NP-MRD: Showing NP-Card for n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid (NP0204742)

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Record Information

Version

2.0

Created at

2022-09-05 00:28:43 UTC

Updated at

2022-09-05 00:28:44 UTC

NP-MRD ID

NP0204742

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

Description

Paclitaxel, also known as abraxane or taxol, belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. Thus, paclitaxel is considered to be an isoprenoid. n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid is found in Homo sapiens, Taxus brevifolia and Taxus cuspidata. n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid was first documented in 2022 (PMID: 36070113). Based on a literature review a small amount of articles have been published on Paclitaxel (PMID: 36069232) (PMID: 36068624) (PMID: 36066029).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309052202282D          

 62 68  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END

  Mrv1652309052202282D          

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M  END
> <DATABASE_ID>
NP0204742

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C2=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C3=CC=CC=C3)C3[C@@]4(CO[C@@H]4C[C@H](O)[C@@]3(C)C1=O)OC(C)=O)C2(C)C)OC(=O)[C@H](O)[C@@H](N=C(O)C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
RCINICONZNJXQF-VAZQATRQSA-N

> <FORMULA>
C47H51NO14

> <MOLECULAR_WEIGHT>
853.918

> <EXACT_MASS>
853.330955326

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
87.14235528589737

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1S,2R)-3-{[(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

> <JCHEM_LOGP>
4.358444146999998

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.367657864939266

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.207585002208853

> <JCHEM_PKA_STRONGEST_BASIC>
2.343060079556687

> <JCHEM_POLAR_SURFACE_AREA>
224.77999999999997

> <JCHEM_REFRACTIVITY>
218.8162

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,2R)-3-{[(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      12.006   3.593   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.225   2.266   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.685   2.279   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.984   0.926   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.203  -0.401   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.631  -0.113   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.286   1.388   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.366  -1.043   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.369   0.497   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.189  -2.573   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.216  -3.825   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.441  -5.156   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.207  -6.492   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.747  -6.497   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.433  -7.823   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.198  -9.159   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.424 -10.490   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.884 -10.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.119  -9.149   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.893  -7.818   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.822  -4.099   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.330  -5.559   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.256  -4.847   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.652  -4.111   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.984  -4.884   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.980  -6.424   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.645  -7.191   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      16.312  -7.198   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      17.647  -6.431   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      16.308  -8.738   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      17.640  -9.511   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      17.637 -11.051   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      16.301 -11.818   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      18.968 -11.824   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.304 -11.057   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.636 -11.830   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.632 -13.370   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.297 -14.137   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      18.965 -13.364   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.973  -9.504   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.969 -11.044   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.634 -11.811   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.302 -11.038   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.305  -9.498   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.641  -8.731   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.598  -2.534   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.937  -1.773   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.238  -1.660   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.422  -2.817   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.481  -1.599   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       9.897  -2.604   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.776  -3.185   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       7.734  -4.391   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       7.168  -5.824   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       8.125  -7.030   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       5.644  -6.050   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       5.859  -4.422   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       4.622  -3.505   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       5.540  -2.268   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       5.716  -0.738   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       7.129  -0.125   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       7.305   1.405   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   48                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   61                                             
CONECT    9    8                                                            
CONECT   10    8   11   52                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   11   22   23   49                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   46                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   40                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   30   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   40                                                       
CONECT   46   24   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46    5   49                                                  
CONECT   49   48   21   50   51                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   10   53   57   59                                             
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   52   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   52   60                                                  
CONECT   60   59   61                                                       
CONECT   61   60    8   62                                                  
CONECT   62   61                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  136    0
END

View in JSmol

Synonyms

Value	Source
Abraxane	Kegg
Taxol	Kegg

Chemical Formula

C₄₇H₅₁NO₁₄

Average Mass

853.9180 Da

Monoisotopic Mass

853.33096 Da

IUPAC Name

N-[(1S,2R)-3-{[(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C2=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C3=CC=CC=C3)C3[C@@]4(CO[C@@H]4C[C@H](O)[C@@]3(C)C1=O)OC(C)=O)C2(C)C)OC(=O)[C@H](O)[C@@H](N=C(O)C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

