Structure Database (LMSD)

Common Name
(6RS)-22-oxo-23,24,25,26,27-pentanorvitamin D3 6,19-sulfur dioxide adduct
Systematic Name
(7E)-(3S,6RS)-3-hydroxy-6,19-epithio-23,24-dinor-9,10-seco-5(10),7-choladien-22-al S,S-dioxide
Synonyms
  • (6RS)-22-oxo-23,24,25,26,27-pentanorcholecalciferol 6,19-sulfur dioxide adduct
LM ID
LMST03020008
Formula
C22H32O4S
Exact Mass
Calculate m/z
392.202132
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)
Determination of 25-hydroxyvitamin D3 in human plasma using a non-radioactive tetranorvitamin D analogue as an internal standard.,
J Chromatogr B Biomed Appl, 1995
Pubmed ID: 8590938

String Representations

InChiKey (Click to copy)
QPAPCSSCGKZVEI-RMZXUFQGSA-N
InChi (Click to copy)
InChI=1S/C22H32O4S/c1-14(12-23)19-7-8-20-15(4-3-9-22(19,20)2)10-21-18-11-17(24)6-5-16(18)13-27(21,25)26/h10,12,14,17,19-21,24H,3-9,11,13H2,1-2H3/b15-10+/t14-,17+,19-,20+,21?,22-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2C(S(=O)(=O)CC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])C(=O)[H])([H])[C@@]2(C)CCC/1

Other Databases

CHEBI ID
169586
LIPIDBANK ID
VVD0009
PubChem CID
9547268

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 385.47
Topological Polar Surface Area 71.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.54
Molar Refractivity 107.50

Admin

Created at
-
Updated at
17th Feb 2022