Structure Database (LMSD)

Common Name
(6RS,24R)-24,25-dihydroxyvitamin D3 6,19-sulfur dioxide adduct
Systematic Name
(7E)-(3S,6RS,24R)-6,19-epithio-9,10-seco-5(10),7-cholestadiene-3,24,25-triol S,S-dioxide
Synonyms
  • (6RS,24R)-24,25-dihydroxycholecalciferol 6,19-sulfur dioxide adduct
LM ID
LMST03020305
Formula
C27H44O5S
Exact Mass
Calculate m/z
480.290947
Status
Curated
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)
Syntheses of 24R,25-dihydroxy-[6,19,19-3H]vitamin D3 and 24R,25-dihydroxy-[6,19,19-2H]vitamin D3.,
Steroids, 1989
Pubmed ID: 2588294

String Representations

InChiKey (Click to copy)
RIOFNTIVOWMLCP-MKAOUQHCSA-N
InChi (Click to copy)
InChI=1S/C27H44O5S/c1-17(7-12-25(29)26(2,3)30)22-10-11-23-18(6-5-13-27(22,23)4)14-24-21-15-20(28)9-8-19(21)16-33(24,31)32/h14,17,20,22-25,28-30H,5-13,15-16H2,1-4H3/b18-14+/t17-,20+,22-,23+,24?,25-,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2C(S(=O)(=O)CC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CC[C@@H](O)C(O)(C)C)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0332
PubChem CID
9547455

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 483.40
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.83
Molar Refractivity 134.00

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Created at
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Updated at
17th Feb 2022