Structure Database (LMSD)

Common Name
(25R)-12beta-acetyl-17alpha-hydroxyspirost-4-en-3-one
Systematic Name
(25R)-3-oxo-12β-acetoxy-spirost-5-en-17α-ol
Synonyms
LM ID
LMST01080099
Formula
C29H42O6
Exact Mass
Calculate m/z
486.29814
Sum Composition
ST 29:5;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Asparagus racemosus (#272846)
Magnoliopsida (#3398)
Spirosteroids and α-glucosidase inhibitory norlignans from Asparagus racemosus Willd. roots.,
Phytochemistry, 2020
Pubmed ID: 32562917

String Representations

InChiKey (Click to copy)
HHCVYWVYZQZTGU-KFRJKGBGSA-N
InChi (Click to copy)
InChI=1S/C29H42O6/c1-16-8-11-28(33-15-16)17(2)29(32)25(35-28)14-23-21-7-6-19-12-20(31)9-10-26(19,4)22(21)13-24(27(23,29)5)34-18(3)30/h12,16-17,21-25,32H,6-11,13-15H2,1-5H3/t16-,17-,21-,22+,23+,24-,25+,26+,27-,28-,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@@H](OC(=O)C)[C@]4(C)[C@@]5(O)[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CCC2=CC(=O)C1)CC[C@@]([H])(C)CO6)C

Other Databases

PubChem CID
21575012

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 6
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 480.92
Topological Polar Surface Area 86.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 6.01
Molar Refractivity 131.64

Admin

Created at
3rd Nov 2020
Updated at
3rd Nov 2020