Structure Database (LMSD)

Common Name
Delta7-Avenasterol
Systematic Name
24Z-ethylidene-cholest-7-en-3β-ol
Synonyms
LM ID
LMST01040154
Formula
Exact Mass
Calculate m/z
412.370515
Sum Composition
Status
Curated


Classification

Biological Context

Δ7-Avenasterol is a phytosterol that has been found in a variety of plant oils and grains, including olive and soybean oils and wheat, oats, and rye, and has antioxidant activities.1,2 It reduces temperature-induced oxidation of safflower oil.3

This information has been provided by Cayman Chemical

References

1. Yorulmaz, H.O., and Konuskan, D.B. Antioxidant activity, sterol and fatty acid compositions of turkish olive oils as an indicator of variety and ripening degree. J. Food Sci. Technol. 54(12), 4067-4077 (2017).
2. Dutta, P.C., and Appelqvist, L.Å. Saturated sterols (stanols) in unhydrogenated and hydrogenated edible vegetable oils and in cereal lipids. J. Sci. Fd. Agric. 71(3), 383-391 (1996).
3. Sims, R.J., Fioriti, J.A., and Kanuk, M.J. Sterol additives as polymerization inhibitors for frying oils. J. Am. Oil Chem. Soc. 49, 298-301 (1972).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cucurbita maxima (#3661)
Magnoliopsida (#3398)
Δ7.24(28)-Stigmastadienol-(3β) aus kürbis,
Tetrahedron Letts, 1968

String Representations

InChiKey (Click to copy)
MCWVPSBQQXUCTB-OQTIOYDCSA-N
InChi (Click to copy)
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C12=CC[C@@]3([H])C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@]([H])(C)CC/C(=C/C)/C(C)C)CC[C@@]21[H]

Other Databases

HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 464.33
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.23
Molar Refractivity 128.70

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Created at
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Updated at
16th Jan 2024