Structure Database (LMSD)

Common Name
Aragusteroketal
Systematic Name
(25R)-3,3-dimethoxy-24R,26R-dimethyl-26,27-cyclo-5α-cholestan-12β,20S-diol
Synonyms
LM ID
LMST01110016
Formula
C31H54O4
Exact Mass
Calculate m/z
490.40221
Sum Composition
ST 31:1;O4
Status
Active
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
Ianthella (#375145)
Demospongiae (#6042)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

String Representations

InChiKey (Click to copy)
YQWZCFGLCMVGHU-ZGYGCRBVSA-N
InChi (Click to copy)
InChI=1S/C31H54O4/c1-19(23-16-20(23)2)12-13-29(4,33)26-11-10-24-22-9-8-21-18-31(34-6,35-7)15-14-28(21,3)25(22)17-27(32)30(24,26)5/h19-27,32-33H,8-18H2,1-7H3/t19-,20-,21+,22+,23+,24+,25+,26-,27-,28+,29+,30+/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)[C@@H]5C[C@H]5C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@](OC)(OC)C1

Other Databases

CHEBI ID
187381
PubChem CID
52931490

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 518.22
Topological Polar Surface Area 58.92
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 7.29
Molar Refractivity 141.18

Admin

Created at
-
Updated at
2nd Jun 2021