Detail Information

Number mr1585
Declustering Potential(DP) 10
Collision Energy(CE) 50
Observed mass(Da) 600.3381
Exact mass(Da) 600.3378
Accurate mass error(ppm) 0.28
Molecular formula C30H46O11
Ionization model NH4+
Ret. Time(min) 11.76
Precursor ions(Q1) 600.3381
Product ions(Q3) 255.3
Main fragments 255.3, 298.1, 265.1, 237.2, 147.2
Compound Lupulin A
Identification putative
class Terpene
Organism Ajuga pseudoiva
Reference Jannet et. al (1999)
CV(%) 174.03
H2 0.80
Agricola Citation Links
ArrayExpress Database Links
Beilstein Registry Numbers
BioModels Database Links
CAS Registry Numbers
COMe Database Links
ChEBI Name lupulin A;;
Charge 0;;
Chinese Abstracts Citation Links
CiteXplore Citation Links
Definition A diterpenoid isolated from Ajuga lupulina and has been shown to exhibit anti-inflammatory and antibacterial activities.;;
DrugBank Database Links
Formulae C30H46O11;;
Gmelin Registry Numbers
IUPAC Names (1R,2S,3R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-[(2S,5R)-5-methoxyhexahydrofuro[2,3-b]furan-2-yl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylbutanoate;;
InChI InChI=1S/C30H46O11/c1-8-15(2)26(34)41-25-20(33)12-21-28(6,22-10-19-11-24(35-7)40-27(19)39-22)16(3)9-23(38-18(5)32)29(21,13-36-17(4)31)30(25)14-37-30/h15-16,19-25,27,33H,8-14H2,1-7H3/t15?,16-,19?,20-,21-,22+,23+,24-,25+,27?,28+,29+,30-/m1/s1;;
IntAct Database Links
IntEnz Database Links
KEGG COMPOUND Database Links
KEGG DRUG Database Links
KEGG GLYCAN Database Links
LIPID MAPS class Database Links
LIPID MAPS instance Database Links
Last Modified 25 Mar 2013;;
Mass 582.67960;;
MolBase Database Links
PDBeChem Database Links
Patent Database Links
PubChem Database Links 160710642;;
PubMed Central Citation Links
PubMed Citation Links 8759163;;21073945;;19946570;;17191906;;
RESID Database Links
Reactome Database Links
Rhea Database Links
SABIO-RK Database Links
SMILES [H][C@]1(CC2C[C@H](OC)OC2O1)[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@]1([H])C[C@@H](O)[C@H](OC(=O)C(C)CC)[C@]21CO1;;
Secondary ChEBI ID
Star 3;;
UM-BBD compID Database Links
UniProt Database Links
ChEBI Image