Structure Database (LMSD)

H H HO H O OH H OH
Common Name
(20S,24R)-Thornasterol B
Systematic Name
3β,6α,20S-trihydroxy-5α-ergost-9(11)-en-23-one
Synonyms
  • 23-oxo-24R-methyl-5alpha-cholest-9(11)-en-3beta,6alpha,20S-triol
LM ID
LMST01031076
Formula
C28H46O4
Exact Mass
Calculate m/z
446.33961
Sum Composition
ST 28:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
HIFMMQXBNMUCMW-KBULJYIYSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-16(2)17(3)24(31)15-28(6,32)25-8-7-20-19-14-23(30)22-13-18(29)9-11-26(22,4)21(19)10-12-27(20,25)5/h10,16-20,22-23,25,29-30,32H,7-9,11-15H2,1-6H3/t17-,18+,19+,20+,22-,23+,25+,26-,27+,28+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)C3=CC[C@]4(C)[C@@]([H])([C@](O)(C)CC(=O)[C@H](C)C(C)C)CC[C@@]4([H])[C@]3([H])C[C@H](O)[C@@]2([H])C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Acanthaster planci (#133434)
Asteroidea (#7588)
Marine Sterols,
Nat Prod Rep, 1991

Other Databases

CHEBI ID
178558
PubChem CID
52931368

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 473.40
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.76
Molar Refractivity 128.38

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Created at
-
Updated at
25th May 2021