Actinobolin

Actinobolin
Names
	IUPAC name (2S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydroisochromen-4-yl]propanamide
	Other names (Propanamide, 2-amino-N-(3,4,4a,5,6,7-hexahydro-5,6, 8-trihydroxy-3-met hyl-1-oxo-1H-2-benzopyran-4-yl)-
Identifiers
CAS Number	24397-89-5 ;
3D model (JSmol)	Interactive image ;
ChEMBL	ChEMBL1984390 ;
ChemSpider	16735641 ;
PubChem CID	54688606 ;
UNII	999317A21F ;
CompTox Dashboard (EPA)	DTXSID001043243 ;
	InChI InChI=1S/C13H20N2O6/c1-4(14)12(19)15-10-5(2)21-13(20)8-6(16)3-7(17)11(18)9(8)10/h4-5,7,9-11,16-18H,3,14H2,1-2H3,(H,15,19)/t4-,5+,7+,9+,10-,11-/m0/s1 Key: PQVQBAAWCOTEBG-NSVWQLETSA-N;
	SMILES CC1C(C2C(C(CC(=C2C(=O)O1)O)O)O)NC(=O)C(C)N;
Properties
Chemical formula	C13H20N2O2
Molar mass	236.315 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 06, 2025

Actinobolin is a antibiotic with the molecular formula C₁₃H₂₀N₂O₆.^[1] Actinobolin is produced by the bacterium Streptomyces griseoviridus var atrofaciens .^[2]

References

1 2 "Actinobolin". Pubchem.ncbi.NLM.nih.gov.
↑ Studies in Natural Products Chemistry: Stereoselective Synthesis (Part J). Elsevier. 10 August 1995. p. 3. ISBN 978-0-08-054178-5.

Tharra, Prabhakara R.; Mikhaylov, Andrey A.; Švejkar, Jiří; Gysin, Marina; Hobbie, Sven N.; Švenda, Jakub (28 February 2022). "Short Synthesis of (+)-Actinobolin: Simple Entry to Complex Small-Molecule Inhibitors of Protein Synthesis". Angewandte Chemie International Edition. 61 (17): e202116520. doi:10.1002/anie.202116520. PMID 35167723. S2CID 246866267.
Antimicrobial Agents and Chemotherapy. 1958. p. 503.
Munk, Morton E.; Sodano, Charles S.; McLean, Robert L.; Haskell, Theodore H. (August 1967). "Actinobolin. I. Structure of actinobolamine". Journal of the American Chemical Society. 89 (16): 4158–4165. doi:10.1021/ja00992a034. PMID 6045607.

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[Actinobolin-1] 1 2 "Actinobolin". Pubchem.ncbi.NLM.nih.gov.

[2] Studies in Natural Products Chemistry: Stereoselective Synthesis (Part J). Elsevier. 10 August 1995. p. 3. ISBN 978-0-08-054178-5.

[1]

[2]

Names

IUPAC name (2S)-2-Amino-N-[(3R,4R,4aR,5R,6R)-5,6,8-trihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydroisochromen-4-yl]propanamide^[1]
Other names (Propanamide, 2-amino-N-(3,4,4a,5,6,7-hexahydro-5,6, 8-trihydroxy-3-met hyl-1-oxo-1H-2-benzopyran-4-yl)-
Identifiers
CAS Number	24397-89-5 ^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1984390
ChemSpider	16735641
PubChem CID	54688606
UNII	999317A21F
CompTox Dashboard (EPA)	DTXSID001043243
InChI InChI=1S/C13H20N2O6/c1-4(14)12(19)15-10-5(2)21-13(20)8-6(16)3-7(17)11(18)9(8)10/h4-5,7,9-11,16-18H,3,14H2,1-2H3,(H,15,19)/t4-,5+,7+,9+,10-,11-/m0/s1 Key: PQVQBAAWCOTEBG-NSVWQLETSA-N
SMILES CC1C(C2C(C(CC(=C2C(=O)O1)O)O)O)NC(=O)C(C)N
Properties
Chemical formula	C₁₃H₂₀N₂O₂
Molar mass	236.315 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Actinobolin

References

Further reading