Structure Database (LMSD)

Common Name
(6S)-6,19-epidioxy-6,19-dihydrovitamin D2
Systematic Name
(7E,22E)-(3S,6S)-6,19-epidioxy-9,10-seco-5(10),7,22-ergostatrien-3-ol
Synonyms
  • (6S)-6,19-epidioxy-6,19-dihydroergocalciferol
LM ID
LMST03010037
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis of 6,19-epidioxy-9,10-secoergosta-5(10),7,22-trien-3β-ols from vitamin D derivatives by oxidation with singlet oxygen,
Tetrahedron Letts, 1978

String Representations

InChiKey (Click to copy)
MYGVFTXYMVTPHM-SFMWDCSLSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-18(2)19(3)8-9-20(4)25-12-13-26-21(7-6-14-28(25,26)5)15-27-24-16-23(29)11-10-22(24)17-30-31-27/h8-9,15,18-20,23,25-27,29H,6-7,10-14,16-17H2,1-5H3/b9-8+,21-15+/t19-,20+,23-,25+,26-,27-,28+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)CC2[C@@]([H])(OOCC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(C)C)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0379
PubChem CID
9547240

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 461.97
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.64
Molar Refractivity 127.78

Admin

Created at
-
Updated at
24th Feb 2022