LIPID MAPS

Structure Database (LMSD)

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Common Name

Ptilosaponoside A

Systematic Name

3β-sulfoxy-4-β-(3'-sulfo-β-D-glucopyranosyloxy)-5α-pregn-20-en-19-ol

Synonyms

5alpha-pregn-20-en-3beta,4beta,19-triol 3-sulfate,4-(3'-sulfo-beta-D-glucopyranoside)

LM ID

LMST05050001

Formula

C₂₇H₄₄O₁₄S₂

Exact Mass

Calculate m/z

656.217254

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Ptilocaulis spiculifer (#798311)

Demospongiae (#6042)

Sulfated steroids: ptilosteroids A-C and ptilosaponosides A and B from the Solomon Islands marine sponge Ptilocaulis spiculifer.,
J Nat Prod, 2009

Pubmed ID: 19228002

String Representations

InChiKey (Click to copy)

WUJFWRYOPRJJBL-YFWYBDIGSA-N

InChi (Click to copy)

InChI=1S/C27H44O14S2/c1-3-14-4-6-16-15-5-7-18-23(39-25-22(31)24(41-43(35,36)37)21(30)20(12-28)38-25)19(40-42(32,33)34)9-11-27(18,13-29)17(15)8-10-26(14,16)2/h3,14-25,28-31H,1,4-13H2,2H3,(H,32,33,34)(H,35,36,37)/t14-,15-,16-,17-,18-,19-,20+,21+,22+,23+,24-,25-,26+,27-/m0/s1

SMILES (Click to copy)

C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C=C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@@H](O[C@H]2[C@H](O)[C@@H](OS(=O)(=O)O)[C@H](O)[C@@H](CO)O2)[C@@H](OS(O)(=O)=O)C1