Structure Database (LMSD)

Common Name
Dendrogenin A
Systematic Name
5α-hydroxy-6β-[2-(1H-imidazol-4-yl)-ethylamino]-cholestan-3β-ol
Synonyms
LM ID
LMST05050025
Formula
C32H55N3O2
Exact Mass
Calculate m/z
513.429427
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Dendrogenin A arises from cholesterol and histamine metabolism and shows cell differentiation and anti-tumour properties.,
Nat Commun, 2013
Pubmed ID: 23673625

String Representations

InChiKey (Click to copy)
AVFNYTPENXWWCA-BULFVYHESA-N
InChi (Click to copy)
InChI=1S/C32H55N3O2/c1-21(2)7-6-8-22(3)26-9-10-27-25-17-29(34-16-13-23-19-33-20-35-23)32(37)18-24(36)11-15-31(32,5)28(25)12-14-30(26,27)4/h19-22,24-29,34,36-37H,6-18H2,1-5H3,(H,33,35)/t22-,24+,25+,26-,27+,28+,29-,30-,31-,32+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](NCCC3=CN=CN3)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID
9806490
Cayman ID
37975

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 534.76
Topological Polar Surface Area 81.17
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 7.10
Molar Refractivity 151.96

Admin

Created at
-
Updated at
4th Feb 2021