Structure Database (LMSD)

Common Name
12alpha-hydroxy-squalamine
Systematic Name
3β-N-1-(N-[3-(4-aminobutyl)]-1,3-diaminopropane)-7α,12α,24R-trihydroxy-5α-cholestane 26-sulfate
Synonyms
LM ID
LMST05050061
Formula
C34H65N3O6S
Exact Mass
Calculate m/z
643.459409
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sulfates [ST0502]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Squalus acanthias (#7797)
Chondrichthyes (#7777)
Aminosterols from the dogfish shark Squalus acanthias.,
J Nat Prod, 2000
Pubmed ID: 10843574

String Representations

InChiKey (Click to copy)
MLKPSUWJBRKLRQ-OLYMYDIQSA-N
InChi (Click to copy)
InChI=1S/C34H65N3O6S/c1-22(2)30(43-44(40,41)42)12-9-23(3)26-10-11-27-32-28(21-31(39)34(26,27)5)33(4)14-13-25(19-24(33)20-29(32)38)37-18-8-17-36-16-7-6-15-35/h22-32,36-39H,6-21,35H2,1-5H3,(H,40,41,42)/t23-,24-,25+,26-,27+,28+,29-,30-,31+,32+,33+,34-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@@]3([H])C[C@@H](NCCCNCCCCN)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CC[C@@H](OS(=O)(=O)O)C(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
10556147

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 651.57
Topological Polar Surface Area 154.14
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 8.06
Molar Refractivity 179.13

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Created at
9th Nov 2021
Updated at
19th Feb 2024