Structure Database (LMSD)

Systematic Name
11-acetoxy-3β,6α-dihydroxy-24-methyl-27-nor-9,11-seco-5α-cholesta-7,22E-dien-9-one
Synonyms
LM ID
LMST01031102
Formula
C29H46O5
Exact Mass
Calculate m/z
474.334525
Sum Composition
ST 29:3;O5
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
Eunicella cavolini (#317547)
Anthozoa (#6101)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

String Representations

InChiKey (Click to copy)
UQSMZCYYNIALNN-OSJJDKCPSA-N
InChi (Click to copy)
InChI=1S/C29H46O5/c1-7-18(2)8-9-19(3)23-10-11-24(28(23,5)14-15-34-20(4)30)22-17-26(32)25-16-21(31)12-13-29(25,6)27(22)33/h8-9,17-19,21,23-26,31-32H,7,10-16H2,1-6H3/b9-8+/t18?,19-,21+,23-,24+,25-,26+,28-,29+/m1/s1
SMILES (Click to copy)
[C@@]1(C)([C@@]([H])([C@@](C)([H])/C=C/C(C)CC)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

Other Databases

CHEBI ID
168087
PubChem CID
44241584

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 506.57
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.11
Molar Refractivity 135.40

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Created at
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Updated at
1st Mar 2022