Rolitetracycline

Rolitetracycline is a tetracycline antibiotic.^[1] Tetracycline is N-Mannich base prodrug that is prepared from tetracycline by condensation with pyrrolidine and formaldehyde to produce rolitetracycline.^[2] Rolitetracycline is used as an antibacterial drug, a protein synthesis inhibitor, an antiprotozoal drug and a prodrug.^[2][3]

Rolitetracycline

Clinical data
Other names	(2Z,4S,4aS,5aS,6S,12aS)-4-Dimethylamino-6,10,11,12a-tetrahydroxy-2-[hydroxy-(pyrrolidin-1-ylmethylamino)methylidene]-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
ATC code	J01AA09 (WHO)
Identifiers
IUPAC name (2Z,4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-6,10,11,12a-tetrahydroxy-2-{hydroxy[(pyrrolidin-1-ylmethyl)amino]methylene}-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
CAS Number	751-97-3 Y
PubChem CID	54682938
DrugBank	DB01301 Y
ChemSpider	10469507 Y
UNII	GH9IW85221
KEGG	D02282 Y
ChEMBL	ChEMBL1214184 N
CompTox Dashboard (EPA)	DTXSID7023568
ECHA InfoCard	100.010.938
Chemical and physical data
Formula	C27H33N3O8
Molar mass	527.574 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(NCN1CCCC1)\C2=C(/O)[C@@H](N(C)C)[C@@H]3CC5C(=C(\O)[C@]3(O)C2=O)\C(=O)c4c(O)cccc4[C@@]5(C)O
InChI InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14?,15-,20-,26+,27-/m0/s1 Y Key:HMEYVGGHISAPJR-VQCPGFMQSA-N Y
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