Details of the Competitor

General Information of Competitor

Competitor ID
LDCM0149
Competitor Name
GA
Synonyms
gambogic acid; 2752-65-0; gamboge acid; beta-Guttiferin; Isogambogic acid; GAMBOGICACID; Epigambogic acid; 4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid; Gambogic Acid?; 149655-52-7; Spectrum_000175; Spectrum2_000388; Spectrum3_000707; Spectrum4_001940; KBioGR_002321; KBioSS_000655; DivK1c_001020; SPBio_000575; KBio1_001020; KBio2_000655; KBio2_003223; KBio2_005791; KBio3_001713; NINDS_001020; 887606-04-4; NS00018046; BRD-A37011749-001-03-1; 4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0(2),(1)?.0(2),(1)?.0?,(1)(3).0?,(1)(1)]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
Structure
2D MOL
Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 628.7
Lipid-water partition coefficient (xlogp) 7.3
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 8
Chemical Identifiers
Formula
C38H44O8
IUPAC Name
4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
Canonical SMILES
CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
InChI
InChI=1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)
InChIKey
GEZHEQNLKAOMCA-UHFFFAOYSA-N

The Competitor Interaction Atlas

Probe(s) Related This Competitor

ABPP Probe
Click To Hide/Show 1 Probe Related to This Competitor
Probe Name Structure Concentration Cell-system Ref
IPM
 Probe Info  		10 uM Human invasive breast carcinoma cell lysate (MCF-7) [1]

Target(s) List of this Competitor

19 Enzyme Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial (GCAT) LDTP01268 3.73  LDD0379 
Aspartate aminotransferase, mitochondrial (GOT2) LDTP01783 2.79  LDD0379 
Carnitine O-palmitoyltransferase 1, liver isoform (CPT1A) LDTP04358 3.16  LDD0379 
Cytochrome c oxidase subunit NDUFA4 (NDUFA4) LDTP00293 2.27  LDD0379 
Dehydrogenase/reductase SDR family member 13 (DHRS13) LDTP15154 11.22  LDD0379 
Dol-P-Man:Man(5)GlcNAc(2)-PP-Dol alpha-1,3-mannosyltransferase (ALG3) LDTP09841 2.77  LDD0379 
Fas-activated serine/threonine kinase (FASTK) LDTP06101 2.42  LDD0379 
FAST kinase domain-containing protein 4 (TBRG4) LDTP10049 2.15  LDD0379 
Glucose-6-phosphatase 3 (G6PC3) LDTP11243 2.78  LDD0379 
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1 (GFPT1) LDTP05481 2.06  LDD0379 
Glutathione S-transferase 3, mitochondrial (MGST3) LDTP00464 5.32  LDD0379 
Inactive hydroxysteroid dehydrogenase-like protein 1 (HSDL1) LDTP06787 2.08  LDD0379 
Mitofusin-2 (MFN2) LDTP01503 2.24  LDD0379 
Patatin-like phospholipase domain-containing protein 2 (PNPLA2) LDTP10077 2.43  LDD0379 
Probable ATP-dependent RNA helicase DDX23 (DDX23) LDTP11248 3.36  LDD0379 
Proteasome subunit alpha type-3 (PSMA3) LDTP03332 2.18  LDD0379 
Pyruvate kinase PKM (PKM) LDTP02733 2.26  LDD0379 
Serine palmitoyltransferase small subunit B (SPTSSB) LDTP09216 2.11  LDD0379 
Xyloside xylosyltransferase 1 (XXYLT1) LDTP09053 3.01  LDD0379 
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⏷ Show the Full List of 19 Enzyme
4 Transporter and channel Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Cytoskeleton-associated protein 4 (CKAP4) LDTP05511 3.08  LDD0379 
Heat shock protein HSP 90-beta (HSP90AB1) LDTP02262 2.03  LDD0379 
Mitochondrial carrier homolog 1 (MTCH1) LDTP12909 2.62  LDD0379 
Nucleoporin NDC1 (NDC1) LDTP11213 3.26; 2.04  LDD0379 
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15 Other Competed by This Competitor
Target Name Target ID Binding Ratio Interaction ID
Cysteine and histidine-rich domain-containing protein 1 (CHORDC1) LDTP13269 4.67  LDD0379 
DNA damage-binding protein 1 (DDB1) LDTP06543 2.23  LDD0379 
Double-strand-break repair protein rad21 homolog (RAD21) LDTP00911 2.16  LDD0379 
Kinesin light chain 1 (KLC1) LDTP05533 2.60  LDD0379 
Large ribosomal subunit protein eL24 (RPL24) LDTP05186 2.23  LDD0379 
Lipase maturation factor 2 (LMF2) LDTP15887 4.28  LDD0379 
Matrin-3 (MATR3) LDTP04027 2.15  LDD0379 
Mitochondrial import inner membrane translocase subunit Tim21 (TIMM21) LDTP11304 3.66  LDD0379 
Mortality factor 4-like protein 2 (MORF4L2) LDTP06277 3.43  LDD0379 
Nucleophosmin (NPM1) LDTP02164 2.06  LDD0379 
Prefoldin subunit 3 (VBP1) LDTP04935 2.69  LDD0379 
Receptor expression-enhancing protein 5 (REEP5) LDTP05257 4.80  LDD0379 
Serine/threonine-protein phosphatase 6 regulatory subunit 3 (PPP6R3) LDTP06983 2.06  LDD0379 
Ubiquinol-cytochrome c reductase complex assembly factor 4 (UQCC4) LDTP17132 2.25  LDD0379 
Vesicle transport protein SFT2C (SFT2D3) LDTP19324 2.39  LDD0379 
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⏷ Show the Full List of 15 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 GA
Competitor Concentration 3 uM
In Vitro Experiment Model Model Type
Cell lysate
Derived Tissue
Breast
Disease Model Invasive breast carcinoma [ICD-11:2C60]
Model Name Human invasive breast carcinoma cell lysate (MCF-7)
Interaction Atlas ID  LDD0379  Download The Altas

References

1 Combined Omics Approach Identifies Gambogic Acid and Related Xanthones as Covalent Inhibitors of the Serine Palmitoyltransferase Complex. Cell Chem Biol. 2020 May 21;27(5):586-597.e12. doi: 10.1016/j.chembiol.2020.03.008. Epub 2020 Apr 23.