Structure Database (LMSD)

Common Name
1alpha-hydroxy-24,25,26,27-tetranorvitamin D3 23-carboxylic acid
Systematic Name
(5Z,7E)-(1S,3R)-1,3-dihydroxy-24-nor- 9,10-seco-5,7,10(19)-cholatrien-23-oic acid
Synonyms
  • calcitroic acid
LM ID
LMST03020013
Formula
C23H34O4
Exact Mass
Calculate m/z
374.24571
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
Rattus norvegicus (#10116)
Mammalia (#40674)
Isolation and characterization of 1 alpha-hydroxy-23-carboxytetranorvitamin D: a major metabolite of 1,25-dihydroxyvitamin D3,
Biochemistry, 1979
Pubmed ID: 486408

String Representations

InChiKey (Click to copy)
MBLYZRMZFUWLOZ-ZTIKAOTBSA-N
InChi (Click to copy)
InChI=1S/C23H34O4/c1-14(11-22(26)27)19-8-9-20-16(5-4-10-23(19,20)3)6-7-17-12-18(24)13-21(25)15(17)2/h6-7,14,18-21,24-25H,2,4-5,8-13H2,1,3H3,(H,26,27)/b16-6+,17-7-/t14-,18-,19-,20+,21+,23-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC(=O)O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

KEGG ID
C18230
CHEBI ID
47828
LIPIDBANK ID
VVD0014
PubChem CID
9547273
SwissLipids ID
SLM:000000482
PDB ID
2QI

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 393.98
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.81
Molar Refractivity 107.17

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Created at
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Updated at
28th Apr 2022