Ionomycin

HCID 6912226

기본 정보

CAS: 56092-81-0
표준 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
분자식: C41H72O9
평균 분자량: 709 g/mol
단동위원소 질량: 708.51763388

개요

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.

이름 및 식별자

우선 이름: 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
영어명: IONOMYCIN
분자식: C41H72O9
분자량: 709.01

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 7.5
극성 표면적: 154 Å²
수소 결합 공여자 수: 5
수소 결합 수용자 수: 9
회전 가능 결합 수: 22
무거운 원자 수: 50
형식 전하: 0
복잡도: 1,120

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Antibiotics

Human DrugsPharmaceuticals

물리화학적 성질

끓는 점: 817.2 · 817.2±65.0 °C(Predicted)
밀도: 1.072 · 1.072±0.06 g/cm3(Predicted)
저장 조건: 20 °C · −20°C
용해도: 10 mM, · 에탄올에서는 10mM, DMSO에서는 10mM에 용해됩니다.
물리적 상태: 밀랍 같은 고체
산도 계수 (pKa): 4.77 · 4.77±0.10(Predicted)
색상: 노란색
BRN: 3642126 · 3642126
안정성: 1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 3개월 동안 보관할 수 있습니다.
InChIKey: PGHMRUGBZOYCAA-ADZNBVRBSA-N
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)(O1)[C@H]2CC[C@](C)(O2)[C@@H](C)O

화학적 성질

White powder

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk: 3
rtecs: NO0650000
HS 번호: 29419090
risk_code: 22-36/37/38
hazard_code: Xn,Xi
safety_code: 36-36/37/39-27-26-24/25
위험 등급: 3
F 고인화성물질: 8-10
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

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

용도 및 제조

Use ClassificationPharmaceuticals

응용 분야 · 2건

용도Ionomycin 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.

일반 설명Highly specific for divalent cations (Ca2+ > Mg2+ >> Sr2+ = Ba2+). More effective than antibiotic A23187 as a mobile ion carrier for Ca2+. Complexes with Ca2+ between pH 7 and 9.5, causing significant absorption in the UV range; however, in contrast to A23187 (Cat. No. 100105), it is not fluorescent. Useful for studies of Ca2+ transport across biological membranes and measurement of cytoplasmic free Ca2+. Induces apoptotic neuronal degeneration in embryonic cortical neurons. Also induces cell cycle arrest in the G1 interval of mature Burkitt lymphoma cell lines.

공급사89 곳

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]

추가 설명 · 1건

정의ChEBI: 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.