IRINOTECAN

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H38N4O6
Molecular Weight	586.678
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of IRINOTECAN

Structure Search

SMILES

CCC1=C2C=C(OC(=O)N3CCC(CC3)N4CCCCC4)C=CC2=NC5=C1CN6C5=CC7=C(COC(=O)[C@]7(O)CC)C6=O

InChI

InChIKey=UWKQSNNFCGGAFS-XIFFEERXSA-N

InChI=1S/C33H38N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3/t33-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C33H38N4O6
Molecular Weight	586.678
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 `Fri Dec 15 15:58:53 UTC 2023` Edited by `admin` on `Fri Dec 15 15:58:53 UTC 2023`
Record UNII	7673326042
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

IRINOTECAN

Official Name

English

NSC-728073

Code

English

irinotecan [INN]

Common Name

English

IRINOTECAN [VANDF]

Common Name

English

BIOTECAN

Brand Name

English

Irinotecan [WHO-DD]

Common Name

English

IRINOTECAN [HSDB]

Common Name

English

IRINOTECAN [MI]

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

344311

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

WHO-VATC

QL01XX19

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

LIVERTOX

NBK548037

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

NDF-RT

N0000000176

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

NDF-RT

N0000175609

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

NCI_THESAURUS

C2843

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

WHO-ATC

L01XX19

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

FDA ORPHAN DRUG

567516

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

Code System Code Type Description

EPA CompTox

DTXSID1041051

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

DRUG CENTRAL

1482

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

ChEMBL

CHEMBL481

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

IUPHAR

6823

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

INN

6694

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

DAILYMED

7673326042

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

LACTMED

Irinotecan

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

EVMPD

SUB08295MIG

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

HSDB

7607

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

MESH

C051890

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

NSC

728073

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

DRUG BANK

DB00762

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

WIKIPEDIA

IRINOTECAN

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

CAS

97682-44-5

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

PUBCHEM

60838

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

RXCUI

51499

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

RxNorm

FDA UNII

7673326042

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

NCI_THESAURUS

C62040

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

SMS_ID

100000083374

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

CHEBI

80630

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

MERCK INDEX

m6405

Created by admin on Fri Dec 15 15:58:53 UTC 2023 , Edited by admin on Fri Dec 15 15:58:53 UTC 2023

PRIMARY

Merck Index

Related Record Type Details


					FUV56ZH0GB

DNA TOPOISOMERASE 1

TARGET -> INHIBITOR


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					HPN66MJEK8

LIVER CARBOXYLESTERASE 1

METABOLIC ENZYME -> SUBSTRATE

Comments:

CES1A1

Amount:


					805SU96HKF

CYTOCHROME P450 3A5

METABOLIC ENZYME -> SUBSTRATE


					RP76COW7LH

COCAINE ESTERASE

METABOLIC ENZYME -> SUBSTRATE

Comments:

CES2 is 64 times more efficient in metabolizing CPT-11 than CES1A1 (Humerickhouse et al., 2000).

Interaction Type:

MAJOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					Y49M64GZ4Q

MRP-1

TRANSPORTER -> SUBSTRATE

Amount:


					HWT82Q8F2V

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 1A7

METABOLIC ENZYME -> SUBSTRATE


					OL741S3N8B

IRINOTECAN SUCROSOFATE

SALT/SOLVATE -> PARENT


					RP76COW7LH

COCAINE ESTERASE

METABOLIC ENZYME -> SUBSTRATE

Comments:

)No tumor reduction in SQ20b cells was seen after incubation of CPT-11 with hCE-1, compared with a 60% reduction for hCE-2 .


					042LAQ1IIS

IRINOTECAN HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					D3XLA2EX2N

SN-38G

METABOLITE INACTIVE -> PARENT

Interaction Type:

MAJOR

Qualification:

URINE

Amount:


					QZR6VT7SW5

METABOLITE INACTIVE -> PARENT


					0H43101T0J

7-ETHYL-10-HYDROXYCAMPTOTHECIN

METABOLITE ACTIVE -> PRODRUG

Amount:


					KG4PRF4VUS

7-ETHYL-10-(4-AMINO-1-PIPERIDINO)CARBONYLOXYCAMPTOTHECIN

METABOLITE INACTIVE -> PARENT

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC		`7673326042` IRINOTECAN		Children and Adolescent PHARMACOKINETIC ADULT PHARMACOKINETIC

Route of Elimination	PHARMACOKINETIC		`7673326042` IRINOTECAN		URINE PHARMACOKINETIC