Show more...
Record Information
Version2.0
Created at2021-01-06 08:56:46 UTC
Updated at2021-07-15 17:43:03 UTC
NP-MRD IDNP0023921
Secondary Accession NumbersNone
Natural Product Identification
Common Name13-Cyclopentyl-13-desmethyl-erythromycin
Provided ByNPAtlasNPAtlas Logo
Description 13-Cyclopentyl-13-desmethyl-erythromycin is found in Saccharopolyspora erythraea. Based on a literature review very few articles have been published on (3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-14-cyclopentyl-6-{[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-7,12-dihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC40H71NO12
Average Mass758.0030 Da
Monoisotopic Mass757.49763 Da
IUPAC Name(3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-14-cyclopentyl-6-{[(2R,3S,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-7,12-dihydroxy-4-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
Traditional Name(3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-14-cyclopentyl-6-{[(2R,3S,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-7,12-dihydroxy-4-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
CAS Registry NumberNot Available
SMILES
COC1(C)CC(O[C@H]2[C@H](C)[C@@H](OC3OC(C)CC(C3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)[C@H](OC(=O)[C@@H]2C)C2CCCC2)OC(C)C1O
InChI Identifier
InChI=1S/C40H71NO12/c1-20-18-39(8,47)36(53-38-32(44)28(41(10)11)17-21(2)49-38)24(5)33(51-29-19-40(9,48-12)35(45)26(7)50-29)25(6)37(46)52-34(27-15-13-14-16-27)23(4)31(43)22(3)30(20)42/h20-29,31-36,38,43-45,47H,13-19H2,1-12H3/t20-,21?,22+,23-,24+,25-,26?,28?,29?,31-,32?,33+,34+,35?,36-,38?,39-,40?/m1/s1
InChI KeyGKJQBFZXGVSLLG-NLQFPUDDSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Saccharopolyspora erythraeaNPAtlas
Chemical Taxonomy
ClassificationNot classified
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
logP3.26ALOGPS
logP4.28ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)12.61ChemAxon
pKa (Strongest Basic)8.38ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area173.68 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity196.59 m³·mol⁻¹ChemAxon
Polarizability83.52 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
NPAtlas IDNPA013674
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78445536
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139586884
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References