SARECYCLINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H29N3O8
Molecular Weight	487.5024
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SARECYCLINE

Structure Search

SMILES

[H][C@@]12CC3=C(C(O)=CC=C3CN(C)OC)C(=O)C1=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]4([H])C2

InChI

InChIKey=PQJQFLNBMSCUSH-SBAJWEJLSA-N

InChI=1S/C24H29N3O8/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33/h5-6,11,13,18,28,30-31,34H,7-9H2,1-4H3,(H2,25,33)/t11-,13-,18-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H29N3O8
Molecular Weight	487.5024
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 04:58:06 UTC 2023` Edited by `admin` on `Sat Dec 16 04:58:06 UTC 2023`
Record UNII	94O110CX2E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SARECYCLINE

Official Name

English

(4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-7-[(methoxymethylamino)methyl]-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Systematic Name

English

Sarecycline [WHO-DD]

Common Name

English

SARECYCLINE [MI]

Common Name

English

(4S,4AS,5AR,12AS)-4-(DIMETHYLAMINO)-3,10,12,12A-TETRAHYDROXY-7-((METHOXY(METHYL)AMINO)METHYL)-1,11-DIOXO-1,4,4A,5,5A,6,11,12AOCTAHYDROTETRACENE-2-CARBOXAMIDE

Systematic Name

English

P-005672

Code

English

sarecycline [INN]

Common Name

English

SARECYCLINE [USAN]

Common Name

English

2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,10,12,12A-TETRAHYDROXY-7-((METHOXYMETHYLAMINO)METHYL)-1,11-DIOXO-, (4S,4AS,5AR,12AS)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1595

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

Code System Code Type Description

USAN

ZZ-27

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

PRIMARY

INN

9743

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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MERCK INDEX

m12090

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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LACTMED

Sarecycline

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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FDA UNII

94O110CX2E

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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EPA CompTox

DTXSID001027924

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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RXCUI

2059018

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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SMS_ID

300000022413

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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DRUG CENTRAL

5298

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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DAILYMED

94O110CX2E

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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WIKIPEDIA

Sarecycline

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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DRUG BANK

DB12035

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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NCI_THESAURUS

C152299

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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CAS

1035654-66-0

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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ChEMBL

CHEMBL2364632

Created by admin on Sat Dec 16 04:58:06 UTC 2023 , Edited by admin on Sat Dec 16 04:58:06 UTC 2023

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Related Record Type Details


					36718856JR

SARECYCLINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR

Qualification:

IC50

Amount:


					94O110CX2E

EXCRETED UNCHANGED

Comments:

After a single oral dose of radiolabeled sarecycline 100 mg, the average recovery of the dose was 42.6% in feces (14.9% as unchanged) and 44.1% in urine (24.7% as unchanged).

Qualification:

FECAL; URINE

Amount:


					TRZ1AA965O

PROPIONIBACTERIUM ACNES

TARGET ORGANISM->INHIBITOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Comments:

An in vitro study demonstrated that sarecycline was 62.5% to 74.7% bound to human plasma proteins at tested sarecycline concentrations of 0.5 μg/mL to 50 μg/mL.

Amount:

Related Record Type Details


					94O110CX2E

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				ORAL ADMINISTRATION DAILY