BAPTA

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H24N2O10
Molecular Weight	476.4334
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CN(CC(O)=O)C1=CC=CC=C1OCCOC2=C(C=CC=C2)N(CC(O)=O)CC(O)=O

InChI

InChIKey=FTEDXVNDVHYDQW-UHFFFAOYSA-N

InChI=1S/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)

HIDE SMILES / InChI

Molecular Formula	C22H24N2O10
Molecular Weight	476.4334
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Calcium 10 Target ID: CHEMBL2364030 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9292229	Chelating Agent 139

PubMed

Title	Date	PubMed
Regulation of DNAS1L3 endonuclease activity by poly(ADP-ribosyl)ation during etoposide-induced apoptosis. Role of poly(ADP-ribose) polymerase-1 cleavage in endonuclease activation.	2002-01-04	11694507
Regulation of transcervical permeability by two distinct P2 purinergic receptor mechanisms.	2002-01	11742800
Cytochalasin D reduces Ca2+ currents via cofilin-activated depolymerization of F-actin in guinea-pig cardiomyocytes.	2001-12-01	11731570
Ca(2+) elevation evoked by membrane depolarization regulates G protein cycle via RGS proteins in the heart.	2001-11-23	11717162
The Na,K pump regulates decreases in the cholinosensitivity of neurons in the common snail to a cellular analog of habituation: the role of cellular calcium.	2001-11-06	11693479
Iminocoumarin-based low affinity fluorescent Ca2+ indicators excited with visible light.	2001-11	11733939
An inositol 1,4,5-trisphosphate receptor-gated intracellular Ca(2+) store is involved in regulating sperm hyperactivated motility.	2001-11	11673282
PGE(2), Ca(2+), and cAMP mediate ATP activation of Cl(-) channels in pigmented ciliary epithelial cells.	2001-11	11600425
Role of PLCgamma and Ca(2+) in VEGF- and FGF-induced choroidal endothelial cell proliferation.	2001-11	11600407
Novel effects of minocycline on Ca(2+)-dependent Cl(-) secretion in human airway epithelial Calu-3 cells.	2001-10-15	11601886
Cdc42p functions at the docking stage of yeast vacuole membrane fusion.	2001-10-15	11598009
Estrogen stimulates brain-derived neurotrophic factor expression in embryonic mouse midbrain neurons through a membrane-mediated and calcium-dependent mechanism.	2001-10-15	11592117
Coincident spiking activity induces long-term changes in inhibition of neocortical pyramidal cells.	2001-10-15	11588198
T-type Ca(2+) channels mediate neurotransmitter release in retinal bipolar cells.	2001-10-11	11604141
Ratiometric sensing using dual-frequency lifetime discrimination.	2001-10-01	11567535
Ethanol reduces excitability in a subgroup of primary sensory neurons by activation of BK(Ca) channels.	2001-10	11703454
Indirectly gated Cl(-)-dependent Cl(-) channels sense physiological changes of extracellular chloride in the leech.	2001-10	11600643
Excitatory postsynaptic potentials trigger a plateau potential in rat subthalamic neurons at hyperpolarized states.	2001-10	11600642
Basic fibroblast growth factor maintains calcium homeostasis and granulosa cell viability by stimulating calcium efflux via a PKC delta-dependent pathway.	2001-10	11564676
Compartmentalized and binary behavior of terminal dendrites in hippocampal pyramidal neurons.	2001-09-21	11567143
FM1-43 dye behaves as a permeant blocker of the hair-cell mechanotransducer channel.	2001-09-15	11549711
[Ca-dependent regulation by Na, K-pump of post-tetanic sensitization of extrasynaptic choline receptors in Helix lucorum neurons].	2001-09-12	11550643
Dopamine-dependent synaptic plasticity in the striatal cholinergic interneurons.	2001-09-01	11517238
ATP stimulation of P2X(7) receptors activates three different ionic conductances on cultured mouse Schwann cells.	2001-09	11595031
Network and intrinsic contributions to carbachol-induced oscillations in the rat subiculum.	2001-09	11535667
Participation of intracellular Ca(2+)/calmodulin and protein kinase(s) in the pathway of apoptosis induced by a Drosophila cell death gene, reaper.	2001-09	11529681
