Details of the Competitor

General Information of Competitor

Competitor ID
LDCM0006
Competitor Name
Micheliolide
Synonyms
MICHELIOLIDE; 68370-47-8; CHEBI:6922; (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one; Mecheliolide; (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one; C15H20O3; (3aS)-3abeta,4,5,7,8,9,9abeta,9balpha-Octahydro-9beta-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one; (3aS,9R,9aS,9bS,Z)-9-hydroxy-6,9-dimethyl-3-methylene-3,3a,4,5,7,8,9,9a-octahydroazuleno[4,5-b]furan-2(9bH)-one; C09507; CHEMBL449579; (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one; SCHEMBL18334099; DTXSID20331787; HMS3886D22; (3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,7H,8H,9H,9aH,9bH-azuleno[4,5-b]furan-2-one; BCP28251; HY-N0847; BDBM50455476; s9309; AKOS030526879; CCG-266942; AC-33982; AS-78222; A867060; Q27107361; (3aS)-3ass,4,5,7,8,9,9ass,9ba-Octahydro-9ss-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one; [3aS-(3aalpha,9alpha,9aalpha,9bbeta)]-3a,4,5,7,8,9,9a,9b-Octahydro-9-hydroxy-6,9-dimethyl-3-methylene-azuleno[4,5-b]furan-2(3H)-one
Structure
3D MOL 2D MOL
Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 248.32
Lipid-water partition coefficient (xlogp) 1.3
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C15H20O3
IUPAC Name
(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
Canonical SMILES
CC1=C2CCC(C2C3C(CC1)C(=C)C(=O)O3)(C)O
InChI
InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h11-13,17H,2,4-7H2,1,3H3/t11-,12-,13-,15+/m0/s1
InChIKey
RDJAFOWISVMOJY-PWNZVWSESA-N

The Competitor Interaction Atlas

Probe(s) Related This Competitor

ABPP Probe
Click To Hide/Show 3 Probe Related to This Competitor
Probe Name Structure Concentration Cell-system Ref
MCL-2
 Probe Info  		10 uM Human normal cell lysate (M9-ENL1) [1]
MCL-4
 Probe Info  		10 uM Human normal cell lysate (M9-ENL1) [1]
MCL-14
 Probe Info  		10 uM Human normal cell lysate (M9-ENL1) [1]

