Structure Database (LMSD)

O H H H OH H H OH
Common Name
Aragusterol B
Systematic Name
(25R)-24R,26R-dimethyl-26,27-cyclo-12β,20S-dihydroxy-5-α-cholesta-3-one
Synonyms
LM ID
LMST01110019
Formula
C29H48O3
Exact Mass
Calculate m/z
444.360345
Sum Composition
ST 29:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
JSHYQWPIKGSRNU-JVMQVZFBSA-N
InChi (Click to copy)
InChI=1S/C29H48O3/c1-17(22-14-18(22)2)10-13-28(4,32)25-9-8-23-21-7-6-19-15-20(30)11-12-27(19,3)24(21)16-26(31)29(23,25)5/h17-19,21-26,31-32H,6-16H2,1-5H3/t17-,18-,19+,21+,22+,23+,24+,25-,26-,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@](O)(C)CC[C@H]([C@@H]5C[C@H]5C)C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C1

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

Other Databases

PubChem CID
10049138

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 472.19
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.58
Molar Refractivity 128.93

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Created at
14th Jan 2022
Updated at
14th Jan 2022