Structure Database (LMSD)

H H HO H H H H
Common Name
5-dihydrostigmasterol
Systematic Name
stigmast-22E-en-3β-ol
Synonyms
  • (22E,24S)-24ethyl-5alpha-cholestan-3beta-ol
LM ID
LMST01030108
Formula
C29H50O
Exact Mass
Calculate m/z
414.386165
Sum Composition
ST 29:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

String Representations

InChiKey (Click to copy)
CSVWWLUMXNHWSU-OYQPQXIVSA-N
InChi (Click to copy)
InChI=1S/C29H50O/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/h8-9,19-27,30H,7,10-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@@H](CC)C(C)C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bupleurum falcatum (#46367)
Magnoliopsida (#3398)
Studies on the Steroidal Components of Domestic Plants. XVIII. Components of the Root of Bupleurum falcatum L.,
Chem Pharm Bull (Tokyo) ., 1958

Other Databases

LIPIDBANK ID
SST9119
PubChem CID
5283650

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 466.97
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.17
Molar Refractivity 128.66

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Created at
-
Updated at
16th Jan 2024