Structure Database (LMSD)

Common Name
2-O-(2-O-isovaleryl-beta-D-glucopyranosyl) atractyligenin
Systematic Name
Synonyms
LM ID
LMPR0104130008
Formula
C31H48O10
Exact Mass
Calculate m/z
580.32475
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Kaurane and phyllocladane diterpenoids [PR010413]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xanthium strumarium (#318068)
Magnoliopsida (#3398)
Two new ent-kaurane glucosides from the fruits of Xanthium strumarium subsp. sibiricum.,
Nat Prod Res, 2020
Pubmed ID: 32954869

String Representations

InChiKey (Click to copy)
KIFITJDLHDKWBZ-BNENIBRGSA-N
InChi (Click to copy)
InChI=1S/C31H48O10/c1-5-15(2)10-23(33)41-26-25(35)24(34)21(14-32)40-29(26)39-18-11-19(28(37)38)20-8-9-31-12-17(16(3)27(31)36)6-7-22(31)30(20,4)13-18/h15,17-22,24-27,29,32,34-36H,3,5-14H2,1-2,4H3,(H,37,38)/t15?,17?,18-,19-,20-,21-,22+,24-,25+,26-,27+,29-,30-,31-/m1/s1
SMILES (Click to copy)
[C@@]123[C@@H](O)C([C@@H](CC[C@@]1([H])[C@]1(C)C[C@H](O[C@H]4[C@H](OC(=O)CC(C)CC)[C@@H](O)[C@H](O)[C@@H](CO)O4)C[C@@H](C(=O)O)[C@@]1([H])CC2)C3)=C

Other Databases

PubChem CID
171118931

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 563.04
Topological Polar Surface Area 165.05
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 4.69
Molar Refractivity 150.26

Admin

Created at
23rd Sep 2020
Updated at
1st Mar 2022