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

InChI Key

RCINICONZNJXQF-VAZQATRQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Homo sapiens	LOTUS Database	35616633
Taxus brevifolia	LOTUS Database	35616633
Taxus cuspidata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

Taxane diterpenoid
N-benzylbenzamide
Tetracarboxylic acid or derivatives
Beta amino acid or derivatives
Benzoate ester
Benzamide
Benzoic acid or derivatives
Benzoyl
Alpha-acyloxy ketone
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Monosaccharide
Cyclic alcohol
Tertiary alcohol
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Ketone
Secondary alcohol
Oxetane
Ether
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Taxane and Abeotaxane diterpenoids (C07394 )
Terpenoids (C07394 )
Diterpenes (C07394 )
Taxanes (C07394 )
Taxane and Abeotaxane diterpenoids (LMPR0104390001 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.36	ChemAxon
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	2.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	224.78 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	218.82 m³·mol⁻¹	ChemAxon
Polarizability	87.14 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002365

Chemspider ID

21111681

KEGG Compound ID

C07394

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Paclitaxel

METLIN ID

Not Available

PubChem Compound

441276

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1271741

References

General References

Chia DKA, Sundar R, Kim G, Ang JJ, Lum JHY, Nga ME, Goh GH, Seet JE, Chee CE, Tan HL, Ho J, Ngoi NYL, Lee MXW, Muthu V, Chan GHJ, Pang ASL, Ang YLE, Choo JRE, Lim JSJ, Teh JL, Lwin A, Soon Y, Shabbir A, So JBY, Yong WP: Outcomes of a Phase II Study of Intraperitoneal Paclitaxel plus Systemic Capecitabine and Oxaliplatin (XELOX) for Gastric Cancer with Peritoneal Metastases. Ann Surg Oncol. 2022 Dec;29(13):8597-8605. doi: 10.1245/s10434-022-11998-z. Epub 2022 Sep 7. [PubMed:36070113 ]
Huang Y, Wang X, Hu R, Pan G, Lin X: SOX2 regulates paclitaxel resistance of A549 non‑small cell lung cancer cells via promoting transcription of ClC‑3. Oncol Rep. 2022 Oct;48(4):181. doi: 10.3892/or.2022.8396. Epub 2022 Sep 7. [PubMed:36069232 ]
Kvopka M, Smith JR, Koczwara B, Lake SR: Bilateral intermediate uveitis following treatment with paclitaxel in a patient with invasive ductal carcinoma of the breast. Int J Retina Vitreous. 2022 Sep 6;8(1):63. doi: 10.1186/s40942-022-00415-y. [PubMed:36068624 ]
Yadav PK, Tiwari AK, Saklani R, Chauhan D, Rana R, Yadav P, Mishra K, Kedar AS, Wahajuddin, Gayen JR, Chourasia MK: HPLC method for simultaneous estimation of paclitaxel and baicalein: pharmaceutical and pharmacokinetic applications. Bioanalysis. 2022 Jul;14(14):1005-1020. doi: 10.4155/bio-2022-0100. Epub 2022 Sep 6. [PubMed:36066029 ]
LOTUS database [Link]

Showing NP-Card for n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid (NP0204742)

MOL for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

3D MOL for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

3D SDF for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

3D-SDF for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

PDB for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

3D PDB for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

SMILES for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

INCHI for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

Structure for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)

3D Structure for NP0204742 (n-[(1s,2r)-3-{[(1s,2s,4s,7r,9s,10s,12r,15s)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-15-yl]oxy}-2-hydroxy-3-oxo-1-phenylpropyl]benzenecarboximidic acid)