Structure Database (LMSD)

Common Name
25-hydroxyatrotosterone B
Systematic Name
22R,23R-epoxy-2β,3β,11α,14α,20R,25-hexahydroxy-24-methyl-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01031323
Formula
C28H44O8
Exact Mass
Calculate m/z
508.303621
Sum Composition
ST 28:3;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
XBKREFDHEBPCKQ-CUHMKKOTSA-N
InChi (Click to copy)
InChI=1S/C28H44O8/c1-13(24(2,3)33)22-23(36-22)27(6,34)20-7-8-28(35)15-10-16(29)14-9-17(30)18(31)11-25(14,4)21(15)19(32)12-26(20,28)5/h10,13-14,17-23,30-35H,7-9,11-12H2,1-6H3/t13?,14-,17+,18-,19+,20-,21+,22+,23+,25-,26+,27+,28+/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@](O)(C)[C@@H]3O[C@@H]3C(C)C(O)(C)C)C)[C@]21C

Other Databases

PubChem CID
101935917

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 496.20
Topological Polar Surface Area 150.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 3.38
Molar Refractivity 134.67

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Created at
6th Jun 2023
Updated at
6th Jun 2023