Lovastatin Acid

HCID 64727CAS 75225-51-3

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Grundinformationen

Standard-SMILES: CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@H]21
InChIKey: QLJODMDSTUBWDW-BXMDZJJMSA-N
Summenformel: C24H38O6
Durchschnittliche Molmasse: 422,6 g/mol
Monoisotopische Masse: 422,26683894

Überblick

Mevinolinic acid is a polyketide obtained by hydrolysis of the pyranone ring of lovastatin. It has a role as an EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor, a drug metabolite, a teratogenic agent and an Aspergillus metabolite. It is a polyketide, a fatty acid ester, a dihydroxy monocarboxylic acid and a carbobicyclic compound. It is functionally related to a (S)-2-methylbutyric acid and a lovastatin. It is a conjugate acid of a mevinolinate.

Namen und Bezeichner

Bevorzugter Name: Lovastatin Acid
IUPAC: (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
Englischer Name: LOVASTATIN HYDROXY ACID, SODIUM SALT
Summenformel: C24H38O6
Molmasse: 422.55

Namen und Synonyme

Lovastatin acidMevinolinic acid75225-51-3Monacolinic K acidMSD 803 acidMK 819L-154819MK-819MSD-803 ACID5CLV35Y90C(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

Weitere Namen anzeigen

mk819MB 530Bl154819msd803acidmsd803freeacidmonacolinickacidLOVASTATIN SODIUMmevinolinicacidammoniumsaltLovastatin-d9 hydroxy sodium6-beta,8-beta(r*),8a-beta))-2-alpha

CHEBI:82985DTXSID20873334lovestatin acid(3R,5R)-7-((1S,2S,6R,8S,8aR)-2,6-dimethyl-8-(((2S)-2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acid(3R,5R)-7-((1S,2S,6R,8S,8aR)-2,6-dimethyl-8-((2S)-2-methylbutanoyl)oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)-3,5-dihydroxyheptanoic acidRefChem:818793DTXCID70820838L-154,819

Datenbank-Bezeichner

CAS: 75225-51-3
PubChem CID: 64727
DTXSID: DTXSID20873334
ChEMBL: CHEMBL1201373
ChEBI: CHEBI:82985
UNII: 5CLV35Y90C
Nikkaji: J399.042G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,5
Polarare Oberfläche (TPSA): 104 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 11
Schwere Atome: 30
Formalladung: 0
Komplexität: 654

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Schmelzpunkt: 140 · 140 - 143oC
Siedepunkt: 602.3 · 602.3±55.0 °C(Predicted)
Dichte: 1.14 · 1.14±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
Löslichkeit: DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
Aggregatzustand: Solid
pka: 4.31 · 4.31±0.10(Predicted)
Farbe: Off-White to Light Brown
Stabilität: Very Hygroscopic