Structure Database (LMSD)

Common Name
steviolbioside
Systematic Name
13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-kaur-16-en-18-oic acid
Synonyms
LM ID
LMPR01040122
Formula
C32H50O13
Exact Mass
Calculate m/z
642.325145
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Main

Classification

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

String Representations

InChiKey (Click to copy)
OMHUCGDTACNQEX-OSHKXICASA-N
InChi (Click to copy)
InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(40)41)19(31)6-10-32(15,14-31)45-27-25(23(38)21(36)17(13-34)43-27)44-26-24(39)22(37)20(35)16(12-33)42-26/h16-27,33-39H,1,4-14H2,2-3H3,(H,40,41)/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1
SMILES (Click to copy)
[C@@]123CC([C@](O[C@H]4[C@H](O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@@H](O)[C@H](O)[C@@H](CO)O4)(CC[C@@]1([H])[C@]1(C)CCC[C@@](C)(C(O)=O)[C@@]1([H])CC2)C3)=C

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

Other Databases

CHEBI ID
145030
PubChem CID
16401639
PDB ID
JC6

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 596.99
Topological Polar Surface Area 219.97
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 13
logP 3.52
Molar Refractivity 160.78

Admin

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