Target(s) List of this Competitor

19 Enzyme Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Adenine phosphoribosyltransferase (APRT) LDTP02220 1.60  LDD0050 
Alkyldihydroxyacetonephosphate synthase, peroxisomal (AGPS) LDTP00186 1.50  LDD0050 
ATP-dependent RNA helicase DDX55 (DDX55) LDTP09258 5.50  LDD0049 
Aurora kinase B (AURKB) LDTP10346 1.70  LDD0050 
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 1 (PAPSS1) LDTP00717 7.60  LDD0049 
Dihydrofolate reductase (DHFR) LDTP01769 3.00  LDD0050 
DNA ligase 3 (LIG3) LDTP04334 1.60  LDD0049 
Electron transfer flavoprotein subunit beta (ETFB) LDTP03849 1.50  LDD0048 
Inositol monophosphatase 1 (IMPA1) LDTP03470 1.80  LDD0048 
L-xylulose reductase (DCXR) LDTP08082 3.10  LDD0048 
Phosphatidylinositol 4-kinase alpha (PI4KA) LDTP03981 1.90  LDD0048 
Probable ATP-dependent RNA helicase DDX27 (DDX27) LDTP10358 3.20  LDD0049 
Probable helicase senataxin (SETX) LDTP08024 3.70  LDD0050 
Ras-related protein Rab-14 (RAB14) LDTP04901 1.60  LDD0049 
Ras-related protein Rab-2A (RAB2A) LDTP04892 7.00  LDD0049 
Ras-related protein Rap-1b (RAP1B) LDTP04910 1.70  LDD0049 
S-adenosylhomocysteine hydrolase-like protein 1 (AHCYL1) LDTP00890 2.00  LDD0050 
Thioredoxin domain-containing protein 12 (TXNDC12) LDTP01707 1.50  LDD0049 
Ubiquitin carboxyl-terminal hydrolase 48 (USP48) LDTP08254 2.20  LDD0049 
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⏷ Show the Full List of 19 Enzyme
3 Transporter and channel Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Annexin A1 (ANXA1) LDTP02010 2.30  LDD0049 
Exocyst complex component 1 (EXOC1) LDTP12661 5.10  LDD0048 
Inositol 1,4,5-trisphosphate receptor type 2 (ITPR2) LDTP06152 4.00  LDD0050 
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1 Transcription factor Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
DnaJ homolog subfamily C member 2 (DNAJC2) LDTP10891 2.80  LDD0050 
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1 Immunoglobulin Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Immunoglobulin lambda-like polypeptide 1 (IGLL1) LDTP02805 1.50  LDD0050 
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17 Other Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Actin-related protein 2/3 complex subunit 3 (ARPC3) LDTP00552 7.40  LDD0049 
ARF GTPase-activating protein GIT2 (GIT2) LDTP06063 5.80  LDD0050 
BAG family molecular chaperone regulator 2 (BAG2) LDTP01683 1.90  LDD0049 
CCHC-type zinc finger nucleic acid binding protein (CNBP) LDTP04995 2.60  LDD0048 
Guanine nucleotide-binding protein subunit alpha-15 (GNA15) LDTP03555 2.90  LDD0048 
Histone-binding protein RBBP7 (RBBP7) LDTP06562 3.20  LDD0049 
Leupaxin (LPXN) LDTP01036 2.50  LDD0049 
Mediator of DNA damage checkpoint protein 1 (MDC1) LDTP06176 1.50  LDD0049 
Nucleolar and spindle-associated protein 1 (NUSAP1) LDTP11408 1.60  LDD0050 
Peflin (PEF1) LDTP13167 1.50  LDD0049 
Protein VAC14 homolog (VAC14) LDTP05586 1.80  LDD0048 
Rap1 GTPase-GDP dissociation stimulator 1 (RAP1GDS1) LDTP04504 1.50  LDD0049 
Small ribosomal subunit protein eS28 (RPS28) LDTP05015 1.60  LDD0049 
Small ribosomal subunit protein uS2m (MRPS2) LDTP13961 6.20  LDD0048 
U2 small nuclear ribonucleoprotein A' (SNRPA1) LDTP02365 2.20  LDD0049 
UPF0488 protein C8orf33 (C8orf33) LDTP12025 5.20  LDD0050 
YLP motif-containing protein 1 (YLPM1) LDTP04290 1.90  LDD0050 
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⏷ Show the Full List of 17 Other

Full Information of The Labelling Profiles of This Competitor

Quantification: Probe vs (Probe+Competitor)
  
Experiment 1 Reporting the Labelling Profiles of This Probe
REF [1]
Probe concentration 10 uM
Quantitative Method LFQ
Competitor Name Micheliolide
Competitor Concentration 10 uM
In Vitro Experiment Model Model Type
Cell lysate
Derived Tissue
Peripheral blood
Disease Model Normal
Model Name Human normal cell lysate (M9-ENL1)
Interaction Atlas ID  LDD0050  Download The Altas
Quantification: Probe vs (Probe+Competitor)
  
Experiment 1 Reporting the Labelling Profiles of This Probe
REF [1]
Probe concentration 10 uM
Quantitative Method LFQ
Competitor Name Micheliolide
Competitor Concentration 10 uM
In Vitro Experiment Model Model Type
Cell lysate
Derived Tissue
Peripheral blood
Disease Model Normal
Model Name Human normal cell lysate (M9-ENL1)
Interaction Atlas ID  LDD0048  Download The Altas
Quantification: Probe vs (Probe+Competitor)
  
Experiment 1 Reporting the Labelling Profiles of This Probe
REF [1]
Probe concentration 10 uM
Quantitative Method LFQ
Competitor Name Micheliolide
Competitor Concentration 10 uM
In Vitro Experiment Model Model Type
Cell lysate
Derived Tissue
Peripheral blood
Disease Model Normal
Model Name Human normal cell lysate (M9-ENL1)
Interaction Atlas ID  LDD0049  Download The Altas

References

1 Comprehensive Structure-Activity Profiling of Micheliolide and its Targeted Proteome in Leukemia Cells via Probe-Guided Late-Stage C-H Functionalization. ACS Cent Sci. 2021 May 26;7(5):841-857. doi: 10.1021/acscentsci.0c01624. Epub 2021 Apr 28.
Mass spectrometry data entry: PXD024455