Structure Database (LMSD)

HO H OH OH O O H H
Common Name
11-(3-acetoxy-1-propynyl)-1alpha,25-dihydroxy-9,11-didehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-11-(3-acetoxy-1-propynyl)-9,10-seco-5,7,9(11),10(19)-cholestatetraene-1,3,25-triol
Synonyms
  • 11-(3-acetoxy-1-propynyl)-1alpha,25-dihydroxy-9,11-didehydrocholecalciferol
LM ID
LMST03020511
Formula
C32H46O5
Exact Mass
Calculate m/z
510.334525
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)
XRMZLIWRUWAKBZ-SGYPUKBOSA-N
InChi (Click to copy)
InChI=1S/C32H46O5/c1-21(9-7-15-31(4,5)36)28-13-14-29-26(12-11-25-18-27(34)19-30(35)22(25)2)17-24(20-32(28,29)6)10-8-16-37-23(3)33/h11-12,17,21,27-30,34-36H,2,7,9,13-16,18-20H2,1,3-6H3/b25-11-,26-12+/t21-,27-,28-,29+,30+,32-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CC(C#CCOC(=O)C)=C\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0601
PubChem CID
9547615

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 550.55
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.56
Molar Refractivity 149.32

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Created at
-
Updated at
18th Jan 2024