Piericidin A - ≥95% , CAS No.2738-64-9

CAS: 2738-64-9 Cat. No.: P329435 분자식: C₂₅H₃₇NO₄ 분자량: 415.57 Beilstein Registry Number: 1555726 EC 번호: 634-776-2 PubChem CID: 6437838

GRADE & PURITY ≥95%

Synonyms

BRD-K73581776-001-01-6 | NCGC00180489-01 | Q7191888 | AKOS040746399 | Piericidine A | SCHEMBL18941698 | 2,6,9,11-Tridecatetraen-4-ol, 13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-, (all-E)-(4R,5R)- | 2-[(2E,5E,7E,11E)-10R-hydroxy-3

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

개요

Piericidin A is an antibiotic and a member of the Class I inhibitors. Piericidin A acts as an effective inhibitor of the bacterial and mitochondrial type I NADH-ubiquinone oxidoreductases (Complex I). As an inhibitor of NADH dehydrogenase, Piericidin A inhibits electron transfer. Research indicates that Piericidin A prevents the translocation of the NADH-induced proton in the NADH-endogenous ubiquinone reductase reaction, and that Piericidin A binds near the NUOD-NUOB interface of Complex I. Piericidin A is also known as AR-054, Shaoguanmycin B, Antibiotic MT 1882-I, SN 198E, and 2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4(1H)-pyridinone.

Specifications

동의어

BRD-K73581776-001-01-6 | NCGC00180489-01 | Q7191888 | AKOS040746399 | Piericidine A | SCHEMBL18941698 | 2,6,9,11-Tridecatetraen-4-ol, 13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-, (all-E)-(4R,5R)- | 2-[(2E,5E,7E,11E)-10R-hydroxy-3

사양 및 순도

≥95%

출처

Streptomycessp.

보관 조건

Store at -20°C

배송

Ice chest + Ice pads

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작업 유형

INHIBITOR

순수함

≥95%

제품 특성

pKa

pKa: 5.22 (Predicted), pKa: 10.17 (Predicted)

이름과 식별자

Pubchem Sid

528774490

정식 스마일

CC=C(C)C(C(C)C=C(C)C=CCC(=CCC1=C(C(=O)C(=C(N1)OC)OC)C)C)O

IUPAC Name

2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one

InChIKey

BBLGCDSLCDDALX-LKGBESRRSA-N

INCHI

1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1

이성체 SMILES

C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/CC1=C(C(=O)C(=C(N1)OC)OC)C)/C)O

WGK 독일

1

RTECS

YD4588000

PubChem CID

6437838

분자량

415.57

Beilstein

1555726

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • 분류 Prenol lipids
      • Subclass Sesquiterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 분류: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Methylpyridines Dihydropyridines Alkyl aryl ethers Vinylogous esters Vinylogous amides Heteroaromatic compounds Secondary alcohols Cyclic ketones Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Farsesane sesquiterpenoid - Sesquiterpenoid - Alkyl aryl ether - Dihydropyridine - Methylpyridine - Hydropyridine - Pyridine - Heteroaromatic compound - Vinylogous ester - Vinylogous amide - Cyclic ketone - Secondary alcohol - Ether - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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작용 메커니즘

화학 및 물리적 특성

• 용해성: Soluble in 100% ethanol, DMF, DMSO, and water (poorly).
• 굴절률: n20D1.53 (Predicted)
• 발화점(°F): 185 °F
• 발화점(°C): 85 °C
• 끓는점(°C): ~591.7° C at 760 mmHg (Predicted) (tautomer)
• 녹는점(°C): 220.48° C (Predicted) (tautomer)
• 분자량: 415.600 g/mol
• XLogP3: 6.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 415.272 Da
• Monoisotopic Mass: 415.272 Da
• Topological Polar Surface Area: 67.800 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 809.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1