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Record Information
Version2.0
Created at2022-04-28 06:40:06 UTC
Updated at2022-04-28 06:40:06 UTC
NP-MRD IDNP0061975
Secondary Accession NumbersNone
Natural Product Identification
Common NameTiacumicin A
Description(3S,4R,5R,6R)-6-{[(2R,4E,6E,8R,9R,10E,12R,14E,16Z)-2,9-diethyl-12-hydroxy-5,7,11,17-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,10,14,16-pentaen-8-yl]oxy}-4,5-dihydroxy-2,2-dimethyloxan-3-yl acetate belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Tiacumicin A is found in Dactylosporangium aurantiacum subsp. hamdenensis AB718C-41. Based on a literature review very few articles have been published on (3S,4R,5R,6R)-6-{[(2R,4E,6E,8R,9R,10E,12R,14E,16Z)-2,9-diethyl-12-hydroxy-5,7,11,17-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,10,14,16-pentaen-8-yl]oxy}-4,5-dihydroxy-2,2-dimethyloxan-3-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(3S,4R,5R,6R)-6-{[(2R,4E,6E,8R,9R,10E,12R,14E,16Z)-2,9-diethyl-12-hydroxy-5,7,11,17-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,10,14,16-pentaen-8-yl]oxy}-4,5-dihydroxy-2,2-dimethyloxan-3-yl acetic acidGenerator
Chemical FormulaC34H52O9
Average Mass604.7810 Da
Monoisotopic Mass604.36113 Da
IUPAC Name(3S,4R,5R,6R)-6-{[(2R,4E,6E,8R,9R,10E,12R,14E,16Z)-2,9-diethyl-12-hydroxy-5,7,11,17-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,10,14,16-pentaen-8-yl]oxy}-4,5-dihydroxy-2,2-dimethyloxan-3-yl acetate
Traditional Name(3S,4R,5R,6R)-6-{[(2R,4E,6E,8R,9R,10E,12R,14E,16Z)-2,9-diethyl-12-hydroxy-5,7,11,17-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,10,14,16-pentaen-8-yl]oxy}-4,5-dihydroxy-2,2-dimethyloxan-3-yl acetate
CAS Registry NumberNot Available
SMILES
CC[C@@H]1C\C=C(/C)\C=C(C)\[C@H](O[C@@H]2OC(C)(C)[C@@H](OC(C)=O)[C@H](O)[C@H]2O)[C@H](CC)\C=C(C)\[C@H](O)C\C=C\C=C(C)/C(=O)O1
InChI Identifier
InChI=1S/C34H52O9/c1-10-25-19-22(5)27(36)15-13-12-14-21(4)32(39)41-26(11-2)17-16-20(3)18-23(6)30(25)42-33-29(38)28(37)31(40-24(7)35)34(8,9)43-33/h12-14,16,18-19,25-31,33,36-38H,10-11,15,17H2,1-9H3/b13-12+,20-16+,21-14-,22-19+,23-18+/t25-,26-,27-,28-,29-,30+,31+,33-/m1/s1
InChI KeyXUIZTHTZQXQZGN-NVSJHVIASA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Dactylosporangium aurantiacum subsp. hamdenensis AB718C-41-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassMacrolides and analogues
Sub ClassNot Available
Direct ParentMacrolides and analogues
Alternative Parents
Substituents
  • Macrolide
  • Hexose monosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Monosaccharide
  • Dicarboxylic acid or derivatives
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.13ALOGPS
logP5.12ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)12.27ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area131.75 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity168.59 m³·mol⁻¹ChemAxon
Polarizability67.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162892888
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available