SITAGLIPTIN

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H15F6N5O
Molecular Weight	407.3136
Optical Activity	( - )
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SITAGLIPTIN

Structure Search

SMILES

N[C@@H](CC(=O)N1CCN2C(C1)=NN=C2C(F)(F)F)CC3=C(F)C=C(F)C(F)=C3

InChI

InChIKey=MFFMDFFZMYYVKS-SECBINFHSA-N

InChI=1S/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H15F6N5O
Molecular Weight	407.3136
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:04:09 UTC 2023` Edited by `admin` on `Sat Dec 16 17:04:09 UTC 2023`
Record UNII	QFP0P1DV7Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

SITAGLIPTIN

Official Name

English

(2R)-4-OXO-4-(3-(TRIFLUOROMETHYL)-5,6-DIHYDRO(1,2,4)TRIAZOLO(4,3-A)PYRAZIN-7(8H)-YL)-1-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE

Systematic Name

English

ZITUVIO

Brand Name

English

sitagliptin [INN]

Common Name

English

SITAGLIPTIN [EMA EPAR]

Common Name

English

SITAGLIPTIN [HSDB]

Common Name

English

SITAGLIPTIN [USAN]

Common Name

English

SITAGLIPTIN [MI]

Common Name

English

Sitagliptin [WHO-DD]

Common Name

English

ZITUVIMET COMPONENT SITAGLIPTIN

Brand Name

English

LEZ-763

Code

English

1,2,4-TRIAZOLO(4,3-A)PYRAZINE-7(8H)-PROPANAMINE, 5,6-DIHYDRO-.GAMMA.-OXO-3-(TRIFLUOROMETHYL)-.ALPHA.-((2,4,5-TRIFLUOROPHENYL)METHYL)-, (.ALPHA.R)-

Common Name

English

LEZ763

Code

English

SITAGLIPTIN [VANDF]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C98086

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-VATC

QA10BD12

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-VATC

QA10BH51

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

NDF-RT

N0000175913

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-ATC

A10BH51

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-ATC

A10BD07

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

NDF-RT

N0000175912

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-ATC

A10BD24

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

LIVERTOX

NBK548083

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-ATC

A10BH01

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-VATC

QA10BD07

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-VATC

QA10BH01

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

WHO-ATC

A10BD12

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

Code System Code Type Description

CAS

486460-32-6

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

FDA UNII

QFP0P1DV7Z

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

SMS_ID

100000091875

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

NCI_THESAURUS

C73838

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

EPA CompTox

DTXSID70197572

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

INN

8692

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

LACTMED

Sitagliptin

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

HSDB

7516

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

ChEMBL

CHEMBL1422

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

EVMPD

SUB25227

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

PUBCHEM

4369359

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

MESH

C496398

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

RXCUI

593411

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

RxNorm

WIKIPEDIA

SITAGLIPTIN

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

IUPHAR

6286

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

USAN

JK-166

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

DRUG BANK

DB01261

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

MERCK INDEX

m9960

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

Merck Index

DAILYMED

QFP0P1DV7Z

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

DRUG CENTRAL

2448

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

CHEBI

40237

Created by admin on Sat Dec 16 17:04:12 UTC 2023 , Edited by admin on Sat Dec 16 17:04:12 UTC 2023

PRIMARY

Related Record Type Details


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Amount:


					QFP0P1DV7Z

EXCRETED UNCHANGED

Interaction Type:

AMOUNT EXCRETED

Qualification:

URINE

Amount:


					ZWJ2Y6JZWY

OAT-3

TRANSPORTER -> INHIBITOR


					RIGEZF4K05

DIPEPTIDYL PEPTIDASE 4 MEMBRANE FORM

TARGET -> INHIBITOR

Amount:


					6Q9M3E3GG7

SITAGLIPTIN L-MALATE

SALT/SOLVATE -> PARENT

Amount:


					TS63EW8X6F

SITAGLIPTIN PHOSPHATE

SALT/SOLVATE -> PARENT

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					494P4635I6

SITAGLIPTIN PHOSPHATE ANHYDROUS

SALT/SOLVATE -> PARENT

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE

Amount:


					IEL0A0OS7E

SITAGLIPTIN HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					85ZK84E34T

Sitagliptin fumarate

SALT/SOLVATE -> PARENT

Amount:


					15UP896M97

SITAGLIPTIN SULFATE

SALT/SOLVATE -> PARENT

Amount:


					79C7Y78XGP

SITAGLIPTIN TARTRATE HEMIHYDRATE

SALT/SOLVATE -> PARENT

Amount:


					6DH2XG35TG

SITAGLIPTIN HYDROCHLORIDE MONOHYDRATE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					XA6H6KY9G7

.BETA.-D-GLUCOPYRANURONIC ACID, 1-(N-((1R)-3-(5,6-DIHYDRO-3-(TRIFLUOROMETHYL)-1,2,4-TRIAZOLO(4,3-A)PYRAZIN-7(8H)-YL)-3-OXO-1-((2,4,5-TRIFLUOROPHENYL)METHYL)PROPYL)CARBAMATE)

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA

Amount:


					9H72SS3PFQ

(10R,11AR)-5,6,9,10,11,11A-HEXAHYDRO-3-(TRIFLUOROMETHYL)-10-((2,4,5-TRIFLUOROPHENYL)METHYL)-8H-1,2,4-TRIAZOLO(3',4':3,4)PYRAZINO(1,2-A)PYRIMIDIN-8-ONE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA

Amount:


					LR99Q6X62V

Sitagliptin Fenilalanil

PRODRUG -> METABOLITE ACTIVE

Amount:


					FF79SMC6NT

(10R,11AS)-5,6,9,10,11,11A-HEXAHYDRO-3-(TRIFLUOROMETHYL)-10-((2,4,5-TRIFLUOROPHENYL)METHYL)-8H-1,2,4-TRIAZOLO(3',4':3,4)PYRAZINO(1,2-A)PYRIMIDIN-8-ONE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA

Amount:


					VR8MN4J1VM

SITAGLIPTIN N-SULFATE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA

Amount:

Related Record Type Details


					QFP0P1DV7Z

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC				ORAL ADMINISTRATION SINGLE DOSE

Volume of Distribution	PHARMACOKINETIC				INTRAVENOUS ADMINISTRATION SINGLE DOSE

Tmax	PHARMACOKINETIC				DOSE ORAL ADMINISTRATION