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Structure Database (LMSD)

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Common Name

Escin IIa

Systematic Name

21-tigloyl-22-acetyl-protoaescigenin 3-O[β-D-xylopyranosyl (1-2)][β-D-glucopyranosyl (1-4)]-β-D-glucopyranosiduronic acid

Synonyms

LM ID

LMPR0106150067

Formula

C₅₄H₈₄O₂₃

Exact Mass

Calculate m/z

1100.540345

Status

Active

Show lipids differing only in stereochemistry/bond geometry

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)

MLLNRQWNTKNRGQ-XRANQTOGSA-N

InChi (Click to copy)

InChI=1S/C54H84O23/c1-10-23(2)45(69)77-42-43(71-24(3)58)54(22-57)26(17-49(42,4)5)25-11-12-30-50(6)15-14-32(51(7,21-56)29(50)13-16-52(30,8)53(25,9)18-31(54)60)73-48-40(75-46-36(64)33(61)27(59)20-70-46)38(66)39(41(76-48)44(67)68)74-47-37(65)35(63)34(62)28(19-55)72-47/h10-11,26-43,46-48,55-57,59-66H,12-22H2,1-9H3,(H,67,68)/b23-10+/t26-,27+,28+,29+,30+,31+,32-,33-,34+,35-,36+,37+,38-,39-,40+,41-,42-,43-,46-,47-,48+,50-,51+,52+,53+,54-/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)CO4)[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