Structure Database (LMSD)

Common Name
Renieroside A3
Systematic Name
N-(2R-hydroxy-16Z-pentacosenoyl)-1-β-D-glucosyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010175
Formula
C49H89NO9
Exact Mass
Calculate m/z
835.653734
Sum Composition
HexCer 43:4;O3
Abbrev Chains
GlcCer 18:3;O2/25:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Haliclona (#2600287)
Demospongiae (#6042)
Renierosides, cerebrosides from a marine sponge Haliclona (Reniera) sp.,
J Nat Prod, 2007
Pubmed ID: 17848089

String Representations

InChiKey (Click to copy)
BMKPZYPJRFUPQE-AFGMKLDUSA-N
InChi (Click to copy)
InChI=1S/C49H89NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(53)48(57)50-41(40-58-49-47(56)46(55)45(54)44(39-51)59-49)42(52)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h16-18,25,27,29,35,37,41-47,49,51-56H,3-15,19-24,26,28,30-34,36,38-40H2,1-2H3,(H,50,57)/b18-17-,25-16+,29-27+,37-35+/t41-,42+,43+,44+,45+,46-,47+,49+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@H](O)/C=C/CC/C=C/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
23643324

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings
Rotatable Bonds 39
Van der Waals Molecular Volume 920.81
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.06
Molar Refractivity 245.92

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Created at
14th Jul 2021
Updated at
14th Jul 2021