Structure Database (LMSD)

Common Name
(+)-Dysideapalaunic acid
Systematic Name
Synonyms
LM ID
LMPR0105040001
Formula
C25H40O2
Exact Mass
Calculate m/z
372.30283
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C25 isoprenoids (sesterterpenes) [PR0105]
Bicyclic sesterterpenoids [PR010504]

References

Reference
Breitmaier, E. Terpenes: flavors, fragrances, pharmaca, pheromones. Weinheim, Germany: WILEY-VCH, 2006.

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Dysidea (#2606662)
Demospongiae (#6042)
Total synthesis and absolute stereostructure of (+)-dysideapalaunic acid,
J Chem Soc Perkin Trans 1, 1991

String Representations

InChiKey (Click to copy)
VMXBEUNFNFIWLY-UQHDQXJESA-N
InChi (Click to copy)
InChI=1S/C25H40O2/c1-18(2)9-7-14-24(5)15-8-16-25(6)21(20(4)11-13-22(24)25)12-10-19(3)17-23(26)27/h9,17,22H,7-8,10-16H2,1-6H3,(H,26,27)/b19-17+/t22-,24+,25+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)C(CC/C(/C)=C/C(=O)O)=C(C)CC[C@@]2([H])[C@@](CC/C=C(\C)/C)(C)C1

Other Databases

CHEBI ID
186863
PubChem CID
14061248

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 2
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 423.36
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.47
Molar Refractivity 114.78

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Created at
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Updated at
27th Aug 2024