Structure Database (LMSD)

Common Name
Pterosterone
Systematic Name
2β,3β,14α,20R,22R,24S-hexahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010556
Formula
C27H44O7
Exact Mass
Calculate m/z
480.308705
Sum Composition
ST 27:2;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Thelypteris palustris (#29618)
Polypodiopsida (#241806)
Structure of pterosterone a novel insect-moulting substance from and sensibilis,
Tetrahedron Letts, 1968

String Representations

InChiKey (Click to copy)
UMMBJCYNGLCGEF-OAUIFJKNSA-N
InChi (Click to copy)
InChI=1S/C27H44O7/c1-14(2)18(28)12-23(32)26(5,33)22-7-9-27(34)16-10-19(29)17-11-20(30)21(31)13-24(17,3)15(16)6-8-25(22,27)4/h10,14-15,17-18,20-23,28,30-34H,6-9,11-13H2,1-5H3/t15-,17-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(C(=O)C=C3[C@]2([H])CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@@](O)([C@H](O)C[C@H](O)C(C)C)C)C[C@@H](O)[C@H]1O

Other Databases

KEGG ID
C08838
CHEBI ID
8629
PubChem CID
441836

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 482.47
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 3.43
Molar Refractivity 129.60

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Created at
15th May 2023
Updated at
4th Oct 2023