Structure Database (LMSD)

Common Name
Dulcoside B
Systematic Name
(4R)-13-[(2-O-α-L-Rhamnopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]kaura-16-ene-18-oic acid
Synonyms
LM ID
LMPR01040133
Formula
C38H60O17
Exact Mass
Calculate m/z
788.383056
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stevia rebaudiana (#55670)
Magnoliopsida (#3398)
Steviol glycosides: chemical diversity, metabolism, and function.,
J Nat Prod, 2013
Pubmed ID: 23713723

String Representations

InChiKey (Click to copy)
RAIDWZDHEYTVLQ-KKZJXQHPSA-N
InChi (Click to copy)
InChI=1S/C38H60O17/c1-16-12-37-10-6-20-35(3,8-5-9-36(20,4)34(48)49)21(37)7-11-38(16,15-37)55-33-30(54-31-27(46)25(44)22(41)17(2)50-31)29(24(43)19(14-40)52-33)53-32-28(47)26(45)23(42)18(13-39)51-32/h17-33,39-47H,1,5-15H2,2-4H3,(H,48,49)/t17-,18+,19+,20-,21-,22-,23+,24+,25+,26-,27+,28+,29-,30+,31-,32-,33-,35+,36+,37+,38-/m0/s1
SMILES (Click to copy)
[C@@]123CC([C@](O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O[C@@H]4O[C@H]([C@@H]([C@H]([C@H]4O)O)O)C)O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)O)CO)(CC[C@@]1([H])[C@]1(C)CCC[C@@](C)(C(O)=O)[C@@]1([H])CC2)C3)=C

Other Databases

PubChem CID
101797533

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 7
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 723.59
Topological Polar Surface Area 280.96
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 17
logP 3.81
Molar Refractivity 194.57

Admin

Created at
22nd Apr 2021
Updated at
22nd Apr 2021