Structure Database (LMSD)

Common Name
Atrotosterone C
Systematic Name
2β,3β,11α,14α,20R,22S,25-heptahydroxy-5β-cholest-7,24(28)-dien-6-one
Synonyms
LM ID
LMST01031324
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)
NDWGRONXKHTPNQ-VCSIHVNPSA-N
InChi (Click to copy)
InChI=1S/C28H44O8/c1-14(24(2,3)34)9-22(33)27(6,35)21-7-8-28(36)16-11-17(29)15-10-18(30)19(31)12-25(15,4)23(16)20(32)13-26(21,28)5/h11,15,18-23,30-36H,1,7-10,12-13H2,2-6H3/t15-,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](O)CC(=C)C(O)(C)C)C)[C@]21C

Other Databases

PubChem CID
15839579

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 505.92
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 3.00
Molar Refractivity 136.10

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