Structure Database (LMSD)

Common Name
Atrotosterone A
Systematic Name
2β,3β,11α,14α,20R,22R-hexahydroxy-24-methyl-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01031320
Formula
C28H46O7
Exact Mass
Calculate m/z
494.324356
Sum Composition
ST 28:2;O7
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)
SNXLRGKKELEIRO-KXQFVTLTSA-N
InChi (Click to copy)
InChI=1S/C28H46O7/c1-14(2)15(3)9-23(33)27(6,34)22-7-8-28(35)17-11-18(29)16-10-19(30)20(31)12-25(16,4)24(17)21(32)13-26(22,28)5/h11,14-16,19-24,30-35H,7-10,12-13H2,1-6H3/t15?,16-,19+,20-,21+,22-,23+,24+,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](O)CC(C)C(C)C)C)[C@]21C

Other Databases

PubChem CID
15839569

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 499.77
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 3.67
Molar Refractivity 134.15

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