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Details

Stereochemistry ABSOLUTE
Molecular Formula C47H51NO14
Molecular Weight 853.9061
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PACLITAXEL

SMILES

[H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C5=CC=CC=C5)[C@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)C6=CC=CC=C6)C7=CC=CC=C7

InChI

InChIKey=RCINICONZNJXQF-MZXODVADSA-N
InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

HIDE SMILES / InChI
Molecular Formula C47H51NO14
Molecular Weight 853.9061
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:18:43 UTC 2023
Edited
by admin
on Fri Dec 15 15:18:43 UTC 2023
Record UNII
P88XT4IS4D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PACLITAXEL
EMA EPAR   EP   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
ONCOGEL
Common Name English
PACLITAXEL [MART.]
Common Name English
EBETAXEL
Common Name English
PAXENE
Brand Name English
NSC-125973
Code English
INTAXEL
Common Name English
TAXOL
Brand Name English
PACLITAXEL [USAN]
Common Name English
MITOTAX
Common Name English
ABI-007 COMPONENT PACLITAXEL
Code English
PACLITAXEL [USP-RS]
Common Name English
BMS-181339-01
Code English
NAB-PACLITAXEL COMPONENT PACLITAXEL
Common Name English
ONXAL
Common Name English
GENETAXYL
Common Name English
MBT-0206
Code English
NK-105
Code English
PACLITAXEL [ORANGE BOOK]
Common Name English
BENZENEPROPANOIC ACID, .BETA.-(BENZOYLAMINO)-.ALPHA.-HYDROXY-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)-6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-2A,3,4,4A,5,6,9,10,11,12,12A,12B-DODECAHYDRO-4,11-DIHYDROXY-4A,8,13,13-TETRAMETHYL-5-OXO-7,11-METHANO-1H-CYCLODECA(3,
Systematic Name English
DHP-107
Code English
CAPXOL
Common Name English
PACLITAXEL [MI]
Common Name English
ORAXOL COMPONENT PACLITAXEL
Common Name English
PACLITAXEL [VANDF]
Common Name English
GENEXOL
Brand Name English
PACLITAXEL [GREEN BOOK]
Common Name English
Paclitaxel [WHO-DD]
Common Name English
EMPAC
Common Name English
PLAXICEL
Common Name English
GENEXOL-PM
Common Name English
ABI 007 COMPONENT PACLITAXEL
Common Name English
TAXUS
Common Name English
PACLITAXEL [EP MONOGRAPH]
Common Name English
PACLIEX
Common Name English
ENDOTAG 1
Common Name English
(-)-PACLITAXEL
Common Name English
PACLITAXEL [USP MONOGRAPH]
Common Name English
LIPOSOME-ENTRAPPED PACLITAXEL EASY-TO-USE
Common Name English
TAXOL A
Common Name English
PACLITAXEL (TAXUS CANADENSIS)
Common Name English
ABRAXANE COMPONENT PACLITAXEL
Brand Name English
PACLITAXEL [EMA EPAR]
Common Name English
paclitaxel [INN]
Common Name English
GENAXOL
Common Name English
PACLITAXEL [JAN]
Common Name English
TAXALBIN
Common Name English
YEWTAXAN
Brand Name English
PACLITAXEL [USP IMPURITY]
Common Name English
CYCLOPAX
Common Name English
PACLITAXOL
Common Name English
LEP-ETU
Common Name English
TAXUS STENT
Common Name English
ZISU
Brand Name English
TOCOSOL PACLITAXEL
Common Name English
QW-8184
Code English
PACLITAXEL [HSDB]
Common Name English
ONXOL
Brand Name English
TAXUS LIBERTE
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 270208
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 50190
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
NDF-RT N0000175085
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
LIVERTOX NBK548093
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 394813
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
NCI_THESAURUS C67437
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
EU-Orphan Drug EU/3/06/422
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 454014
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
WHO-VATC QL01CD01
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 594217
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 469915
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 103497
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 186404
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 482015
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
NDF-RT N0000175592
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 278309
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 8.2
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 384912
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 104797
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 454114
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
EMA ASSESSMENT REPORTS PAXENE (WITHDRAWN: OVARIAN NEOPLASMS)
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
CFR 21 CFR 516.1684
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 290709
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 252907
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
