AVENASTEROL

Structure

2D structure of AVENASTEROL
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281326

Names and identifiers

Name

AVENASTEROL

Also reported as

DELTA-5-AVENASTEROL; FUCOSTEROL,28-ISO; ISOFUCOSTEROL

IUPAC name

(3S,8S,9S,10R,13R,14S,17R)-17-((R,Z)-5-isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

SMILES

C/C=C(/CC[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

General information

Molecular formula

C29H48O

Molecular weight

412.70 g/mol

Monoisotopic mass

412.3705 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Arabidopsis thaliana (L.) Heynh. aerial parts -
Patterson, G.W., Hugly, S., Harrison, D. (1993). Sterols and phytyl esters of Arabidopsis thaliana under normal and chilling temperatures. Phytochemistry, 33(6), 1381-1383 doi:10.1016/0031-9422(93)85095-9
Bryonia dioica Jacq. root -
Akihisa, T., Kimura, Y., Kokke, W.C.M.C., Itoh, T., Tamura, T. (1996). Eight novel sterols from the roots of Bryonia dioica jacq. Chem Pharm Bull, 44(6), 1202-1207 doi:10.1248/cpb.44.1202
Corylus avellana L. - -
J.S. Glasby Dict.Pls Containing 2ndary Metabolite. 1991.
Equisetum arvense L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Equisetum arvense L. flower -
Jim Duke's personal files.
Euphorbia peplus L. aerial parts -
Baisted, D.J. (1969). Sterols of Euphorbia peplus: the fate of 28-isofucosterol in phytoserol biosynthesis. Phytochemistry, 8, 1697-1703 doi:10.1016/s0031-9422(00)85956-7
Juglans regia L. seed 20-105 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Setaria italica (L.) P.Beauv. subsp. viridis (L.) Thell. seed -
Narumi, Y., Takatsuto, S. (1999). Identification of trace sterols in the seeds of foxtail millet (Setaria itialica Beauv.). Biosci Biotech Biochem, 63(10), 1800-1802 doi:10.1271/bbb.63.1800
Typha latifolia L. - -
Takatsuto, S. (1997). Composition of phytosterols in the pollen of Typha latifolia L. Nihon Yukagakkaishi, 46(6), 687-689 doi:10.5650/jos1996.46.687