DOXYCYCLINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H24N2O8.H2O
Molecular Weight	462.4498
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DOXYCYCLINE

Structure Search

SMILES

O.[H][C@@]12[C@@H](C)C3=CC=CC(O)=C3C(=O)C1=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]4([H])[C@H]2O

InChI

InChIKey=XQTWDDCIUJNLTR-CVHRZJFOSA-N

InChI=1S/C22H24N2O8.H2O/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1

HIDE SMILES / InChI

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

Molecular Formula	C22H24N2O8
Molecular Weight	444.4346
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:01:14 UTC 2023` Edited by `admin` on `Fri Dec 15 15:01:14 UTC 2023`
Record UNII	N12000U13O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOXYCYCLINE

Official Name

English

DOXYCYCLINE [MI]

Common Name

English

SUPRACYCLIN

Brand Name

English

DOXYCYCLINE [USAN]

Common Name

English

DOXYCYCLINE [ORANGE BOOK]

Common Name

English

ORACEA

Brand Name

English

DOXYCYCLINE MONOHYDRATE [VANDF]

Common Name

English

DOXYCYCLINE MONOHYDRATE [USP-RS]

Common Name

English

2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-, (4S-(4.ALPHA.,4A.ALPHA.,5.ALPHA.,5A.ALPHA.6.ALPHA.,12A.ALPHA.))-, MONOHYDRATE

Common Name

English

DOXYCYCLINE [VANDF]

Common Name

English

DOXYCYCLINE MONOHYDRATE [MART.]

Common Name

English

DOXIROBE

Brand Name

English

DOXYCYCLINE MONOHYDRATE [EP MONOGRAPH]

Common Name

English

DOXYCYCLINE [USP MONOGRAPH]

Common Name

English

DOXYLIN

Brand Name

English

DOXYCYCLINE MONOHYDRATE [EP IMPURITY]

Common Name

English

DOXYCYCLINE (EMA EPAR: VETERINARY)

Common Name

English

MONODOX

Brand Name

English

GS-3065

Code

English

XYROSA

Brand Name

English

DOXYCYCLINE MONOHYDRATE

Common Name

English

DOXYCHEL

Brand Name

English

Doxycycline monohydrate [WHO-DD]

Common Name

English

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

Common Name

English

Classification Tree Code System Code

WHO-VATC

QA01AB22

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-ATC

J01AA02

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.2.2

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

NDF-RT

N0000007948

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.5.3.2

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-ATC

A01AB22

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

NCI_THESAURUS

C1595

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

NDF-RT

N0000007948

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

EMA VETERINARY ASSESSMENT REPORTS

DOXIROBE

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-VATC

QJ01AA02

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.5.3.1

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

LIVERTOX

NBK548353

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

NDF-RT

N0000175882

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

Code System Code Type Description

IUPHAR

6464

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

DRUG BANK

DB00254

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

MESH

D004318

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

DAILYMED

N12000U13O

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

ChEMBL

CHEMBL1433

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

EPA CompTox

DTXSID401045241

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

MERCK INDEX

m4758

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

Merck Index

RXCUI

203122

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

RXCUI

3640

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

ALTERNATIVE

CAS

17086-28-1

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

RS_ITEM_NUM

1225984

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

FDA UNII

N12000U13O

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

EVMPD

SUB01832MIG

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

NCI_THESAURUS

C457

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

CHEBI

60648

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

LACTMED

Doxycycline

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

WIKIPEDIA

DOXYCYCLINE

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

SMS_ID

100000092800

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

CHEBI

50845

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

DRUG CENTRAL

961

Created by admin on Fri Dec 15 15:01:14 UTC 2023 , Edited by admin on Fri Dec 15 15:01:14 UTC 2023

PRIMARY

Related Record Type Details


					334895S862

DOXYCYCLINE ANHYDROUS

PARENT -> SALT/SOLVATE


					N12000U13O

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

USP

Amount:


					65P5WPF3BJ

METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS

TARGET ORGANISM->INHIBITOR

Amount:


					334895S862

DOXYCYCLINE ANHYDROUS

ANHYDROUS->SOLVATE


					N12000U13O

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

EP

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					TR57F2W7Q6

4-EPIDOXYCYCLINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					IR235I7C5P

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					YK3J80P304

6-EPIDOXYCYCLINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					IR235I7C5P

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					YK3J80P304

6-EPIDOXYCYCLINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					334895S862

DOXYCYCLINE ANHYDROUS

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC				POPULATION: END-STAGE RENAL DISEASE

MIC	BIOLOGICAL				PATHOGEN: NOCARDIAE AND OTHER AEROBIC ACTNOMYCES spp. SUSCEPTIBILITY: RESISTANT

MIC	BIOLOGICAL				PATHOGEN: ACINETOBACTER spp., ENTEROBACTERIACEAE, FRANCISELLA TULARENSIS, VIBRIO CHOLREA, YERSINIA PESTIS SUSCEPTIBILITY: RESISTANT

MIC	BIOLOGICAL				SUSCEPTIBILITY: SUSCEPTIBLE PATHOGEN: ACINETOBACTER spp., ENTEROBACTERIACEAE, FRANCISELLA TULARENSIS, VIBRIO CHOLREA, YERSINIA PESTIS

MIC	BIOLOGICAL				SUSCEPTIBILITY: INTERMEDIATE PATHOGEN: ACINETOBACTER spp., ENTEROBACTERIACEAE, FRANCISELLA TULARENSIS, VIBRIO CHOLREA, YERSINIA PESTIS

MIC	BIOLOGICAL				SUSCEPTIBILITY: INTERMEDIATE PATHOGEN: NOCARDIAE AND OTHER AEROBIC ACTNOMYCES spp.

MIC	BIOLOGICAL				PATHOGEN: S. PNEUMONIAE SUSCEPTIBILITY: INTERMEDIATE

Tmax	PHARMACOKINETIC				ROUTE OF ADMINISTRATION: ORAL FORMULATION: IMMEDIATE RELEASE

MIC	BIOLOGICAL				SUSCEPTIBILITY: RESISTANT PATHOGEN: S. PNEUMONIAE

Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				ROUTE OF ADMINISTRATION: ORAL FORMULATION: DELAYED-RELEASE TABLET

MIC	BIOLOGICAL				SUSCEPTIBILITY: SUSCEPTIBLE PATHOGEN: NOCARDIAE AND OTHER AEROBIC ACTNOMYCES spp., BRUCELLA spp., BACILLUS ANTRHACIS

MIC	BIOLOGICAL				SUSCEPTIBILITY: SUSCEPTIBLE PATHOGEN: S. PNEUMONIAE