Structure Database (LMSD)
Common Name
Renieroside B3
Systematic Name
N-(2R-hydroxy-20Z-heptacosenoyl)-1-β-D-glucosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010178
Formula
Exact Mass
Calculate m/z
877.700684
Sum Composition
Abbrev Chains
GlcCer 19:3;O2/27:1;O
Status
Active
3D model of Renieroside B3
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
XBGQJELPFUYHAI-IVFQGWKFSA-N
InChi (Click to copy)
InChI=1S/C52H95NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-35-40-46(56)51(60)53-44(42-61-52-50(59)49(58)48(57)47(41-54)62-52)45(55)39-36-32-34-38-43(3)37-33-30-28-11-9-7-5-2/h13-14,33,36-39,44-50,52,54-59H,4-12,15-32,34-35,40-42H2,1-3H3,(H,53,60)/b14-13-,37-33+,39-36+,43-38+/t44-,45+,46+,47+,48+,49-,50+,52+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCCC/C=C\CCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1
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
J Nat Prod, 2007
Pubmed ID:
17848089
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
62
Rings
1
Aromatic Rings
Rotatable Bonds
41
Van der Waals Molecular Volume
972.71
Topological Polar Surface Area
171.01
Hydrogen Bond Donors
7
Hydrogen Bond Acceptors
10
logP
13.23
Molar Refractivity
259.77
Admin
Created at
14th Jul 2021
Updated at
14th Jul 2021