Mevastatin

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Names

[ CAS No. ]:
73573-88-3

[ Name ]:
Mevastatin

[Synonym ]:
ML 236B
Mevastatinum [INN-Latin]
mevastatin
Compactin (penicillium)
Antibiotic ML 236B
L66 AU IUTJ EOVY2&1 H1 G2- FT6OVTJ DQ &&stereoisomer
Mevastatin (Compactin)
MFCD05662341
Statin I
[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
(+)-Compactin
ML 236 B
(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-hexahydro-1-naphthalenyl (2S)-2-methylbutanoate
Butanoic acid, 2-methyl-, (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-naphthalenyl ester, (2S)-
2b-Methyl-8a-(2-methyl-1-oxobutoxy)mevinic acid lactone
ML-236B
(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-(methylbutyryloxy)naphthyl]-3-hydroxyheptan-5-olide
[1S-[1a(R*),7b,8b(2S*,4S*),8ab]]-2-Methylbutanoic acid 1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester
Compactin
Lovastatin Impurity 1

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
555.0±50.0 °C at 760 mmHg

[ Melting Point ]:
151-153 °C

[ Molecular Formula ]:
C23H34O5

[ Molecular Weight ]:
390.513

[ Flash Point ]:
186.5±23.6 °C

[ Exact Mass ]:
390.240631

[ PSA ]:
72.83000

[ LogP ]:
3.57

[ Vapour Pressure ]:
0.0±3.4 mmHg at 25°C

[ Index of Refraction ]:
1.535

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: 20 mg/mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EK7907100
CHEMICAL NAME :
Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hy droxy-6-oxo-2H-pyran- 2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha(R*),7-beta,8-beta(2S*,4S*),8a-beta))-
CAS REGISTRY NUMBER :
73573-88-3
LAST UPDATED :
199212
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C23-H34-O5
MOLECULAR WEIGHT :
390.57

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 29,1346,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 29,1346,1976

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
T+

[ Risk Phrases ]:
R26/27/28

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
EK7907100

Synthetic Route

Precursor & DownStream

Precursor

  • (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-((2R,4R)-tetrahydro-4-methoxy-6-oxo-2H-pyran-2-yl)-ethyl]-1-naphthyl (2S)-2-methylbutyrate
  • methyl 3,5-dihydroxy-7-[(1'S,2'S,8'S,8a'S)-2'methyl-8'-[(S)-2-methylbutanoyloxy]-1',2',3',7',8',8a'-hexahydro-1'-naphthyl]heptanoate
  • 1β,4α-bis(benzyloxy)-1,2,3,4,4aβ,5,8,8aα-octahydronaphthalene
  • 1β,4α-bis(benzyloxy)-7-oxo-1,2,3,4,4aβ,7,8,8aα-octahydronaphthalene
  • (+/-)-1,4,5,8,9,10-trans-hexahydronaphthalene-1,4-dione

DownStream

  • Pravastatin
  • Pravastatin (sodium)
  • Acetone
  • tert-Butanol

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  • 4-[[(2R)-3,3-Diethyl-1-[[[(1S)-1-(4-methylphenyl)butyl]amino]carbonyl]-4-oxo-2-azetidinyl]oxy]benzeneacetic acid
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