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
3D model of Escin 1a
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
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
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