NCI_THESAURUS C1490
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
WHO-ATC L01CD01
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
EMA ASSESSMENT REPORTS ABRAXANE (AUTHORIZED: PANCREATIC NEOPLASMS)
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 291009
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
EMA ASSESSMENT REPORTS PAXENE (WITHDRAWN: CARCINOMA, NON-SMALL-CELL LUNG)
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 141701
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
FDA ORPHAN DRUG 280409
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
Code System Code Type Description
CAS
33069-62-4
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
SMS_ID
100000085474
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
DAILYMED
P88XT4IS4D
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
USAN
EE-62
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
CHEBI
45863
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
MESH
D017239
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
HSDB
6839
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
NSC
125973
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL428647
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID9023413
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
DRUG BANK
DB01229
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
IUPHAR
2770
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
FDA UNII
P88XT4IS4D
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
INN
7052
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
WIKIPEDIA
PACLITAXEL
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
RS_ITEM_NUM
1491332
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
RXCUI
56946
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
EVMPD
SUB09583MIG
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
NCI_THESAURUS
C1411
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
PUBCHEM
36314
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
MERCK INDEX
m8351
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY Merck Index
LACTMED
Paclitaxel
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
MESH
C495179
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
DRUG CENTRAL
2044
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
PRIMARY
RXCUI
486610
Created by admin on Fri Dec 15 15:18:43 UTC 2023 , Edited by admin on Fri Dec 15 15:18:43 UTC 2023
ALTERNATIVE
Related Record Type Details
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
BSEP
TRANSPORTER -> SUBSTRATE
CYTOCHROME P450 2C8
METABOLIC ENZYME -> SUBSTRATE
MDR-3
TRANSPORTER -> SUBSTRATE
OATP-B
TRANSPORTER -> INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
OATP-8
TRANSPORTER -> SUBSTRATE
CYTOCHROME P450 3A5
METABOLIC ENZYME -> INDUCER
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> INDUCER
Paclitaxel activates pregnane X receptor (PXR)
OATP-8
TRANSPORTER -> INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INDUCER
Paclitaxel activates pregnane X receptor (PXR)
OAT-2
TRANSPORTER -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
OATP1B1
TRANSPORTER -> INHIBITOR
MRP-1
TRANSPORTER -> SUBSTRATE
Related Record Type Details
Structure of PACLITAXEL CERIBATE
PRODRUG -> METABOLITE ACTIVE
Structure of 2'-(2-BROMOHEXADECANOYL)PACLITAXEL, (2RS)-
PRODRUG -> METABOLITE ACTIVE
Structure of 6.ALPHA.-HYDROXYPACLITAXEL
METABOLITE -> PARENT
In vitro studies with human liver microsomes and tissue slices showed that paclitaxel was metabolized primarily to 6α-hydroxypaclitaxel by CYP2C8; and to two minor metabolites, 3'-p-hydroxypaclitaxel and 6α, 3'-p-dihydroxypaclitaxel, by CYP3A4.
Related Record Type Details
Structure of N-Cinnamoyl-N-debenzoylpaclitaxel
IMPURITY -> PARENT
Structure of 10-O-deacetyl-10-O-(3-oxobutanoyl)paclitaxel
IMPURITY -> PARENT
Structure of 7-O-(Triethylsilyl)paclitaxel
IMPURITY -> PARENT
Structure of N-Methyltaxol C
IMPURITY -> PARENT
Structure of N-Debenzoyl-N-(phenylacetyl)paclitaxel
IMPURITY -> PARENT
Structure of 7-O-acetylpaclitaxel
IMPURITY -> PARENT
Structure of 10-DEACETYLPACLITAXEL
IMPURITY -> PARENT
Structure of N-debenzoyl-N-[(2S)-2-methylbutanoyl]paclitaxel
IMPURITY -> PARENT
Structure of CEPHALOMANNINE
IMPURITY -> PARENT
Structure of 10-DEACETYL-7-EPIPACLITAXEL
IMPURITY -> PARENT
Structure of N-debenzoyl-N-[(3E)-hex-3-enoyl]paclitaxel
IMPURITY -> PARENT
Structure of 7-Epicephalomannine
IMPURITY -> PARENT
Structure of BACCATIN III
IMPURITY -> PARENT
Structure of Paclitaxel C
IMPURITY -> PARENT
Structure of 2-O-debenzoyl-2-O-tigloylpaclitaxel
IMPURITY -> PARENT
Related Record Type Details
Structure of PACLITAXEL
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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