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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:calcein am
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Accession:CHEBI:3303 term browser browse the term
Definition:An organic heteropentacyclic compound that is calcein in which all four carboxy group hydrogens have been substituted by (acetyloxy)methoxy groups and the hyrodgens of the two hydroxy groups have been substituted by acetyl groups. It is a a non-fluorescent probe cleaved to a fluorescent probe by non-specific intracellular esterases.
Synonyms:exact_synonym: tetrakis[(acetyloxy)methyl] 2,2',2'',2'''-{[3',6'-bis(acetyloxy)-3-oxo-3H-spiro[[2]benzofuran-1,9'-xanthene]-2',7'-diyl]bis(methanediylnitrilo)}tetraacetate
 related_synonym: Formula=C46H46N2O23;   InChI=1S/C46H46N2O23/c1-25(49)60-21-64-41(55)17-47(18-42(56)65-22-61-26(2)50)15-31-11-35-39(13-37(31)68-29(5)53)70-40-14-38(69-30(6)54)32(12-36(40)46(35)34-10-8-7-9-33(34)45(59)71-46)16-48(19-43(57)66-23-62-27(3)51)20-44(58)67-24-63-28(4)52/h7-14H,15-24H2,1-6H3;   InChIKey=BQRGNLJZBFXNCZ-UHFFFAOYSA-N;   SMILES=O(C1=C(C=C2C3(OC(C4=C3C=CC=C4)=O)C=5C(OC2=C1)=CC(=C(C5)CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)OC(C)=O)CN(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C(C)=O;   [({[3',6'-bis(acetyloxy)-3-oxo-3H-spiro[[2]benzofuran-1,9'-xanthene]-2',7'-diyl]bis(methylene)nitrilo}bis[(1-oxoethane-2,1-diyl)oxy]methylene)] tetraacetate;   calcein O,O'-diacetate tetrakis(acetoxymethyl) ester
 alt_id: CHEBI:51904
 xref: CAS:148504-34-1;   KEGG:C11257
 xref_mesh: MESH:C085925
 xref: PMID:30925062;   PMID:31188648;   PMID:31489142;   PMID:8107502


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calcein am term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 affects export
multiple interactions
ISO ABCB11 protein affects the export of calcein AM
ditekiren inhibits the reaction [ABCB11 protein affects the export of calcein AM]
CTD PMID:10617675 NCBI chr 3:55,480,024...55,587,946
Ensembl chr 3:55,480,024...55,587,946
JBrowse link
G Abcb1a ATP binding cassette subfamily B member 1A affects export
increases export
multiple interactions
increases activity
increases transport
increases secretion
ISO
EXP
ABCB1 protein affects the export of calcein AM
ABCB1 protein results in increased export of calcein AM
ABCB1A protein promotes the reaction [Emodin results in increased export of calcein AM]
2-methoxy-N-(3-(4-((3-methyl-4-((6-methyl-3-pyridinyl)oxy)phenyl)amino)-6-quinazolinyl)-2-propenyl)acetamide inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; [Endosulfan co-treated with Verapamil] inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; [phosalone co-treated with Verapamil] inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; [Verapamil binds to and results in decreased activity of ABCB1 protein] inhibits the reaction [sodium arsenite promotes the reaction [ABCB1 protein results in increased secretion of calcein AM]]; ABCB1 protein affects the reaction [Mifepristone results in decreased transport of calcein AM]; ABCB1 protein affects the reaction [zosuquidar trihydrochloride results in decreased transport of calcein AM]; Atorvastatin analog inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; chlorpyrifos-methyl affects the reaction [ABCB1 protein results in increased transport of calcein AM]; Cyclosporine inhibits the reaction [ABCB1 protein affects the export of calcein AM]; deoxynivalenol inhibits the reaction [valspodar inhibits the reaction [ABCB1 protein results in increased export of calcein AM]]; Diazinon inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; Diazinon promotes the reaction [Endosulfan inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Diazinon promotes the reaction [phosalone inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Diazinon promotes the reaction [propiconazole inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Diazinon promotes the reaction [Verapamil inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Endosulfan inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; Endosulfan inhibits the reaction [phosalone inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Endosulfan promotes the reaction [propiconazole inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; fenoxycarb inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; fenvalerate inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; Lovastatin analog inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; phosalone inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; phosalone inhibits the reaction [Endosulfan inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; phosalone inhibits the reaction [propiconazole inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; propiconazole inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; propiconazole inhibits the reaction [phosalone inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; propiconazole promotes the reaction [Endosulfan inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; propiconazole promotes the reaction [Verapamil inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]; Reserpine inhibits the reaction [ABCB1 protein affects the export of calcein AM]; Simvastatin analog inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; sodium arsenite promotes the reaction [ABCB1 protein results in increased secretion of calcein AM]; valspodar inhibits the reaction [ABCB1 protein results in increased export of calcein AM]; Verapamil inhibits the reaction [ABCB1 protein results in increased export of calcein AM]; Verapamil inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]; Verapamil promotes the reaction [propiconazole inhibits the reaction [ABCB1 protein results in increased transport of calcein AM]]
