Structure Database (LMSD)

Common Name
(5E,10E)-19-(3-carboxylpropyl)vitamin D3
Systematic Name
(5E,7E,10E)-(3S)-19-(3-carboxylpropyl)-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • (5E,10E)-19-(3-carboxylpropyl)cholecalciferol
LM ID
LMST03020494
Formula
C31H50O3
Exact Mass
Calculate m/z
470.375995
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Stereoselective synthesis of (5E)- and (5Z)-vitamin D3 19-alkanoic acids via vitamin D3-sulfur dioxide adducts,
J Org Chem, 1983

String Representations

InChiKey (Click to copy)
AVESXZIXJGDLRC-MSWRIHAVSA-N
InChi (Click to copy)
InChI=1S/C31H50O3/c1-22(2)9-7-10-23(3)28-18-19-29-25(12-8-20-31(28,29)4)14-15-26-21-27(32)17-16-24(26)11-5-6-13-30(33)34/h11,14-15,22-23,27-29,32H,5-10,12-13,16-21H2,1-4H3,(H,33,34)/b24-11+,25-14+,26-15+/t23-,27+,28-,29+,31-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]3(C)CCC\2)/C(=C/CCCC(O)=O)/CC1

Other Databases

LIPIDBANK ID
VVD0584
PubChem CID
9547598

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 523.59
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 8.53
Molar Refractivity 142.13

Admin

Created at
-
Updated at
23rd Jan 2024