Structure Database (LMSD)

Common Name
Aragusterol D
Systematic Name
(25R)-24R,26R-dimethyl-26,27-cyclo-12β-hydroxy-5-α-cholest-20-en-3,22-dione
Synonyms
LM ID
LMST01110020
Formula
C29H44O3
Exact Mass
Calculate m/z
440.329045
Sum Composition
ST 29:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Calysterols and cyclopropyl sidechain derivatives [ST0111]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Xestospongia (#2627677)
Demospongiae (#6042)
Aragusterol B and D, new 26,27-cyclosterols from the Okinawan marine sponge of the genus Xestospongia,
J Org Chem, 1994

String Representations

InChiKey (Click to copy)
ZBIUJNBNGDFYLA-VHDLUNJYSA-N
InChi (Click to copy)
InChI=1S/C29H44O3/c1-16-12-22(16)17(2)13-26(31)18(3)23-8-9-24-21-7-6-19-14-20(30)10-11-28(19,4)25(21)15-27(32)29(23,24)5/h16-17,19,21-25,27,32H,3,6-15H2,1-2,4-5H3/t16-,17-,19+,21+,22-,23-,24+,25+,27-,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@@H](O)[C@]4(C)[C@@]([H])(C(=C)C(=O)C[C@H]([C@@H]5C[C@H]5C)C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C1

Other Databases

PubChem CID
10071966

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 466.91
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.28
Molar Refractivity 127.32

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Created at
18th Jan 2022
Updated at
18th Jan 2022