NP-MRD: Showing NP-Card for camptothecin acetate (NP0198804)

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Record Information

Version

2.0

Created at

2022-09-04 17:19:06 UTC

Updated at

2022-09-04 17:19:06 UTC

NP-MRD ID

NP0198804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

camptothecin acetate

Description

UNII-1V364427UG belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring). camptothecin acetate is found in Camptotheca acuminata and Nothapodytes nimmoniana. Based on a literature review very few articles have been published on UNII-1V364427UG.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042219192D          

 29 33  0  0  1  0            999 V2000
    4.1884    1.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    1.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    1.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9255    1.9620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4176    2.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    2.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    1.6387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.2410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604   -0.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929   -1.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 20 29  2  0  0  0  0
 15 29  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.0548    2.1631   -1.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    1.6473   -0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261    0.1568   -0.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6896   -0.2716    0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0017    0.0157    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7434   -0.4755    1.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6301    0.7227   -0.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -0.4504   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650    0.2191   -2.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972   -1.8348   -1.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7240   -2.6711   -1.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -1.8513   -0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.5008   -0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654    0.1858   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.4636   -0.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283   -1.7850   -0.3037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -2.4515   -0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2466   -3.7065   -0.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103   -2.2597   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674   -1.0534    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -0.9316    0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7904    0.3228    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1422    0.4475    1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6249    1.6873    1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7807    2.7759    1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    2.6370    1.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9212    1.3972    0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6126    1.2181    0.5878 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038    0.0139    0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    3.0886   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627    1.4646   -2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    2.4885   -2.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    2.1101    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8784    2.0424   -0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5640    0.2344    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1579   -1.4780    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0658   -0.6178    2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -3.1142   -0.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -3.5125   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544    1.2474    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2723   -3.0620    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -2.5915   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922   -1.7870    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7672   -0.4307    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6908    1.7683    1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2038    3.7499    1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    3.4960    1.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  1
  4  5  1  0
  5  6  1  0
  5  7  2  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 19  1  0
 19 20  1  0
 20 29  2  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 16 17  1  0
 17 18  2  0
 13  3  1  0
 29 15  1  0
 22 27  1  0
 17 12  1  0
 21 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 11 39  1  0
 14 40  1  0
 19 41  1  0
 19 42  1  0
 26 47  1  0
 25 46  1  0
 24 45  1  0
 23 44  1  0
 21 43  1  0
M  END


  Mrv1652309042219192D          

 29 33  0  0  1  0            999 V2000
    4.1884    1.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    1.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    1.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9255    1.9620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4176    2.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    2.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755    1.6387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.2410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604   -0.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929   -1.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 20 29  2  0  0  0  0
 15 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0198804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]1(OC(C)=O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=CC1=C3)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H18N2O5/c1-3-22(29-12(2)25)16-9-18-19-14(8-13-6-4-5-7-17(13)23-19)10-24(18)20(26)15(16)11-28-21(22)27/h4-9H,3,10-11H2,1-2H3/t22-/m0/s1

> <INCHI_KEY>
ASVIEXKOXDCZDF-QFIPXVFZSA-N

> <FORMULA>
C22H18N2O5

> <MOLECULAR_WEIGHT>
390.395

> <EXACT_MASS>
390.121571688

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
40.090588798030936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-19-yl acetate

> <JCHEM_LOGP>
1.6613686483333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.073064238845329

> <JCHEM_POLAR_SURFACE_AREA>
85.80000000000001

> <JCHEM_REFRACTIVITY>
103.64400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-19-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       7.818   2.328   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.178   3.051   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.484   2.235   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.061   3.662   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.113   4.876   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.690   6.304   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.588   4.662   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.990   1.914   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.021   3.059   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      12.466   0.450   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.436  -0.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.930  -0.374   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.454   1.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.947   1.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.917   0.266   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.393  -1.199   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       8.899  -1.519   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.375  -2.984   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.147  -2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.901  -1.199   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.395  -1.519   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.346   1.410   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       5.377   0.266   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   13                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   20   15                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
O-Acetylcamptothecin	MeSH
Camptothecin-20-acetate	MeSH
Camptothecin-20(S)-acetate	MeSH

Chemical Formula

C₂₂H₁₈N₂O₅

Average Mass

390.3950 Da

Monoisotopic Mass

390.12157 Da

IUPAC Name

(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-19-yl acetate

Traditional Name

(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-19-yl acetate

CAS Registry Number

Not Available

SMILES

CC[C@@]1(OC(C)=O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=CC1=C3)C2=O

InChI Identifier

InChI=1S/C22H18N2O5/c1-3-22(29-12(2)25)16-9-18-19-14(8-13-6-4-5-7-17(13)23-19)10-24(18)20(26)15(16)11-28-21(22)27/h4-9H,3,10-11H2,1-2H3/t22-/m0/s1

InChI Key

ASVIEXKOXDCZDF-QFIPXVFZSA-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
Camptotheca acuminata	LOTUS Database	35616633
Nothapodytes nimmoniana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Camptothecins

Sub Class

Not Available

Direct Parent

Camptothecins

Alternative Parents

Substituents

Camptothecin
Pyranopyridine
Quinoline
Pyridinone
Dicarboxylic acid or derivatives
Pyridine
Benzenoid
Heteroaromatic compound
Lactone
Lactam
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
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	1.66	ChemAxon
pKa (Strongest Basic)	3.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	85.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.64 m³·mol⁻¹	ChemAxon
Polarizability	40.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8062365

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9886692

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for camptothecin acetate (NP0198804)

MOL for NP0198804 (camptothecin acetate)

3D MOL for NP0198804 (camptothecin acetate)

3D SDF for NP0198804 (camptothecin acetate)

3D-SDF for NP0198804 (camptothecin acetate)

PDB for NP0198804 (camptothecin acetate)

3D PDB for NP0198804 (camptothecin acetate)

SMILES for NP0198804 (camptothecin acetate)

INCHI for NP0198804 (camptothecin acetate)

Structure for NP0198804 (camptothecin acetate)

3D Structure for NP0198804 (camptothecin acetate)