Stimulation by thimerosal of histamine-induced Ca(2+) release in intact HeLa cells seen with aequorin targeted to the endoplasmic reticulum.	2001-09	11508997
Hsp90 ensures the transition from the early Ca2+-dependent to the late phosphorylation-dependent activation of the endothelial nitric-oxide synthase in vascular endothelial growth factor-exposed endothelial cells.	2001-08-31	11425855
Period doubling of calcium spike firing in a model of a Purkinje cell dendrite.	2001-08-29	11524577
Synergistic movements of Ca(2+) and Bax in cells undergoing apoptosis.	2001-08-24	11413128
Cell cycle regulation of myosin-V by calcium/calmodulin-dependent protein kinase II.	2001-08-17	11509731
Control of IP(3)-mediated Ca2+ puffs in Xenopus laevis oocytes by the Ca2+-binding protein parvalbumin.	2001-08-15	11507154
Pivotal role of mitochondrial Ca(2+) in microcystin-induced mitochondrial permeability transition in rat hepatocytes.	2001-08-03	11478775
Calcium currents in rat dentate granule cells are altered after adrenalectomy.	2001-08	11553300
Cytosolic phospholipase A(2)-mediated ICAM-1 expression is calcium dependent.	2001-08	11469902
Niflumic acid reduces the hyperpolarization-activated current (I(h)) in rod photoreceptor cells.	2001-08	11463484
Carbachol inhibits the L-type Ca2+ current augmented by 1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid in guinea pig ventricular myocytes: calcium-sensitivity hypothesis for muscarinic inhibition.	2001-08	11454952
The motility of demembranated human spermatozoa is inhibited by free calcium ion activities of 500 nmol/L or more.	2001-08	11454073
BAPTA blocks DNA fragmentation and chromatin condensation downstream of caspase-3 and DFF activation in HT-induced apoptosis in HL-60 cells.	2001-08	11445671
Entropy-controlled solvolytic dissociation kinetics of lanthanide(III) complexes with polyaminocarboxylates in aqueous solutions.	2001-07-16	11442383
Serotonin facilitates AMPA-type responses in isolated siphon motor neurons of Aplysia in culture.	2001-07-15	11454967
Inhibition of axonal morphogenesis by nonlethal, submicromolar concentrations of methylmercury.	2001-07-01	11437648
Delay of intracellular calcium transients using a calcium chelator: application to high-throughput screening of the capsaicin receptor ion channel and G-protein-coupled receptors.	2001-07-01	11412002
1,2-bis(2-Aminophenoxy)ethane-N,N,N',N'-tetraacetic acid induces caspase-mediated apoptosis and reactive oxygen species-mediated necrosis in cultured cortical neurons.	2001-07	11461958
Strain-dependent differences in calcium signaling predict excitotoxicity in murine hippocampal neurons.	2001-06-15	11404408
Extracellular calcium modulates persistent sodium current-dependent burst-firing in hippocampal pyramidal neurons.	2001-06-15	11404402
Platelet collagen receptor integrin alpha2beta1 activation involves differential participation of ADP-receptor subtypes P2Y1 and P2Y12 but not intracellular calcium change.	2001-06	11422381
Stretch-induced cell damage in sarcoglycan-deficient myotubes.	2001-05	11417209
Long-term depression in the basolateral amygdala of the mouse involves the activation of interneurons.	2001	11744249
Naloxone inhibits A6 cell Na(+)/H(+) exchange by activating protein kinase C via the mobilization of intracellular calcium.	2001	11549852

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:57:53 GMT 2025` Edited by `admin` on `Mon Mar 31 18:57:53 GMT 2025`
Record UNII	K22DDW77C0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID

Preferred Name

English

BAPTA

Common Name

English

BAPTA [MI]

Common Name

English

BAPETA

Common Name

English

GLYCINE, N,N'-(1,2-ETHANEDIYLBIS(OXY-2,1-PHENYLENE))BIS(N-(CARBOXYMETHYL)-,TETRAPOTASSIUM SALT

Common Name

English

1,2-BIS(O-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID

Common Name

English

GLYCINE, N,N'-(1,2-ETHANEDIYLBIS(OXY-2,1-PHENYLENE)BIS(N-(CARBOXYMETHYL)-

Common Name

English

Code System Code Type Description

FDA UNII

K22DDW77C0