Monacolin J

Monacolin J

Names
Preferred IUPAC name (4R,6R)-4-Hydroxy-6-{2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}oxan-2-one
Identifiers
CAS Number	79952-42-4  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:79034
ChemSpider	117609
ECHA InfoCard	100.110.662
EC Number	616-759-1
PubChem CID	9905162
UNII	P5IQ0SI56N  Y
CompTox Dashboard (EPA)	DTXSID801031414
InChI InChI=1S/C19H28O4/c1-11-7-13-4-3-12(2)16(19(13)17(21)8-11)6-5-15-9-14(20)10-18(22)23-15/h3-4,7,11-12,14-17,19-21H,5-6,8-10H2,1-2H3/t11-,12-,14+,15+,16-,17-,19-/m0/s1 Key: ZDFOBOYQVYMVCW-IRUSZSJRSA-N
SMILES C[C@@H]1C[C@H](O)[C@@H]2[C@@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H](C)C=CC2=C1
Properties
Chemical formula	C19H28O4
Molar mass	320.429 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Monacolin J is a statin made by red yeast rice. Monacolin J is a precursor to simvastatin and has potential neuroprotective activities. ^{[1] [ unreliable medical source? ]}

It can be produced by total mycosynthesis.

References

1. Campoy, Sonia; Sierra, Saleta; Suarez, Beatriz; Ramos, Maria C.; Velasco, Javier; Burgos, Javier S.; Adrio, Jose L. (21 July 2010). "Semisynthesis of novel monacolin J derivatives: hypocholesterolemic and neuroprotective activities". J. Antibiot. 63 (8 - August 2010): 499–505. doi: 10.1038/ja.2010.76 . PMID   20648024.