Structure Database (LMSD)

H H H HO
Common Name
6-methylvitamin D3
Systematic Name
(5Z,7E)-(3S)-6-methyl-9,10-seco-5,7,10(19)-cholestatrien-3-ol
Synonyms
  • 6-methylcholecalciferol
LM ID
LMST03020331
Formula
C28H46O
Exact Mass
Calculate m/z
398.354865
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
IPTVHOFZPYPBSY-DGOOAFQXSA-N
InChi (Click to copy)
InChI=1S/C28H46O/c1-19(2)9-7-10-21(4)26-14-15-27-23(11-8-16-28(26,27)6)17-22(5)25-18-24(29)13-12-20(25)3/h17,19,21,24,26-27,29H,3,7-16,18H2,1-2,4-6H3/b23-17+,25-22-/t21-,24+,26-,27+,28-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C(/C)\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(C)C)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Novel regioselective C-6 and C-19 alkylation of vitamin D3 via its sulfur-dioxide adducts,
Tetrahedron Letts, 1981

Other Databases

LIPIDBANK ID
VVD0408
PubChem CID
5283771

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 456.75
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.30
Molar Refractivity 126.32

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Created at
-
Updated at
30th May 2022