Estigmasterol

Estigmasterol
Formula kimikoaC29H48O
SMILES kanonikoa2D eredua
SMILES isomerikoa
CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
MolView3D eredua
AurkitzaileaRosalind Wulzen (en) Itzuli
Motastigmastan-type steroid (en) Itzuli
Estereoisomeroa[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2S,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2S,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8R,9S,10R,13R,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8R,9S,10R,13R,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17S)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17S)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, Poriferasterol (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8R,9R,10R,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8R,9R,10R,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2S,5S)-5-Ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2S,5S)-5-Ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17S)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17S)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3R,8R,9R,10S,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3R,8R,9R,10S,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli, [[(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8R,9R,10R,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli eta [[(3S,8S,9R,10R,13S,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol|(3S,8S,9R,10R,13S,14S,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol]] (en) Itzuli
Masa molekularra412,370516 Da
Identifikatzaileak
InChlKeyHCXVJBMSMIARIN-PHZDYDNGSA-N
CAS zenbakia83-48-7
ChemSpider4444352
PubChem5280794
Reaxys2568182
Gmelin28824
ChEMBLCHEMBL400247
EC zenbakia201-482-7
ECHA100.001.348
MeSHD013265
RxNorm10079
Human Metabolome DatabaseHMDB0000937
KNApSAcKC00003674 eta C00023774
UNII99WUK5D0Y8
KEGGC05442

Estigmasterola C 29 H 48 O {\displaystyle {\ce {C29H48O}}} formula kimikoa duen fitosterola da. Animalien kolesterolaren antzeko egitura kimikoa du. Mutur batean daukan hidroxilo taldeari esker molekula anfipatikoa da.

Jatorria

Soja eta koltza hazien oliotan eta hainbat sendabelarretan aurkitzen da gehienbat, baina hainbat barazki, lekadun, fruitu lehorretan eta pasteurizatu gabeko esnetan ere bai[1].

Erabilerak

Progesterona semisintetikoa ekoizteko erabiltzen da[2]. Kortisona ere ekoiztu izan da estigmasterola erabilita[3].

Erreferentziak

  1. ↑ (Ingelesez) «Contents of Phytosterols in Vegetables and Fruits Commonly consumed in China» Biomedical and Environmental Sciences 21 (6): 449–453. 2008-12-01  doi:10.1016/S0895-3988(09)60001-5. ISSN 0895-3988. (Noiz kontsultatua: 2018-12-30).
  2. ↑ (Ingelesez) Kametani, Tetsuji; Furuyama, Hiroko. (1987). «Synthesis of vitamin D3 and related compounds» Medicinal Research Reviews 7 (2): 147–171.  doi:10.1002/med.2610070202. ISSN 1098-1128. (Noiz kontsultatua: 2018-12-30).
  3. ↑ (Ingelesez) «Steroids, the steroid community, and Upjohn in perspective: a profile of innovation» Steroids 57 (12): 593–616. 1992-12-01  doi:10.1016/0039-128X(92)90013-Y. ISSN 0039-128X. (Noiz kontsultatua: 2018-12-30).

Kanpo estekak

Autoritate kontrola
  • Wikimedia proiektuak
  • Wd Datuak: Q425004
  • Commonscat Multimedia: Stigmasterol / Q425004
  • Hiztegiak eta entziklopediak
  • Britannica: url
  • Medikuntzako identifikadoreak
  • MeSH: D013265
  • Kimikako identifikadoreak
  • CAS erregistro zenbakia: 83-48-7
  • ChEBI: 28824
  • ChEMBL: CHEMBL400247
  • ChemSpider: 4444352
  • PubChem: 5280794
  • UNII: 99WUK5D0Y8
  • KEGG: C05442
  • SMILES: ID
  • InChI: ID
  • InChI key: ID
  • Biologiako identifikadoreak
  • MGI: 83-48-7
  • Wd Datuak: Q425004
  • Commonscat Multimedia: Stigmasterol / Q425004


Lipidoak
Osagaiak
Aseak: butirikoa (4:0) • kaprikoa (10:0) • laurikoa (12:0) • miristikoa (14:0) • palmitikoa (16:0) • estearikoa (18:0) • arakidikoa (20:0)
Asegabeak: miristoleikoa (14:1) • palmitoleikoa (16:1) • oleikoa (18:1) • linoleikoa (18:2) • linolenikoa (18:3), (α eta γ) • punizikoa (18:3) • arakidonikoa (20:4)
Beste batzuk
Lipido
saponifikagarriak
Lipido
saponifikaezinak
Terpenoak
(+ terpenoideak)