Structure Database (LMSD)

Systematic Name
13-β-D-glucopyranosyloxy-kaur-16-en-18-oic acid, (4α)-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester
Synonyms
LM ID
LMPR01040123
Status
Active
Exact Mass
Calculate m/z
804.37797
Formula
C38H60O18
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
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]

String Representations

InChiKey (Click to copy)
SXASOHGRMKYDJK-HYDKPPNVSA-N
InChi (Click to copy)
InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,21(37)6-10-38(16,15-37)56-32-29(49)26(46)23(43)18(13-40)52-32)7-4-8-36(20,3)34(50)55-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
SMILES (Click to copy)
[C@@]123CC([C@](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)(CC[C@@]1([H])[C@]1(C)CCC[C@@](C)(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)=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

PubChem CID
90680614

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 7
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 732.38
Topological Polar Surface Area 301.19
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 18
logP 2.50
Molar Refractivity 196.06

Admin

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