Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-11-(4-hydroxymethylphenyl)-9,11-didehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-11-(4-hydroxymethylphenyl)-9,10-seco-5,7,9(11),10(19)-cholestatetraene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-11-(4-hydroxymethylphenyl)-9,11-didehydrocholecalciferol
LM ID
LMST03020535
Formula
C34H48O4
Exact Mass
Calculate m/z
520.35526
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)
Imported from LipidBank, likely synthetic

String Representations

InChiKey (Click to copy)
UFIKGZOVLVNHIL-PNKNYCEMSA-N
InChi (Click to copy)
InChI=1S/C34H48O4/c1-22(7-6-16-33(3,4)38)30-14-15-31-27(13-12-26-18-29(36)19-32(37)23(26)2)17-28(20-34(30,31)5)25-10-8-24(21-35)9-11-25/h8-13,17,22,29-32,35-38H,2,6-7,14-16,18-21H2,1,3-5H3/b26-12-,27-13+/t22-,29-,30-,31+,32+,34-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CC(C3C=CC(CO)=CC=3)=C\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0626
PubChem CID
9547639

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 553.10
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 7.36
Molar Refractivity 156.68

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Created at
-
Updated at
22nd Jan 2024