Structure Database (LMSD)

Common Name
Sarcoehrendin A
Systematic Name
methyl 9S,hydroxy-11R,15S,18-triacetoxy-5Z,13E-prostadienoate
Synonyms
LM ID
LMFA03010222
Formula
C27H42O9
Exact Mass
Calculate m/z
510.282885
Sum Composition
FA 27:6;O7
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sarcophyton ehrenbergi (#358800)
Anthozoa (#6101)
Prostaglandin Derivatives: Nonaromatic Phosphodiesterase-4 Inhibitors from the Soft Coral Sarcophyton ehrenbergi.,
J Nat Prod, 2014
Pubmed ID: 25075977

String Representations

InChiKey (Click to copy)
IRWUSEQYOHQTHP-KHBMTRKYSA-N
InChi (Click to copy)
InChI=1S/C27H42O9/c1-6-21(34-18(2)28)13-14-22(35-19(3)29)15-16-24-23(25(31)17-26(24)36-20(4)30)11-9-7-8-10-12-27(32)33-5/h7,9,15-16,21-26,31H,6,8,10-14,17H2,1-5H3/b9-7-,16-15+/t21?,22-,23+,24+,25-,26+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](OC(C)=O)CCC(OC(=O)C)CC)[C@H](OC(=O)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)OC

Other Databases

PubChem CID
118713841

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 526.57
Topological Polar Surface Area 125.43
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 9
logP 4.96
Molar Refractivity 134.60

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Created at
11th May 2020
Updated at
11th May 2020