Structure Database (LMSD)

H H HO H H H OH
Common Name
22S-hydroxysitosterol
Systematic Name
stigmast-5-en-3β,22S-diol
Synonyms
LM ID
LMST01040195
Formula
C29H50O2
Exact Mass
Calculate m/z
430.38108
Sum Composition
ST 29:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
YCZQDKIUGZGCAN-REJZWNMHSA-N
InChi (Click to copy)
InChI=1S/C29H50O2/c1-7-20(18(2)3)16-27(31)19(4)24-10-11-25-23-9-8-21-17-22(30)12-14-28(21,5)26(23)13-15-29(24,25)6/h8,18-20,22-27,30-31H,7,9-17H2,1-6H3/t19-,20+,22-,23-,24+,25-,26-,27-,28-,29+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)[C@@H](O)C[C@@H](CC)C(C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

References

Reference
Insights into the function and evolution of P450s in plant steroid metabolism
Phytochemistry, 70, 17-18, 2009, 1918-1929
Toshiyuki Ohnishi, Takao Yokota, Masaharu Mizutani

Other Databases

CHEBI ID
187980
PubChem CID
52931403

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 475.76
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.57
Molar Refractivity 130.63

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Created at
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Updated at
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