Structure Database (LMSD)

Common Name
5alpha-Dermophol
Systematic Name
5α-Cholestane-3α,7α,12α,25,26,27-hexol
Synonyms
LM ID
LMST04030006
Formula
C27H48O6
Exact Mass
Calculate m/z
468.34509
Sum Composition
ST 27:0;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dermophis mexicanus (#118251)
Amphibia (#8292)
New bile alcohols, 5α- and 5β-dermophols from amphibians,
Tetrahedron Letts, 1977

String Representations

InChiKey (Click to copy)
HPLSPEXKVCTFLL-WBDPMGSVSA-N
InChi (Click to copy)
InChI=1S/C27H48O6/c1-16(5-4-9-27(33,14-28)15-29)19-6-7-20-24-21(13-23(32)26(19,20)3)25(2)10-8-18(30)11-17(25)12-22(24)31/h16-24,28-33H,4-15H2,1-3H3/t16-,17-,18-,19-,20+,21+,22-,23+,24+,25+,26-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(O)(CO)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@@]2([H])C[C@H](O)C1

Other Databases

CHEBI ID
185087
LIPIDBANK ID
BBA0308
PubChem CID
5284185

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 478.96
Topological Polar Surface Area 121.38
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 6
logP 4.19
Molar Refractivity 129.17

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Created at
-
Updated at
9th May 2022