Structure Database (LMSD)

Common Name
Paxillosterone 20,22-p-BzOH acetal
Systematic Name
2β,3β,11α,14α,20R-pentahydroxy-20,22-[(4-hydroxybenzylidene)bis(oxy)]-24-methyl-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01031319
Formula
C35H50O9
Exact Mass
Calculate m/z
614.345485
Sum Composition
ST 35:7;O9
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tapinella atrotomentosa (#72122)
Agaricomycetes (#155619)
New ergostane type ecdysteroids from fungi. Ecdysteroid constituents of mushroom Paxillus atrotomentosus,
Tetrahedron, 1998

String Representations

InChiKey (Click to copy)
CCUHDLIIVDDRTB-LAPRSRFCSA-N
InChi (Click to copy)
InChI=1S/C35H50O9/c1-18(2)33(5,41)17-28-34(6,44-30(43-28)19-7-9-20(36)10-8-19)27-11-12-35(42)22-14-23(37)21-13-24(38)25(39)15-31(21,3)29(22)26(40)16-32(27,35)4/h7-10,14,18,21,24-30,36,38-42H,11-13,15-17H2,1-6H3/t21-,24+,25-,26+,27-,28+,29+,30?,31-,32+,33?,34+,35+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@]([H])([C@H](O)C[C@]4([C@@]3(O)CC[C@]4([H])[C@]3(OC(C4=CC=C(O)C=C4)O[C@@H]3CC(O)(C)C(C)C)C)C)[C@]21C

Other Databases

PubChem CID
15839568

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 594.91
Topological Polar Surface Area 161.05
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.54
Molar Refractivity 164.70

Admin

Created at
5th Jun 2023
Updated at
5th Jun 2023