Structure Database (LMSD)

OH O O
Common Name
Hippobutenolide A
Systematic Name
4-(2S-hydroxy-14methyltetradecyl)furan-2(5H)-one
Synonyms
LM ID
LMFA07040157
Formula
C21H38O3
Exact Mass
Calculate m/z
338.282095
Sum Composition
FA 21:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

String Representations

InChiKey (Click to copy)
WHJOMNMBHCCZGR-ROPPNANJSA-N
InChi (Click to copy)
InChI=1S/C21H38O3/c1-3-18(2)13-11-9-7-5-4-6-8-10-12-14-20(22)15-19-16-21(23)24-17-19/h16,18,20,22H,3-15,17H2,1-2H3/t18?,20-/m1/s1
SMILES (Click to copy)
C1(=O)C=C(C[C@H](O)CCCCCCCCCCCC(C)CC)CO1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Hippospongia lachne (#479639)
Demospongiae (#6042)
Hippobutenolides A and B, two new long-chain fatty acid esters from the marine sponge Hippospongia lachne,
Tetrahedron Letts, 2021

Other Databases

PubChem CID
171120349

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 380.59
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.13
Molar Refractivity 100.91

Admin

Created at
9th Nov 2021
Updated at
9th Nov 2021