Structure Database (LMSD)

Common Name
1alpha-hydroxy-25,26,27-trinorvitamin D3 24-carboxylic acid
Systematic Name
(5Z,7E)-(1S,3R)-1,3-dihydroxy-9,10-seco-5,7,10(19)-cholatrien-24-oic acid
Synonyms
LM ID
LMST03020022
Formula
Exact Mass
Calculate m/z
388.26136
Status
Curated

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Unsaturated steroids. Part 12. Synthesis of 1α,3β-dihydroxy-24-nor-9,10-secochola-5,7,10(19)trien-23-oic (calcitroic) acid and of the cholic-and 25-homocholic acid analogues,
J. Chem. Soc., Perkin Trans. 1, 1985

String Representations

InChiKey (Click to copy)
OOUYRLBHGAIYSC-JIOPYBTOSA-N
InChi (Click to copy)
InChI=1S/C24H36O4/c1-15(6-11-23(27)28)20-9-10-21-17(5-4-12-24(20,21)3)7-8-18-13-19(25)14-22(26)16(18)2/h7-8,15,19-22,25-26H,2,4-6,9-14H2,1,3H3,(H,27,28)/b17-7+,18-8-/t15-,19-,20-,21+,22+,24-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCC(=O)O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
LIPIDBANK ID
VVD0023
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 411.28
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.20
Molar Refractivity 111.78

Admin

Created at
-
Updated at
17th Jan 2024