calcein AM results in increased activity of ABCB1 protein mutant form
CTD PMID:10617675, PMID:12711602, PMID:15616150, PMID:16121039, PMID:19223659, PMID:19549930, PMID:21783720, PMID:29174985, PMID:30217652 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 increases transport
multiple interactions
ISO ABCC1 protein results in increased transport of calcein AM
[ABCC1 protein results in increased susceptibility to Silver Nitrate] which results in decreased export of calcein AM; [ABCC1 protein results in increased susceptibility to Silver] which results in decreased export of calcein AM; [MYC protein results in increased expression of ABCC1 protein] which results in increased export of calcein AM; verlukast inhibits the reaction [ABCC1 protein results in increased transport of calcein AM]; zearalenol metabolite inhibits the reaction [ABCC1 protein results in increased transport of calcein AM]; Zearalenone inhibits the reaction [ABCC1 protein results in increased transport of calcein AM]
CTD PMID:19239227, PMID:19647055, PMID:27376922 NCBI chr10:549,537...672,235
Ensembl chr10:549,883...672,196
JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 affects transport
multiple interactions
increases transport
increases export
ISO
EXP
ABCC2 protein affects the transport of calcein AM
Atorvastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; Lovastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; Simvastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]
[MYC protein results in increased expression of ABCC2 protein] which results in increased export of calcein AM; Atorvastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; Lovastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; montelukast inhibits the reaction [ABCC2 protein results in increased export of calcein AM]; Simvastatin analog inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; verlukast inhibits the reaction [ABCC2 protein results in increased export of calcein AM]; verlukast inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; zearalenol inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]; Zearalenone inhibits the reaction [ABCC2 protein results in increased transport of calcein AM]
CTD PMID:15210835, PMID:15616150, PMID:19239227, PMID:19647055, PMID:19952419 NCBI chr 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
JBrowse link
G Abcc3 ATP binding cassette subfamily C member 3 affects transport
multiple interactions
increases transport
ISO ABCC3 protein affects the transport of calcein AM
Dexamethasone promotes the reaction [ABCC3 protein affects the transport of calcein AM]; Glutathione promotes the reaction [ABCC3 protein affects the transport of calcein AM]; Hydrocortisone promotes the reaction [ABCC3 protein affects the transport of calcein AM]; Prednisone promotes the reaction [ABCC3 protein affects the transport of calcein AM]; verlukast inhibits the reaction [ABCC3 protein results in increased transport of calcein AM]; zearalenol inhibits the reaction [ABCC3 protein results in increased transport of calcein AM]; Zearalenone inhibits the reaction [ABCC3 protein results in increased transport of calcein AM]
CTD PMID:15210835, PMID:15979871, PMID:19647055 NCBI chr10:82,047,308...82,116,928
Ensembl chr10:82,047,863...82,117,109
JBrowse link
G Abcc4 ATP binding cassette subfamily C member 4 multiple interactions ISO Glutathione promotes the reaction [ABCC4 protein affects the transport of calcein AM] CTD PMID:15210835 NCBI chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
JBrowse link
G Abcc6 ATP binding cassette subfamily C member 6 multiple interactions ISO Glutathione promotes the reaction [ABCC6 protein affects the transport of calcein AM] CTD PMID:15210835 NCBI chr 1:101,954,786...102,013,252
Ensembl chr 1:101,959,540...102,013,243
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor multiple interactions ISO [MYC protein results in increased expression of ABCC1 protein] which results in increased export of calcein AM; [MYC protein results in increased expression of ABCC2 protein] which results in increased export of calcein AM CTD PMID:19239227 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        dye 1296
          xanthene dye 77
            calcein am 8
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          acetic acid 10697
                                            acetate ester 3452
                                              calcein am 8
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.