Structure Database (LMSD)

Common Name
(+)-Scalarin
Systematic Name
(+)-12α,25α-dihydoxy-16-scalaren-24,25-olide
Synonyms
LM ID
LMPR0105060001
Formula
C25H38O4
Exact Mass
Calculate m/z
402.27701
Status
Active
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]
Scalarane sesterterpenoids [PR010506]

References

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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cacospongia scalaris (#121497)
Demospongiae (#6042)
Scalarin, a new pentacyclic C-25 terpenoid from the sponge Cacospongia scalaris,
Tetrahedron, 1972

String Representations

InChiKey (Click to copy)
ATVQOEWPZTUPDT-BEVUIORBSA-N
InChi (Click to copy)
InChI=1S/C25H38O4/c1-22(2)10-6-11-23(3)15(22)9-12-24(4)16-8-7-14-19(21(28)29-20(14)27)25(16,5)18(26)13-17(23)24/h7,15-19,21,26,28H,6,8-13H2,1-5H3/t15?,16?,17?,18-,19+,21+,23-,24-,25+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)C3C[C@H](O)[C@]4(C)[C@H]5[C@H](O)OC(=O)C5=CCC4[C@]3(C)CCC2C(C)(C)C1

Other Databases

CHEBI ID
187474
PubChem CID
42608279

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 409.14
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.02
Molar Refractivity 111.59

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Created at
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Updated at
27th Aug 2024