Structure Database (LMSD)

HO H H H OH OH
Common Name
25-hydroxy-1beta-hydroxymethyl-23,23,24,24-tetradehydro-3-epivitamin D3
Systematic Name
(5Z,7E)-(1R,3R)-1-hydroxymethyl-9,10-seco-5,7,10(19)-cholestatrien-23-yne-3,25-diol
Synonyms
  • 25-hydroxy-1beta-hydroxymethyl-23,23,24,24-tetradehydro-3-epicholecalciferol
LM ID
LMST03020577
Formula
C28H42O3
Exact Mass
Calculate m/z
426.313395
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
ORSCSDHDFAIZJY-YOQPZTCMSA-N
InChi (Click to copy)
InChI=1S/C28H42O3/c1-19(8-6-14-27(3,4)31)25-12-13-26-21(9-7-15-28(25,26)5)10-11-22-16-24(30)17-23(18-29)20(22)2/h10-11,19,23-26,29-31H,2,7-9,12-13,15-18H2,1,3-5H3/b21-10+,22-11-/t19-,23+,24+,25-,26+,28-/m1/s1
SMILES (Click to copy)
[C@H]1(CO)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC#CC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0678
PubChem CID
9547672

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 469.05
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.03
Molar Refractivity 128.66

Admin

Created at
-
Updated at
22nd Jan 2024