ROLITETRACYCLINE NITRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	2C27H33N3O8.2HNO3.3H2O
Molecular Weight	1235.204
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.O.O[N+]([O-])=O.O[N+]([O-])=O.[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCN5CCCC5)=C(O)[C@H]2N(C)C.[H][C@@]67C[C@@]8([H])C(C(=O)C9=C(O)C=CC=C9[C@@]8(C)O)=C(O)[C@]6(O)C(=O)C(C(=O)NCN%10CCCC%10)=C(O)[C@H]7N(C)C

InChI

InChIKey=JWHSGIRTFHZPGE-DPLGGHQZSA-N

InChI=1S/2C27H33N3O8.2HNO3.3H2O/c2*1-26(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;2*2-1(3)4;;;/h2*6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36);2*(H,2,3,4);3*1H2/t2*14-,15-,20-,26+,27-;;;;;/m00...../s1

HIDE SMILES / InChI

Molecular Formula	C27H33N3O8
Molecular Weight	527.5662
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	HNO3
Molecular Weight	63.0128
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.hmdb.ca/metabolites/HMDB0015414 | https://www.ncbi.nlm.nih.gov/pubmed/1127588 | https://www.my-personaltrainer.it/Foglietti-illustrativi/Colbiocin.html

Rolitetracycline nitrate is an antibiotic formed by N-aminomethylation of the carboxamide group of tetracycline. Rolitetracycline passively diffuses through porin channels in the bacterial membrane and reversibly binds to the 30S ribosomal subunit, preventing binding of tRNA to the mRNA-ribosome complex, and thus interfering with protein synthesis. It is formulated for intravenous or intramuscular injections and is used in cases requiring high concentrations or when oral administration is impractical. In combinations with chloramphenicol and colistin, it is used as the eye drops for the treatment of external eye infections such as catarrhal conjunctivitis, purulent, trachoma, blepharitis, blepharoconjunctivitis, bacterial keratitis, septic corneal ulcers.

Approval Year

PubMed

Title	Date	PubMed
Simultaneous high-speed liquid chromatographic determination of tetracycline and rolitetracycline in rolitetracycline formulations.	1975 Feb	1127588

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:18:08 GMT 2023` Edited by `admin` on `Fri Dec 15 15:18:08 GMT 2023`
Record UNII	TG72BS085Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ROLITETRACYCLINE NITRATE

Official Name

English

BRISTACIN

Brand Name

English

ROLITETRACYCLINE NITRATE [JAN]

Common Name

English

PYRROCYCLINE-N

Brand Name

English

ROLITETRACYCLINE NITRATE SESQUIHYDRATE

Common Name

English

ROLITETRACYCLINE NITRATE [USAN]

Common Name

English

ROLITETRACYCLINE NITRATE SESQUIHYDRATE [MI]

Common Name

English

2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-N-(1-PYRROLIDINYLMETHYL)-, (4S,4AS,5AS,6S,12AS)-, NITRATE, HYDRATE (2:2:3)

Systematic Name

English

2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-N-(1-PYRROLIDINYLMETHYL)-, (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-, MONONITRATE (SALT), SESQUIHYDRATE

Common Name

English

4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(1-pyrrolidinylmethyl)-2-naphthacenecarboxamide nitrate sesquihydrate

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1595