Structure Database (LMSD)

Common Name
Cryptolide
Systematic Name
2α,3α,22R-trihydroxy-24-methyl-B-homo-7-oxa-5α-ergostan-6-one
Synonyms
  • (22R,24S)-2alpha,3alpha,22-trihydroxy-24-methyl-B-homo-7-oxa-5alpha-cholestan-6,23-dione
LM ID
LMST01140006
Formula
C28H46O6
Exact Mass
Calculate m/z
478.329441
Sum Composition
ST 28:2;O6
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Brassinolides and derivatives [ST0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cryptomeria japonica (#3369)
Pinopsida (#58019)
Cryptolide, a new brassinolide catabolite with a 23-oxo group from Japanese cedar pollen/anther and its synthesis,
J Chem Res, 2000

String Representations

InChiKey (Click to copy)
IYINBIPRHKIWSU-NOWHJNBBSA-N
InChi (Click to copy)
InChI=1S/C28H46O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-23,25,29-30,32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,25+,27+,28+/m0/s1
SMILES (Click to copy)
C1C[C@]([H])([C@H](C)[C@@H](O)C(=O)[C@@H](C)C(C)C)[C@@]2(C)CC[C@@]3([H])[C@](COC(=O)[C@@]4([H])C[C@H](O)[C@H](O)C[C@]34C)([H])[C@@]21[H]

Other Databases

PubChem CID
15864004

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 490.98
Topological Polar Surface Area 106.13
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.74
Molar Refractivity 130.54

Admin

Created at
10th Sep 2025
Updated at
10th Sep 2025