Structure Database (LMSD)

Common Name
Echinasteroside C 15-O-sulfate
Systematic Name
(25S)-3β-(2-O-methyl-β-D-xylopyranosyloxy)-6β,8,16β,26-tetrahydroxycholest-5-en-15α-yl sulfate
Synonyms
LM ID
LMST05050018
Status
Active
Exact Mass
Calculate m/z
692.344167
Formula


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
QYHOJVXSEUBPHK-KGFVJONFSA-N
InChi (Click to copy)
InChI=1S/C33H56O13S/c1-17(15-34)7-6-8-18(2)24-26(38)27(46-47(40,41)42)29-32(24,4)12-10-23-31(3)11-9-19(13-20(31)21(35)14-33(23,29)39)45-30-28(43-5)25(37)22(36)16-44-30/h13,17-19,21-30,34-39H,6-12,14-16H2,1-5H3,(H,40,41,42)/t17-,18+,19-,21+,22+,23+,24-,25-,26+,27-,28+,29+,30-,31-,32+,33-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC[C@@H](CO)C)[C@@H](O)[C@H](OS(O)(=O)=O)[C@@]4([H])[C@]3(O)C[C@@H](O)C2=C[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2OC)C1

References

Reference
Steroidal Monoglycosides From the Far Eastern Starfish Hippasteria Kurilensis and Hypothetic Pathways of Polyhydroxysteroid Biosynthesis in Starfish
Steroids 2009
DOI: 10.1016/j.steroids.2008.11.007
PMID: 19059276

Marine natural products
John W. Blunt, Brent R. Copp, Murray H. G. Munro,
Peter T. Northcote and Michele R. Prinsep
Nat. Prod. Rep., 2011, 28, 196-268

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Hippasteria (#136939)
Asteroidea (#7588)
Steroidal monoglycosides from the Far Eastern starfish Hippasteria kurilensis and hypothetic pathways of polyhydroxysteroid biosynthesis in starfish.,
Steroids, 2009
Pubmed ID: 19059276

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 5
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 647.80
Topological Polar Surface Area 214.74
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 13
logP 5.73
Molar Refractivity 173.42

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Created at
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Updated at
6th Jul 2020