Structure Database (LMSD)

Common Name
Escin 1a
Systematic Name
21-tigoyl-22-acetyl-protoaescigenin 3-O[β-D-glucopyranosyl (1-2)][β-D-glucopyranosyl (1-4)]-β-D-glucopyranosiduronic acid
Synonyms
  • Aescin A
  • alpha-Escin
LM ID
LMPR0106150065
Formula
Exact Mass
Calculate m/z
1130.55091
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aesculus hippocastanum (#43364)
Magnoliopsida (#3398)
Bioactive saponins and glycosides. III. Horse chestnut. (1): The structures, inhibitory effects on ethanol absorption, and hypoglycemic activity of escins Ia, Ib, IIa, IIb, and IIIa from the seeds of Aesculus hippocastanum L.,
Chem Pharm Bull (Tokyo), 1996
Pubmed ID: 8795266

String Representations

InChiKey (Click to copy)
AXNVHPCVMSNXNP-IVKVKCDBSA-N
InChi (Click to copy)
InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10+/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
SMILES (Click to copy)
[C@@]12([C@]3(C)C[C@@H](O)[C@]4(CO)[C@@]([H])(CC(C)(C)[C@@H](OC(=O)/C(/C)=C/C)[C@@H]4OC(C)=O)C3=CC[C@]1([H])[C@]1(C)[C@]([H])([C@](CO)(C)[C@@H](O[C@H]3[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](C(=O)O)O3)CC1)CC2)C

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 79
Rings 8
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 1058.94
Topological Polar Surface Area 394.25
Hydrogen Bond Donors 13
Hydrogen Bond Acceptors 24
logP 5.26
Molar Refractivity 280.70

Admin

Created at
7th Oct 2024
Updated at
7th Oct 2024