Structure Database (LMSD)

Common Name
Acetylpinnasterol
Systematic Name
2β-acetoxy-3α,20R,22S-trihydroxy-cholesta-4,7-dien-6-one
Synonyms
  • 2beta,3alpha,20R,22S-tetrahydroxy-cholesta-4,7-dien-6-one 2-acetate
LM ID
LMST01010467
Formula
C29H44O6
Exact Mass
Calculate m/z
488.31379
Sum Composition
ST 29:4;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Laurencia (#99900)
Florideophyceae (#2806)
Acetylpinnasterol and pinnasterol, ecdysone-like metabolites, from the marine red alga Laurencia pinnata yamada,
Tetrahedron Letts, 1981

String Representations

InChiKey (Click to copy)
RMENLPCGRPPGAV-HCPHOYGESA-N
InChi (Click to copy)
InChI=1S/C29H44O6/c1-16(2)7-10-26(33)29(6,34)25-9-8-19-18-13-22(31)21-14-23(32)24(35-17(3)30)15-28(21,5)20(18)11-12-27(19,25)4/h13-14,16,19-20,23-26,32-34H,7-12,15H2,1-6H3/t19-,20-,23-,24-,25-,26-,27-,28+,29+/m0/s1
SMILES (Click to copy)
C12=CC(C3=C[C@H](O)[C@@H](OC(=O)C)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@@]1([C@](O)(C)[C@@H](O)CCC(C)C)[H])=O

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 503.00
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.26
Molar Refractivity 135.25

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Created at
8th Feb 2021
Updated at
8th Feb 2021