Structure Database (LMSD)

H O OH O O H H HO H
Systematic Name
11-acetoxy-3β,6α-dihydroxy-24-methylene-9,11-seco-5α-cholesta-7,22E-dien-9-one.
Synonyms
  • 11-acetoxy-3beta,6alpha-dihydroxy-24-methyl-9,11-seco-5alpha-cholesta-7,24(28)-dien-9-one
LM ID
LMST01031103
Formula
C30H48O5
Exact Mass
Calculate m/z
488.350175
Sum Composition
ST 30:3;O5
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)
OXUORJYMAXIVJG-QWJARAQCSA-N
InChi (Click to copy)
InChI=1S/C30H48O5/c1-18(2)19(3)8-9-20(4)24-10-11-25(29(24,6)14-15-35-21(5)31)23-17-27(33)26-16-22(32)12-13-30(26,7)28(23)34/h17-18,20,22,24-27,32-33H,3,8-16H2,1-2,4-7H3/t20-,22+,24-,25+,26-,27+,29-,30+/m1/s1
SMILES (Click to copy)
[C@@]1(C)([C@@]([H])([C@@](C)([H])CCC(=C)C(C)C)CC[C@@]1([H])C1=C[C@H](O)[C@@]2([H])C[C@@H](O)CC[C@]2(C)C1=O)CCOC(=O)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Eunicella cavolini (#317547)
Anthozoa (#6101)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

Other Databases

CHEBI ID
168252
PubChem CID
45268228

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 523.87
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.50
Molar Refractivity 140.01

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Updated at
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