Structure Database (LMSD)

Common Name
2-O-(6-O-isocaleryl-beta-D-glucopyranosyl) atractyligenin
Systematic Name
Synonyms
LM ID
LMPR0104130007
Formula
C30H46O10
Exact Mass
Calculate m/z
566.3091
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)
OXDRSZXSSZKWID-JQHIDBDQSA-N
InChi (Click to copy)
InChI=1S/C30H46O10/c1-14(2)9-22(31)38-13-20-23(32)24(33)25(34)28(40-20)39-17-10-18(27(36)37)19-7-8-30-11-16(15(3)26(30)35)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,32-35H,3,5-13H2,1-2,4H3,(H,36,37)/t16?,17-,18-,19-,20-,21+,23-,24+,25-,26+,28-,29-,30-/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](O)[C@@H](O)[C@H](O)[C@@H](COC(=O)CC(C)C)O4)C[C@@H](C(=O)O)[C@@]1([H])CC2)C3)=C

Other Databases

PubChem CID
171118932

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 545.74
Topological Polar Surface Area 165.05
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 4.30
Molar Refractivity 145.64

Admin

Created at
23rd Sep 2020
Updated at
1st Oct 2020