Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-ethanovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-ethano-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-ethanocholecalciferol
LM ID
LMST03020408
Formula
C29H46O3
Exact Mass
Calculate m/z
442.344695
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)
Novel Convergent Synthesis of Side-Chain-Modified Analogues of 1a,25-Dihydroxycholecalciferol and 1a,25-Dihydroxyergocalciferol,
J Org Chem, 1988

String Representations

InChiKey (Click to copy)
RYXPWQZXOPPLEF-OXZNTLLFSA-N
InChi (Click to copy)
InChI=1S/C29H46O3/c1-20(8-6-17-29(32)15-4-5-16-29)25-12-13-26-22(9-7-14-28(25,26)3)10-11-23-18-24(30)19-27(31)21(23)2/h10-11,20,24-27,30-32H,2,4-9,12-19H2,1,3H3/b22-10+,23-11-/t20-,24-,25-,26+,27+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC4(CCCC4)O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
156130
LIPIDBANK ID
VVD0496
PubChem CID
9547516

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 479.27
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.10
Molar Refractivity 132.69

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Created at
-
Updated at
30th May 2022