Structure Database (LMSD)

H H H OH OH OH
Common Name
1-methyl-1,25-dihydroxy-4-nor-2,3-secovitamin D3
Systematic Name
(5E,7E)-1-methyl-A-nor-(2,3)-(9,10)-diseco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1-methyl-1,25-dihydroxy-4-nor-2,3-secocholecalciferol
LM ID
LMST03020309
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
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)
LLNHTUSARYKCRM-OCKWTXSCSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-19(10-8-16-25(3,4)29)23-14-15-24-21(11-9-17-27(23,24)7)12-13-22(18-28)20(2)26(5,6)30/h12-13,19,23-24,28-30H,2,8-11,14-18H2,1,3-7H3/b21-12+,22-13-/t19-,23-,24+,27-/m1/s1
SMILES (Click to copy)
C(C)(C)(O)C(=C)/C(=C\C=C1\[C@]2([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]2(C)CCC\1)/CO

References

Taxonomy Information

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

Other Databases

LIPIDBANK ID
VVD0336
PubChem CID
9547457

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 2
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 469.39
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.81
Molar Refractivity 127.69

Admin

Created at
-
Updated at
23rd Jan 2024