Structure Database (LMSD)

Common Name
Anthenoside A2
Systematic Name
16α-(4-O-methyl-2-acetamido-2-deoxy-β-D-glucopyranosyloxy)-24R-methyl-5α-cholest-8(14),22E-en-3α,6β,7β-triol
Synonyms
  • (20R,22E,24S)-16-O-(2-acetamido-2-deoxy-4-O-methyl-beta-d-glucopyranosyl)-24R-methyl-5alpha-cholesta-8(14),22(23)-diene-3alpha,6beta,7beta,16alpha-tetraol
LM ID
LMST05050055
Formula
C37H61NO9
Exact Mass
Calculate m/z
663.434634
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anthenea aspera (#2769427)
Asteroidea (#7588)
Two New Steroidal Monoglycosides, Anthenosides A₁ and A₂, and Revision of the Structure of Known Anthenoside A with Unusual Monosaccharide Residue from the Starfish Anthenea aspera.,
Molecules, 2018
Pubmed ID: 29751557

String Representations

InChiKey (Click to copy)
WDYVSHTYOLMIMV-ISZRADGHSA-N
InChi (Click to copy)
InChI=1S/C37H61NO9/c1-18(2)19(3)9-10-20(4)29-26(46-35-30(38-21(5)40)33(44)34(45-8)27(17-39)47-35)16-24-28-23(12-14-37(24,29)7)36(6)13-11-22(41)15-25(36)31(42)32(28)43/h9-10,18-20,22-23,25-27,29-35,39,41-44H,11-17H2,1-8H3,(H,38,40)/b10-9+/t19-,20-,22-,23+,25-,26-,27-,29+,30-,31+,32-,33-,34-,35-,36-,37+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@@H](C)C(C)C)[C@H](O[C@H]5[C@H](NC(C)=O)[C@@H](O)[C@H](OC)[C@@H](CO)O5)CC4=C3[C@@H](O)[C@@H](O)[C@@]2([H])C[C@H](O)C1

Other Databases

PubChem CID
163114771

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 669.05
Topological Polar Surface Area 160.01
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 5.95
Molar Refractivity 181.86

Admin

Created at
22nd Feb 2021
Updated at
19th Feb 2024