Ionomycin

HCID 6912226
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Grundinformationen

CAS
56092-81-0
Standard-SMILES
C[C@H](CCC(=O)O)C[C@H](C)C[C@H](C)C(=O)/C=C(\O)[C@H](C)C[C@H](C)C/C=C/[C@@H](C)[C@@H](O)[C@@H](C)[C@@H](O)C[C@@H]1CC[C@@](C)([C@H]2CC[C@@](C)([C@@H](C)O)O2)O1
InChIKey
PGHMRUGBZOYCAA-ADZNBVRBSA-N
Summenformel
C41H72O9
Durchschnittliche Molmasse
709 g/mol
Monoisotopische Masse
708,51763388

Überblick

Ionomycin is a very long-chain fatty acid that is docosa-10,16-dienoic acid which is substituted by methyl groups at positions 4, 6, 8, 12, 14, 18 and 20, by hydroxy groups at positions 11, 19 and 21, and by a (2',5-dimethyloctahydro-2,2'-bifuran-5-yl)ethanol group at position 21. An ionophore produced by Streptomyces conglobatus, it is used in research to raise the intracellular level of Ca2+ and as a research tool to understand Ca2+ transport across biological membranes. It has a role as a calcium ionophore and a metabolite. It is a polyunsaturated fatty acid, a very long-chain fatty acid, an enol and a cyclic ether.

Namen und Bezeichner

Bevorzugter Name
Ionomycin
IUPAC
(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
Lokaler Name
Ionomycin
Englischer Name
IONOMYCIN
Summenformel
C41H72O9
Molmasse
709.01

Namen und Synonyme

ionomycin56092-81-0SQ-23377SQ23377DTXSID2040521SQ 2337754V905V6AT(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acidCHEBI:63954(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid10,16-DOCOSADIENOIC ACID, 11,19,21-TRIHYDROXY-4,6,8,12,14,18,20-HEPTAMETHYL-22-((2S,2'R,5S,5'S)-OCTAHYDRO-5'-((1R)-1-HYDROXYETHYL)-2,5'-DIMETHYL(2,2'-BIFURAN)-5-YL)-9-OXO-, (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-((2S,2'R,5S,5'S)-5'-((1R)-1-hydroxyethyl)-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl)-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
Weitere Namen anzeigen
Ionomycin from Streptomyces conglobatusEM 94SQ 23377, EM 94IonomycinefreeacidIONOMYCIN (SQ23377)IONOMYCIN USP/EP/BPIonomycin, Free Base
(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-((2S,5S)-5-((2R,5S)-5-((1R)-1-hydroxyethyl)-5-methyloxolan-2-yl)-5-methyloxolan-2-yl)-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acidRefChem:148594DTXCID0020521611-356-7Ionomycin free acidIonomycin, from Streptomyces conglobatusIonomycin Free Acid (85%)(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-22-((2S,2'R,5S,5'S)-5'-((R)-1-hydroxyethyl)-2,5'-dimethyloctahydro-[2,2'-bifuran]-5-yl)-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid

Datenbank-Bezeichner

CAS
56092-81-0
PubChem CID
6912226
DTXSID
DTXSID2040521
ChEMBL
CHEMBL501617
ChEBI
CHEBI:63954
UNII
54V905V6AT
EC Number
611-356-7
Nikkaji
J81.906I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,5
Polarare Oberfläche (TPSA)
154 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
9
Frei drehbare Bindungen
22
Schwere Atome
50

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Antibiotics
Human DrugsPharmaceuticals

Physikochemische Eigenschaften

Siedepunkt
817.2 · 817.2±65.0 °C(Predicted)
Dichte
1.072 · 1.072±0.06 g/cm3(Predicted)
storage temp.
20 °C · −20°C
Löslichkeit
10 mM · Soluble to 10 mM in Ethanol and to 10 mM in DMSO.
Aggregatzustand
Waxy solid
pka
4.77 · 4.77±0.10(Predicted)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

F
8-10
wgk
3
hs_code
29419090
RTECS-Nr.
NO0650000
risk_code
22-36/37/38
hazard_code
Xn,Xi

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationChemical agents that increase the permeability of CELL MEMBRANES to CALCIUM ions.

Verwendung und Herstellung

Use ClassificationPharmaceuticals
Anwendungen · 1 Eintrag

VerwendenIonomycin was isolated from Streptomyces conglobatus as a potent Gram positive antibiotic . During isolation, it was recognised that ionomycin exhibits a very high affinity and selectivity for calcium ions, suggesting the metabolite acts as a calcium ionophore. More recently, ionomycin has been used in cell biology as a universal calcium ionophore to explore the role of calcium regulation in the cell.

Anbieter89 Anbieter

南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
上海毕合生物化学技术有限公司13816464724 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: A very long-chain fatty acid that is docosa-10,16-dienoic acid which is substituted by methyl groups at positions 4, 6, 8, 12, 14, 18 and 20, by hydroxy groups at positions 11, 19 and 21, and by a (2',5-dimethyloctahydro-2,2'-bifuran-5-yl)ethanol group at osition 21. An ionophore produced by Streptomyces conglobatus, it is used in research to raise the intracellular level of Ca2+ and as a research tool to understand Ca2+ transport across biological memb anes.

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