Structure Database (LMSD)

Common Name
clavulolactone I
Systematic Name
9-oxo-12S-acetoxy-5Z,7E,10Z,14Z-prostatetraenoic acid-1,4R-lactone-cyclo[8,12]
Synonyms
LM ID
LMFA03120015
Formula
C22H28O5
Exact Mass
Calculate m/z
372.193675
Sum Composition
FA 22:8;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Clavulones [FA0312]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
New marine prostanoids from the okinawan soft coral, clavularia viridis,
J Nat Prod, 1999
Pubmed ID: 10075785

String Representations

InChiKey (Click to copy)
HSBZTFDKHKMFDC-KJXWGCRCSA-N
InChi (Click to copy)
InChI=1S/C22H28O5/c1-3-4-5-6-7-8-15-22(27-17(2)23)16-14-20(24)19(22)11-9-10-18-12-13-21(25)26-18/h7-11,14,16,18H,3-6,12-13,15H2,1-2H3/b8-7-,10-9-,19-11-/t18-,22-/m0/s1
SMILES (Click to copy)
[C@]1(OC(=O)C)(C/C=C\CCCCC)C=CC(=O)/C/1=C/C=C\[C@H]1CCC(=O)O1

Other Databases

CHEBI ID
186450
LIPIDBANK ID
XPR8034
PubChem CID
5283229

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 389.91
Topological Polar Surface Area 71.74
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 4.71
Molar Refractivity 103.90

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Created at
-
Updated at
3rd Jun 2021