Structure Database (LMSD)

Common Name
Echinasteroside C
Systematic Name
(25S)-3-O-(2-O-methyl-β-D-xylopyranosyl)-cholest-4-ene-3β,6β,8,15α,16β,26-hexaol
Synonyms
LM ID
LMST05050044
Status
Active
Exact Mass
Calculate m/z
612.38735
Formula
C33H56O10
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]

String Representations

InChiKey (Click to copy)
NHMQTYHFQPGJFK-KGFVJONFSA-N
InChi (Click to copy)
InChI=1S/C33H56O10/c1-17(15-34)7-6-8-18(2)24-26(38)27(39)29-32(24,4)12-10-23-31(3)11-9-19(13-20(31)21(35)14-33(23,29)40)43-30-28(41-5)25(37)22(36)16-42-30/h13,17-19,21-30,34-40H,6-12,14-16H2,1-5H3/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](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
Structure-activity relationships of novel neuritogenic steroid glycosides from the Okinawan starfish Linckia laevigata.
Bioorg Med Chem, 2006
DOI: 10.1016/j.bmc.2006.02.032
PMID: 16524736

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Linckia laevigata (#109185)
Asteroidea (#7588)
Two new polyhydroxylated steroidal glycosides from the starfish Culcita novaeguineae,
J Nat Prod, 2020
Pubmed ID: 33336584

Other Databases

PubChem CID
15764974

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 602.92
Topological Polar Surface Area 171.37
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.65
Molar Refractivity 163.10

Admin

Created at
21st Dec 2020
Updated at
21st Dec 2020