevicopactum; potent inhibitory activity to sterol synthesis.
Molecular Formula
- C23-H34-O5
Molecular Weight
- 390.517
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibiotics, Antifungal
- Anticholesteremic Agents
- Antifungal Agents
- Antilipemic Agents
- Antimetabolites
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Hydroxymethylglutaryl-CoA Reductase Inhibitors
- Hypolipidemic Agents
- Lipid Regulating Agents
- Natural Product
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Names and Synonyms
Name of Substance
- Mevastatin
- Mevastatin [INN]
Synonyms
- (1S,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-7-methyl-8-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthyl (S)-2-methylbutyrate
- Antibiotic ML 236B
- CCRIS 4505
- Compactin
- Compactin (penicillium)
- CS 500
- EC 700-442-0
- Mevastatin
- Mevastatina
- Mevastatina [INN-Spanish]
- Mevastatine
- Mevastatine [INN-French]
- Mevastatinum
- Mevastatinum [INN-Latin]
- ML 236 B
- ML-236B
- NSC 759322
- UNII-1UQM1K0W9X
Systematic Names
- (1S,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-7-methyl-8-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthyl (S)-2-methylbutyrate
- (1S,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl(2S)-2-methylbutanoate
- 7-(1,2,6,7,8,8a-Hexahydro-2-methyl-8-(2-methylbutyryloxy)naphthyl)-3-hydroxyheptan-5-olide
- Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (2S)-
- Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha(R*),7-beta,8-beta(2S*,4S*),8a-beta))-
- Compactin
Registry Numbers
CAS Registry Number
- 73573-88-3
FDA UNII
- 1UQM1K0W9X
Other Registry Numbers
- 58948-09-7
- 60478-65-1
System Generated Number
- 0073573883
Structure Descriptors
InChI
InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1InChIKey
AJLFOPYRIVGYMJ-INTXDZFKSA-NSmiles
CC[C@H](C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD | oral | > 2gm/kg (2000mg/kg) | Journal of Antibiotics. Vol. 29, Pg. 1346, 1976. | |
mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | Journal of Antibiotics. Vol. 29, Pg. 1346, 1976. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 152 | deg C | EXP | |
log P (octanol-water) | 3.95 | (none) | EXP | |
Water Solubility | 4.800 | mg/L | 25 | EST |
Vapor Pressure | 2.19E-12 | mm Hg | 25 | EST |
Henry's Law Constant | 1.60E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.28E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.