Venturicidin B - ≥95% , CAS No.33538-72-6

CAS: 33538-72-6 Cat. No.: V329489 Molecular Weight: 706.9 PubChem CID: 10032713

GRADE & PURITY ≥95%

Synonyms

Aabomycin A | (3-DECARBAMOYLOXY)-3-HYDROXYVENTURICIDIN A | (1R,5S,6R,8R,9E,11R,15E,17R)-11-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5-[(2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl]-6,8,16,18-tetramethyl-4,21-dioxabicyclo[15.3.1

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Venturicidin B is an antibiotic that has been reported to be a potent inhibitor of the ATP5 (mitochondrial ATP synthase complex). This compound interferes with the F|0|portion of membrane-located K|+|and H|+|-ATPase channels and decreases probability of the channels from opening. By blocking proton transfer across the membrane, Venuricidin B causes a halt in ATP synthase activity.

Specifications

Synonyms

Aabomycin A | (3-DECARBAMOYLOXY)-3-HYDROXYVENTURICIDIN A | (1R, 5S, 6R, 8R, 9E, 11R, 15E, 17R)-11-[(2R, 4R, 5S, 6R)-4, 5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5-[(2R, 4R, 5S, 6S)-5-hydroxy-4, 6-dimethyl-7-oxononan-2-yl]-6, 8, 16, 18-tetramethyl-4, 21-dioxabicyclo[15.3.1

Specifications & Purity

≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCC(=O)C(C)C(C(C)CC(C)C1C(CC(C=CC(CCCC=C(C2C(=CCC(O2)(CC(=O)O1)O)C)C)OC3CC(C(C(O3)C)O)O)C)C)O
• IUPAC Name: (1R,5S,6R,8R,9E,11R,15E,17R)-11-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5-[(2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl]-6,8,16,18-tetramethyl-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-3-one
• InChIKey: VIOYQVOQUWWSAB-KEXSXYLYSA-N
• INCHI: 1S/C40H66O10/c1-10-32(41)29(8)36(44)26(5)20-28(7)38-27(6)19-23(2)15-16-31(48-35-21-33(42)37(45)30(9)47-35)14-12-11-13-24(3)39-25(4)17-18-40(46,50-39)22-34(43)49-38/h13,15-17,23,26-31,33,35-39,42,44-46H,10-12,14,18-22H2,1-9H3/b16-15+,24-13+/t23-,26+,27+,28+,29+,30+,31+,33+,35-,36-,37+,38-,39+,40+/m0/s1
• Isomeric SMILES: CCC(=O)[C@@H](C)[C@H]([C@H](C)C[C@@H](C)[C@@H]1[C@@H](C[C@H](/C=C/[C@@H](CCC/C=C(/[C@@H]2C(=CC[C@@](O2)(CC(=O)O1)O)C)\C)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)O)O)C)C)O
• PubChem CID: 10032713
• Molecular Weight: 706.9

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Terpene lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Diterpene lactones
• Alternative Parents: Diterpenoids Macrolides and analogues Hexoses O-glycosyl compounds Beta-hydroxy ketones Pyrans Oxanes Secondary alcohols Carboxylic acid esters Hemiacetals Lactones Acetals Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Diterpene lactone - Diterpenoid - Macrolide - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Beta-hydroxy ketone - Pyran - Oxane - Monosaccharide - Carboxylic acid ester - Hemiacetal - Ketone - Lactone - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Acetal - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Aldehyde - Organic oxygen compound - Organooxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
• 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

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, DMF, DMSO, and water (poor).
• Refractive Index: n20D1.54 (Predicted)
• Boil Point(°C): ~823.4° C at 760 mmHg (Predicted)
• Melt Point(°C): 145-149° C
• Molecular Weight: 706.900 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 706.466 Da
• Monoisotopic Mass: 706.466 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 1200.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1