Structure database (LMSD)

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LM IDLMPR0104130008
Common Name2-O-(2-O-isovaleryl-β-D-glucopyranosyl) atractyligenin.
Systematic Name-
Synonyms-
Exact Mass
580.3247 (neutral)    Calculate m/z:
FormulaC31H48O10
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Kaurane and phyllocladane diterpenoids [PR010413]
PubChem CID-
InChIKeyKIFITJDLHDKWBZ-BNENIBRGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
[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
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StatusActive
ReferencesTwo new ent-kaurane glucosides from the fruits of Xanthium strumarium subsp. sibiricum
Nat. Prod. Res. 2020
DOI: 10.1080/14786419.2020.1819268
PMID: 32954869
Calculated physicochemical properties (?):
 Heavy Atoms41Rings5Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
563.04Topological Polar
Surface Area
165.05Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
10
 logP4.69Molar
Refractivity
150.26