NP-MRD: Showing NP-Card for velban (NP0211798)

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Record Information

Version

2.0

Created at

2022-09-05 10:13:35 UTC

Updated at

2022-09-05 10:13:36 UTC

NP-MRD ID

NP0211798

Secondary Accession Numbers

None

Natural Product Identification

Common Name

velban

Description

Vinblastine belongs to the class of organic compounds known as vinca alkaloids. These are alkaloids with a dimeric chemical structure composed of an indole nucleus (catharanthine), and a dihydroindole nucleus (vindoline), joined together. Vinblastine is a drug which is used for treatment of breast cancer, testicular cancer, lymphomas, neuroblastoma, hodgkin's and non-hodgkin's lymphomas, mycosis fungoides, histiocytosis, and kaposi's sarcoma. It is on the World Health Organization's List of Essential Medicines, the safest and most effective medicines needed in a health system. Vinblastine is a very strong basic compound (based on its pKa). Within humans, vinblastine participates in a number of enzymatic reactions. In particular, vinblastine can be converted into vinblastine through the action of the enzyme multidrug resistance-associated protein 7. In addition, vinblastine can be converted into vinblastine; which is mediated by the enzyme multidrug resistance-associated protein 1. In humans, vinblastine is involved in vinblastine action pathway. The inclusion of vinblastine allows for lower doses of bleomycin and reduced overall toxicity with larger resting periods between chemotherapy cycles. Vinblastine works by blocking cell division. velban is found in Catharanthus roseus. Stereochemistry is controlled through a mixture of chiral agents (Sharpless catalysts), and reaction conditions (temperature, and selected enantiopure starting materials).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041412522D          

 63 71  0  0  1  0            999 V2000
    7.6166   -1.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2812   -1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -2.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612   -3.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497   -0.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    1.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149   -4.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2172   -0.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107   -2.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3246    4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5192    4.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    3.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710    3.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8872    2.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406   -1.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3540    0.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5409    0.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1513   -2.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9041   -0.0924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6337    2.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    2.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283    2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7705   -1.1198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6709   -2.2294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2598   -2.4544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6729    0.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924   -0.3925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1299   -1.6397    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5410   -1.4147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4977    0.7692    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0304   -2.7493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7491    1.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859   -2.3576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135    1.0482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -0.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -3.1993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5651   -2.4409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 11 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 16 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  1  0  0  0  0
 27  3  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 13  2  0  0  0  0
 30 15  1  0  0  0  0
 30 29  1  0  0  0  0
 31 21  2  0  0  0  0
 32 21  1  0  0  0  0
 33 14  2  0  0  0  0
 33 29  1  0  0  0  0
 34 22  2  0  0  0  0
 34 31  1  0  0  0  0
 35 22  1  0  0  0  0
 35 32  2  0  0  0  0
 36 30  2  0  0  0  0
 42  8  1  6  0  0  0
 42 23  1  0  0  0  0
 42 26  1  0  0  0  0
 43  9  1  1  0  0  0
 43 16  1  0  0  0  0
 43 37  1  0  0  0  0
 43 39  1  0  0  0  0
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 44 37  1  0  0  0  0
 44 38  1  0  0  0  0
 45 24  1  0  0  0  0
 45 32  1  6  0  0  0
 45 36  1  0  0  0  0
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 46 38  1  0  0  0  0
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 46 41  1  1  0  0  0
 47 33  1  0  0  0  0
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 48  4  1  0  0  0  0
 48 34  1  0  0  0  0
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 49 19  1  0  0  0  0
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 50 20  1  0  0  0  0
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 51 27  2  0  0  0  0
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 53 41  2  0  0  0  0
 42 54  1  1  0  0  0
 46 55  1  6  0  0  0
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 56 35  1  0  0  0  0
 57  6  1  0  0  0  0
 57 40  1  0  0  0  0
 58  7  1  0  0  0  0
 58 41  1  0  0  0  0
 59 27  1  0  0  0  0
 39 59  1  6  0  0  0
 28 60  1  6  0  0  0
 37 61  1  1  0  0  0
 38 62  1  6  0  0  0
 39 63  1  1  0  0  0
M  END

     RDKit          3D

117125  0  0  0  0  0  0  0  0999 V2000
   -3.0011   -1.6270    5.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -2.2729    3.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537   -1.7894    2.8797 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.0447   -2.5042    1.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -1.3980    0.5642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2619   -0.6274    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    0.3619    1.7145 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2613    1.5189    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    1.6246    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2943    1.3450   -1.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2717    0.2780   -1.9741 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05041412522D          

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M  END
> <DATABASE_ID>
NP0211798

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@](CC)([C@@]13[H])[C@@]([H])(OC(C)=O)[C@]2(O)C(=O)OC)[C@]1(C[C@@]2([H])CN(C[C@](O)(CC)C2)CCC2=C1NC1=CC=CC=C21)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1

> <INCHI_KEY>
JXLYSJRDGCGARV-CFWMRBGOSA-N

> <FORMULA>
C46H58N4O9

> <MOLECULAR_WEIGHT>
810.9741

> <EXACT_MASS>
810.420379474

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
87.80664640692062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,13-tetraene-10-carboxylate

