Structure Database (LMSD)

Common Name
29-demethylgeodisterol-O-sulfite
Systematic Name
19-nor-24-methylene-cholesta-1,3,5(10)-trien-3,16β,20S-triol 3-sulfate
Synonyms
  • (16S,20S)-16,20-dihydroxy-19-norergosta-1,3,5(10),24(28)-tetraen-3-yl sulfate
LM ID
LMST01031091
Formula
C27H40O6S
Exact Mass
Calculate m/z
492.254562
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
unclassified Topsentia (#2622176)
Demospongiae (#6042)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

String Representations

InChiKey (Click to copy)
JOGWUZSAGSFJKC-KZPPUNKBSA-N
InChi (Click to copy)
InChI=1S/C27H40O6S/c1-16(2)17(3)10-13-27(5,29)25-24(28)15-23-22-8-6-18-14-19(33-34(30,31)32)7-9-20(18)21(22)11-12-26(23,25)4/h7,9,14,16,21-25,28-29H,3,6,8,10-13,15H2,1-2,4-5H3,(H,30,31,32)/t21-,22-,23+,24+,25+,26+,27+/m1/s1
SMILES (Click to copy)
C1C2[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@](O)(C)CCC(=C)C(C)C)[C@@H](O)C[C@@]4([H])[C@]3([H])CCC=2C=C(OS(O)(=O)=O)C=1

Other Databases

CHEBI ID
169252
PubChem CID
44254701

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 476.01
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.88
Molar Refractivity 132.88

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Updated at
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