Structure Database (LMSD)

H H HO OH OH
Common Name
(20S)-20-cyclopropyl-1alpha,25-dihydroxy-16,17-didehydro-21-norvitamin D3
Systematic Name
(5Z,7E,)-(1S,3R,20S)-20-cyclopropyl-21-nor-9,10-seco-5,7,10(19),16-cholestatetraene-1,3,25-triol
Synonyms
  • (20S)-20-cyclopropyl-1alpha,25-dihydroxy-16,17-didehydro-21-norcholecalciferol
LM ID
LMST03020583
Formula
C29H44O3
Exact Mass
Calculate m/z
440.329045
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)
NKJZKFRFSNXWSK-MLFNEEQLSA-N
InChi (Click to copy)
InChI=1S/C29H44O3/c1-19-22(17-23(30)18-27(19)31)12-11-21-7-5-16-29(4)25(21)13-14-26(29)24(20-9-10-20)8-6-15-28(2,3)32/h11-12,14,20,23-25,27,30-32H,1,5-10,13,15-18H2,2-4H3/b21-11+,22-12-/t23-,24+,25+,27+,29+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@](C4CC4)([H])CCCC(O)(C)C)[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
VVD0684
PubChem CID
9547678

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 476.63
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.87
Molar Refractivity 132.60

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Created at
-
Updated at
23rd Jan 2024