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
4.183145288000002

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
14.405148771657075

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.869524000991364

> <JCHEM_PKA_STRONGEST_BASIC>
8.861449486805551

> <JCHEM_POLAR_SURFACE_AREA>
154.1

> <JCHEM_REFRACTIVITY>
222.42060000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vinblastine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   60  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   27                                                            
CONECT    4   48                                                            
CONECT    5   56                                                            
CONECT    6   57                                                            
CONECT    7   58                                                            
CONECT    8    1   42                                                       
CONECT    9    2   43                                                       
CONECT   10   11   13                                                       
CONECT   11   10   14                                                       
CONECT   12   16   18                                                       
CONECT   13   10   29                                                       
CONECT   14   11   33                                                       
CONECT   15   19   30                                                       
CONECT   16   12   43                                                       
CONECT   17   20   44                                                       
CONECT   18   12   50                                                       
CONECT   19   15   49                                                       
CONECT   20   17   50                                                       
CONECT   21   31   32                                                       
CONECT   22   34   35                                                       
CONECT   23   28   42                                                       
CONECT   24   28   45                                                       
CONECT   25   28   49                                                       
CONECT   26   42   49                                                       
CONECT   27    3   51   59                                                  
CONECT   28   23   24   25   60                                             
CONECT   29   13   30   33                                                  
CONECT   30   15   29   36                                                  
CONECT   31   21   34   44                                                  
CONECT   32   21   35   45                                                  
CONECT   33   14   29   47                                                  
CONECT   34   22   31   48                                                  
CONECT   35   22   32   56                                                  
CONECT   36   30   45   47                                                  
CONECT   37   43   44   50   61                                             
CONECT   38   44   46   48   62                                             
CONECT   39   43   46   59   63                                             
CONECT   40   45   52   57                                                  
CONECT   41   46   53   58                                                  
CONECT   42    8   23   26   54                                             
CONECT   43    9   16   37   39                                             
CONECT   44   17   31   37   38                                             
CONECT   45   24   32   36   40                                             
CONECT   46   38   39   41   55                                             
CONECT   47   33   36                                                       
CONECT   48    4   34   38                                                  
CONECT   49   19   25   26                                                  
CONECT   50   18   20   37                                                  
CONECT   51   27                                                            
CONECT   52   40                                                            
CONECT   53   41                                                            
CONECT   54   42                                                            
CONECT   55   46                                                            
CONECT   56    5   35                                                       
CONECT   57    6   40                                                       
CONECT   58    7   41                                                       
CONECT   59   27   39                                                       
CONECT   60   28                                                            
CONECT   61   37                                                            
CONECT   62   38                                                            
CONECT   63   39                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

View in JSmol

Synonyms

Value	Source
Velban	ChEMBL, MeSH
[3H]-Vinblastine	ChEMBL
Gry brand OF vinblastine sulfate	MeSH
Hexal brand OF vinblastine sulfate	MeSH
Lilly brand OF vinblastine sulfate	MeSH
Velbe	MeSH
EG labo brand OF vinblastine sulfate	MeSH
Faulding brand OF vinblastine sulfate	MeSH
Lemblastine	MeSH
Vinblastinsulfat-gry	MeSH
Vincaleukoblastine	MeSH
Vinblastin hexal	MeSH
Vinblastina lilly	MeSH
Cell pharm brand OF vinblastine sulfate	MeSH
Gastrozepin brand OF vinblastine sulfate	MeSH
Lemery brand OF vinblastine sulfate	MeSH
Sulfate, vinblastine	MeSH
Vinblastine sulfate	MeSH
Cellblastin	MeSH

Chemical Formula

C₄₆H₅₈N₄O₉

Average Mass

810.9741 Da

Monoisotopic Mass

810.42038 Da

IUPAC Name

methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,13-tetraene-10-carboxylate

Traditional Name

vinblastine

CAS Registry Number

Not Available

SMILES

[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@](CC)([C@@]13[H])[C@@]([H])(OC(C)=O)[C@]2(O)C(=O)OC)[C@]1(C[C@@]2([H])CN(C[C@](O)(CC)C2)CCC2=C1NC1=CC=CC=C21)C(=O)OC

InChI Identifier

InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1

InChI Key

JXLYSJRDGCGARV-CFWMRBGOSA-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
Catharanthus roseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vinca alkaloids. These are alkaloids with a dimeric chemical structure composed of an indole nucleus (catharanthine), and a dihydroindole nucleus (vindoline), joined together.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vinca alkaloids

Sub Class

Not Available

Direct Parent

Vinca alkaloids

Alternative Parents

Substituents

Vinca alkaloid skeleton
Carbazole
3-alkylindole
Tricarboxylic acid or derivatives
Indole or derivatives
Indole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Anisole
Aralkylamine
Alkyl aryl ether
Piperidine
Benzenoid
N-alkylpyrrolidine
Methyl ester
Tertiary alcohol
Pyrrole
Heteroaromatic compound
Pyrrolidine
Cyclic alcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	4.22	ALOGPS
logP	4.18	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	8.86	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	154.1 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	222.42 m³·mol⁻¹	ChemAxon
Polarizability	87.81 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	Yes	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

DB00570

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vinblastine

METLIN ID

Not Available

PubChem Compound

13342

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for velban (NP0211798)

MOL for NP0211798 (velban)

3D MOL for NP0211798 (velban)

3D SDF for NP0211798 (velban)

3D-SDF for NP0211798 (velban)

PDB for NP0211798 (velban)

3D PDB for NP0211798 (velban)

SMILES for NP0211798 (velban)

INCHI for NP0211798 (velban)

Structure for NP0211798 (velban)

3D Structure for NP0211798 (velban)