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Erythromycin dihydrate

HCID 83991
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Basic information

CAS
59319-72-1
Standard SMILES
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O.O.O
InChIKey
IWGQNYZQLVGGCS-INORWZNNSA-N
Molecular formula
C37H71NO15
Average molar mass
770 g/mol
Monoisotopic mass
769.48237056

Names & identifiers

Preferred name
Erythromycin dihydrate
IUPAC
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione;dihydrate
English name
ERYTHROMYCIN A DIHYDRATE
Molecular formula
C37H67NO13.H2O
Molecular weight
751.945

Names & synonyms

Erythromycin dihydrateErythromycin, dihydrateUNII-T0O317A6OWT0O317A6OW59319-72-1DTXSID601016197RefChem:137786DTXCID701474334Erythromycin A (dihydrate)Erythromycin A dihydrate(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione;dihydrateSCHEMBL10381573
Show more names
Erythromycin A, EvoPureRoxithromycin Impurity AERYTHROMYCIN A, DIHYDRATE VETRANALErythromycin A dihydrateQ: What is Erythromycin A dihydrate Q: What is the CAS Number of Erythromycin A dihydrate Q: What is the storage condition of Erythromycin A dihydrate
HY-B0220EDA-52996CS-0129423Q27289514(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione--water (1/2)

Properties

Computed structural properties

Topological polar surface area
196 Ų
Hydrogen bond donors
7
Hydrogen bond acceptors
16
Rotatable bonds
7
Heavy atoms
53
Formal charge
0
Complexity
1,180

Physicochemical properties

Melting point
197.6 °C · 197.6 °C
FDA UNII
0 O317A6OW · T0O317A6OW
WGK Germany
2 · 2
RTECS
4375000 · KF4375000

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
2
rtecs
KF4375000

Chemistry & industry

Applications · 1 item

UsesErythromycin A dihydrate is a macrolide antibiotic produced by actinomyceteStreptomyces erythreuswith a broad spectrum of antimicrobial activity. Erythromycin A dihydrate binds to bacterial 50S ribosomal subunits and inhibitsRNA-dependent protein synthesisby blockage of transpeptidation and/or translocation reactions, without affecting synthesis of nucleic acid[1][2]. Erythromycin A dihydrate also exhibits antitumor and neuroprotective effect in different fields of research[3][4].

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
59319-72-1
PubChem CID
83991
DTXSID
DTXSID601016197
ChEMBL
CHEMBL406286
UNII
T0O317A6OW