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Venturicidin A

CAT: 0804-HY-N125722Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N125722Size:1 mg
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Description
Venturicidin A (Aabomycin A1), from actinomycetes, is a membrane-active natural product inhibitor of ATP synthase. Venturicidin A potentiates the aminoglycoside antibiotic gentamicin against multidrug-resistant clinical isolates of Staphylococcus, Enterococcus, and Pseudomonas aeruginosa. Venturicidin A shows noticeable toxicity toward human embryonic-kidney (HEK) cells with an IC50 of 31 μg/mL.
CAS Number
33538-71-5
Product Name Alternative
Aabomycin A1
UNSPSC
12352005
Hazard Statement
H302
Target
Antibiotic; ATP Synthase
Type
Natural Products
Related Pathways
Anti-infection; Membrane Transporter/Ion Channel
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/venturicidin-a.html
Purity
96.6
Solubility
DMSO : 8 mg/mL (ultrasonic; warming)
Smiles
CC1=CC[C@](O)(C2)O[C@]1([H])/C(C)=C\CCC[C@](O[C@@]3([H])C[C@H]([C@H](O)[C@@H](C)O3)OC(N)=O)([H])/C=C/[C@H](C)C[C@@H](C)[C@]([C@H](C)C[C@@H](C)[C@H](O)[C@H](C)C(CC)=O)([H])OC2=O
Molecular Formula
C41H67NO11
Molecular Weight
749.97
Precautions
H302
References & Citations
[1]Venkateswarlu Yarlagadda, et al. Venturicidin A, A Membrane-active Natural Product Inhibitor of ATP synthase Potentiates Aminoglycoside Antibiotics. Sci Rep. 2020 May 18;10 (1) :8134.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Aminoglycoside

Chemical Information

Venturicidin A

Venturicidin a is a diterpene lactone.

CAS Number33538-71-5
PubChem CID10055855
IUPAC Name[(2R,3R,4R,6R)-3-hydroxy-6-[[(1R,5S,6R,8R,9E,11R,15E,17R)-1-hydroxy-5-[(2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl]-6,8,16,18-tetramethyl-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl]oxy]-2-methyloxan-4-yl] carbamate
Molecular FormulaC41H67NO11
Molecular Weight750.0
XLogP5
Topological Polar Surface Area184
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count11
Heavy Atom Count53
Formal Charge0
Complexity1310
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)OC(=O)N)C)C)O
InChI
InChI=1S/C41H67NO11/c1-10-32(43)29(8)36(45)26(5)20-28(7)38-27(6)19-23(2)15-16-31(50-35-21-33(51-40(42)47)37(46)30(9)49-35)14-12-11-13-24(3)39-25(4)17-18-41(48,53-39)22-34(44)52-38/h13,15-17,23,26-31,33,35-39,45-46,48H,10-12,14,18-22H2,1-9H3,(H2,42,47)/b16-15+,24-13+/t23-,26+,27+,28+,29+,30+,31+,33+,35-,36-,37+,38-,39+,41+/m0/s1
InChIKey
HHQKNFDAEDTRJK-LIOWZGMGSA-N
Chemical Structure
2D Structure
2D structure of Venturicidin A
CAS: 33538-71-5
CID: 10055855
Formula: C41H67NO11
MW: 750.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight750.0
XLogP35
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count11
Exact Mass749.47141195
Monoisotopic Mass749.47141195
Topological Polar Surface Area184 Ų
Heavy Atom Count53
Formal Charge0
Complexity1310
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
V017-5MGVenturicidin A
V018-0.25MGVenturicidin B
T36044-0117-hydroxy Venturicidin A
V2121-47Venturicidin A (Aabomycin A1)
V2121-47DVenturicidin B (Aabomycin A2)

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