Structure database (LMSD)

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LM IDLMPR0104130007
Common Name2-O-(6-O-isocaleryl-β-D-glucopyranosyl) atractyligenin
Systematic Name-
Synonyms-
Exact Mass
566.3091 (neutral)    Calculate m/z:
FormulaC30H46O10
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Kaurane and phyllocladane diterpenoids [PR010413]
PubChem CID-
InChIKeyOXDRSZXSSZKWID-JQHIDBDQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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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](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
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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 Atoms40Rings5Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
545.74Topological Polar
Surface Area
165.05Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
10
 logP4.30Molar
Refractivity
145.64