LIPID MAPS

Structure Database (LMSD)

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Common Name

Spongioside B

Systematic Name

3-O-(Rhaa1-4(Rhaa1-2)Glcb)-16-O-(6-O-acetyl-Glcb)-12-oxo-cholest-5-en-3β,16β,22S-triol

Synonyms

(22S)-16beta-[(6-O-acetyl-beta-D-glucopyranosyl)oxy]-22-hydroxy-3beta-[(O-R-L-rhamnopyranosyl-(1-2)-O-[R-L-rhamnopyranosyl-(1-4)]-beta-D-glucopyranosyl)oxy]cholest-5-en-12-one

LM ID

LMST01010344

Formula

C₅₃H₈₆O₂₃

Exact Mass

Calculate m/z

1090.555995

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Dioscorea spongiosa (#394307)

Magnoliopsida (#3398)

The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

DOI: 10.1007/s11418-006-0126-3

String Representations

InChiKey (Click to copy)

LTDYJAJKLBEZOH-IONCTZGUSA-N

InChi (Click to copy)

InChI=1S/C53H86O23/c1-20(2)9-12-30(56)21(3)35-31(72-50-44(66)41(63)38(60)33(74-50)19-68-24(6)55)16-29-27-11-10-25-15-26(13-14-52(25,7)28(27)17-34(57)53(29,35)8)71-51-47(76-49-43(65)40(62)37(59)23(5)70-49)45(67)46(32(18-54)73-51)75-48-42(64)39(61)36(58)22(4)69-48/h10,20-23,26-33,35-51,54,56,58-67H,9,11-19H2,1-8H3/t21-,22+,23+,26+,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39-,40-,41+,42-,43-,44-,45+,46-,47-,48+,49+,50-,51-,52+,53-/m1/s1

SMILES (Click to copy)

[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC(=O)[C@]1(C)[C@@H]([C@@H]([C@@H](O)CCC(C)C)C)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(C)=O)O3)C[C@@]21[H])[H]