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16-Deethylindanomycin

CAT: 0804-HY-N12178Size: 1 EachDry Ice: NoHazardous: No
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Description
16-Deethylindanomycin (A 83094A) is an antibiotic, which can be produced by Streptomyces setonii. 16-Deethylindanomycin exhibits antimicrobial activities against gram-positive bacteria Staphylococcus spp. and Streptococcus with MIC of 2-4 µg/mL. 16-Deethylindanomycin exhibits anticoccidial activity against Eimeria tenella[1].
CAS Number
106803-22-9
Product Name Alternative
A 83094A; Omomycin
UNSPSC
12352005
Target
Antibiotic; Bacterial; Parasite
Type
Natural Products
Related Pathways
Anti-infection
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/16-deethylindanomycin.html
Smiles
O=C(C1=CC=CN1)[C@H]2[C@@]3([H])[C@](CCC3)([H])C=C[C@H]2/C=C/C=C([C@@H]4O[C@@](CC[C@@H]4C)([H])[C@@H](C)C(O)=O)\CC
Molecular Formula
C29H39NO4
Molecular Weight
465.62
References & Citations
[1]Larsen SH, et al., 16-Deethylindanomycin (A83094A), a novel pyrrole-ether antibiotic produced by a strain of Streptomyces setonii. Taxonomy, fermentation, isolation and characterization. J Antibiot (Tokyo) . 1988 Sep;41 (9) :1170-7.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

16-Deethylindanomycin

(2R)-2-[(2R,5S,6R)-6-[(3E,5E)-6-[(3aR,4S,5R,7aS)-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid has been reported in Streptomyces antibioticus and Streptomyces griseus with data available.

CAS Number106803-22-9
PubChem CID6443875
IUPAC Name(2R)-2-[(2R,5S,6R)-6-[(3E,5E)-6-[(3aR,4S,5R,7aS)-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid
Molecular FormulaC29H39NO4
Molecular Weight465.6
XLogP6.6
Topological Polar Surface Area79.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Heavy Atom Count34
Formal Charge0
Complexity830
SMILES
CC/C(=C\C=C\[C@H]1C=C[C@@H]2CCC[C@H]2[C@@H]1C(=O)C3=CC=CN3)/[C@H]4[C@H](CC[C@@H](O4)[C@@H](C)C(=O)O)C
InChI
InChI=1S/C29H39NO4/c1-4-20(28-18(2)13-16-25(34-28)19(3)29(32)33)8-5-10-22-15-14-21-9-6-11-23(21)26(22)27(31)24-12-7-17-30-24/h5,7-8,10,12,14-15,17-19,21-23,25-26,28,30H,4,6,9,11,13,16H2,1-3H3,(H,32,33)/b10-5+,20-8+/t18-,19+,21-,22-,23+,25+,26+,28+/m0/s1
InChIKey
HSZFOQSMGNAIJM-IWHHVUORSA-N
Chemical Structure
2D Structure
2D structure of 16-Deethylindanomycin
CAS: 106803-22-9
CID: 6443875
Formula: C29H39NO4
MW: 465.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight465.6
XLogP36.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Exact Mass465.28790873
Monoisotopic Mass465.28790873
Topological Polar Surface Area79.4 Ų
Heavy Atom Count34
Formal Charge0
Complexity830
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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