Lanosterol

konposatu kimiko

Lanosterola esterolen saileko alkohola da (C28H44O). Mutur batean daukan hidroxilo taldeari esker molekula anfipatikoa da.

Lanosterol
Formula kimikoaC30H50O
SMILES kanonikoa2D eredua
SMILES isomerikoa
C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
MolView3D eredua
Konposizioakarbono
MotaEsterol eta [[(3S,10S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,10S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli
Estereoisomeroa(+)-tirucallol (en) Itzuli, [[(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,5R,10S,13S,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,5R,10S,13S,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3R,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3R,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,5S,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,5S,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3R,5R,10S,13S,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol|(3R,5R,10S,13S,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli eta Euphol (en) Itzuli
Masa molekularra426,386 Da
Erabilera
Rolaprimary metabolite (en) Itzuli
Identifikatzaileak
InChlKeyCAHGCLMLTWQZNJ-BQNIITSRSA-N
CAS zenbakia79-63-0
ChemSpider216175
PubChem246983
Reaxys2226449
Gmelin16521
ChEMBLCHEMBL225111
EC zenbakia201-214-9
ECHA100.001.105
CosIng34865
MeSHD007810
RxNorm1442199
Human Metabolome DatabaseHMDB0001251
KNApSAcKC00003657
UNII1J05Z83K3M
KEGGC01724
PDB LigandLAN

Biosintesia aldatu

Eskualeno izeneko triterpenotik ekoizten da eta lanosterola oinarri hartuta eratzen dira gainerako esteroideak.

 
Eskualenoaren eta lanosterolaren ekoizpena.

Osasuna aldatu

Azken ikerketek erakutsi dute ugaztunetan begi-lausoa edo "katarata" sortzea ekiditen duela[1].

Erreferentziak aldatu

  1. (Ingelesez) Zhang, Kang; Yan, Yong-Bin; Liu, Yizhi; Zhang, Liangfang; Wang, Jun; Sun, Xiaodong; Li, Yingrui; Granet, David et al.. (2015-07). «Lanosterol reverses protein aggregation in cataracts» Nature 523 (7562): 607–611.  doi:10.1038/nature14650. ISSN 1476-4687. (Noiz kontsultatua: 2018-12-30).

Kanpo estekak aldatu