Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:23 UTC

Update Date

2021-09-26 23:09:41 UTC

HMDB ID

HMDB0255119

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Desmethyl Topotecan

Description

19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione 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). Based on a literature review very few articles have been published on 19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desmethyl topotecan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Desmethyl Topotecan is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112116412D          

 30 34  0  0  0  0            999 V2000
    5.4176   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9255   -1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929    1.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168   -0.8093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END

HMDB0255119
     RDKit          3D
N-Desmethyl Topotecan
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.8240   -0.7367   -1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6003   -0.3561   -0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    0.6937    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    1.8291   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7617    1.0087    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6246    1.9480    1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5985    0.2752    2.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.8320    2.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -0.5049    1.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    0.2231    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.5104    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117    0.0630    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087   -0.6335    1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655   -0.9246    2.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -1.5954    3.4936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.9435    2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -0.3327    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.2609    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.3975   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383    0.4518   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -0.2448    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4169   -0.2556   -0.2325 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0687   -0.9194    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    1.1092   -2.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    1.2328   -2.4214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931    1.7166   -2.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    1.6381   -2.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259    0.9886   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    0.9266   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    0.2781    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2536   -1.6826   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.0198   -2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7614   -0.8277   -1.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5875    0.0791   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8315   -1.2248    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    1.5592   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4960   -1.0669    3.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1809   -1.7693    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.0788   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -2.0294    2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.3688    2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446   -0.7421    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -1.2845    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.2855    1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6445   -0.9759   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1050   -0.1809    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1106   -1.0974    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268   -1.8280    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306    0.9726   -2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    2.2189   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.1143   -3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10  3  1  0
 30 12  1  0
 14  9  1  0
 30 17  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END


  Mrv1652309112116412D          

 30 34  0  0  0  0            999 V2000
    5.4176   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9255   -1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    0.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2929    1.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168   -0.8093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  4 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 14 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255119

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(O)=C(CNC)C1=C3)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H21N3O5/c1-3-22(29)15-7-17-19-11(9-25(17)20(27)14(15)10-30-21(22)28)6-12-13(8-23-2)18(26)5-4-16(12)24-19/h4-7,23,26,29H,3,8-10H2,1-2H3

> <INCHI_KEY>
ZWUJOGCYOWLZFL-UHFFFAOYSA-N

> <FORMULA>
C22H21N3O5

> <MOLECULAR_WEIGHT>
407.426

> <EXACT_MASS>
407.148120788

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
43.03644736006732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-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)-heptaene-14,18-dione

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
-0.662638100398187

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.737531453965708

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.84562437090407

> <JCHEM_PKA_STRONGEST_BASIC>
10.490506043587093

> <JCHEM_POLAR_SURFACE_AREA>
111.99000000000001

> <JCHEM_REFRACTIVITY>
109.72139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-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)-heptaene-14,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255119
     RDKit          3D
N-Desmethyl Topotecan
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.8240   -0.7367   -1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6003   -0.3561   -0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    0.6937    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    1.8291   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7617    1.0087    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6246    1.9480    1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5985    0.2752    2.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.8320    2.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -0.5049    1.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    0.2231    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.5104    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117    0.0630    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087   -0.6335    1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655   -0.9246    2.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -1.5954    3.4936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.9435    2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -0.3327    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.2609    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.3975   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383    0.4518   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -0.2448    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4169   -0.2556   -0.2325 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0687   -0.9194    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    1.1092   -2.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    1.2328   -2.4214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931    1.7166   -2.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    1.6381   -2.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259    0.9886   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    0.9266   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    0.2781    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2536   -1.6826   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.0198   -2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7614   -0.8277   -1.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5875    0.0791   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8315   -1.2248    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    1.5592   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4960   -1.0669    3.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1809   -1.7693    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.0788   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -2.0294    2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.3688    2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446   -0.7421    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -1.2845    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.2855    1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6445   -0.9759   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1050   -0.1809    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1106   -1.0974    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268   -1.8280    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306    0.9726   -2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    2.2189   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.1143   -3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10  3  1  0
 30 12  1  0
 14  9  1  0
 30 17  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      10.113  -3.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.061  -2.122   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.484  -0.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.454   0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.930   1.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.436   2.235   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.466   1.090   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.990  -0.374   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.021  -1.519   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.899   3.059   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.375   4.524   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       7.393   2.739   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.147   3.644   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.901   2.739   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.377   1.274   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.917   1.274   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.947   0.130   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.346   0.130   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.395   3.059   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.382   3.699   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       1.412   4.844   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       0.936   6.308   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.679   1.410   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.178  -1.511   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   30                                             
CONECT    4    3    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   12   17                                                  
CONECT   17   16    4                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24   14                                                       
CONECT   26   23   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   22                                                            
CONECT   30    3                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0255119
HETATM    1  C1  UNL     1      -4.824  -0.737  -1.807  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.600  -0.356  -0.575  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.914   0.694   0.239  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.758   1.829  -0.549  1.00  0.00           O  
HETATM    5  C4  UNL     1      -5.762   1.009   1.419  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.625   1.948   1.341  1.00  0.00           O  
HETATM    7  O3  UNL     1      -5.598   0.275   2.583  1.00  0.00           O  
HETATM    8  C5  UNL     1      -4.743  -0.832   2.691  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.489  -0.505   1.945  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.602   0.223   0.780  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.434   0.510   0.114  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.212   0.063   0.633  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.109  -0.634   1.749  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.265  -0.925   2.420  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.162  -1.595   3.494  1.00  0.00           O  
HETATM   16  C11 UNL     1       0.279  -0.944   2.017  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.012  -0.333   0.899  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.368  -0.261   0.551  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.756   0.398  -0.587  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.138   0.452  -0.900  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.026  -0.245   0.055  1.00  0.00           C  
HETATM   22  N2  UNL     1       6.417  -0.256  -0.233  1.00  0.00           N  
HETATM   23  C17 UNL     1       7.069  -0.919   0.939  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.583   1.109  -2.027  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.883   1.233  -2.421  1.00  0.00           O  
HETATM   26  C19 UNL     1       3.593   1.717  -2.848  1.00  0.00           C  
HETATM   27  C20 UNL     1       2.275   1.638  -2.509  1.00  0.00           C  
HETATM   28  C21 UNL     1       1.826   0.989  -1.390  1.00  0.00           C  
HETATM   29  N3  UNL     1       0.516   0.927  -1.066  1.00  0.00           N  
HETATM   30  C22 UNL     1       0.114   0.278   0.058  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.254  -1.683  -2.198  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.983   0.020  -2.608  1.00  0.00           H  
HETATM   33  H3  UNL     1      -3.761  -0.828  -1.538  1.00  0.00           H  
HETATM   34  H4  UNL     1      -6.588   0.079  -0.887  1.00  0.00           H  
HETATM   35  H5  UNL     1      -5.832  -1.225   0.046  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.392   1.559  -1.408  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.496  -1.067   3.759  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.181  -1.769   2.288  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.505   1.079  -0.799  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.459  -2.029   2.134  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.572  -0.369   2.943  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.045  -0.742   1.234  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.641  -1.284   0.261  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.894   0.285   1.043  1.00  0.00           H  
HETATM   45  H15 UNL     1       6.644  -0.976  -1.003  1.00  0.00           H  
HETATM   46  H16 UNL     1       7.105  -0.181   1.772  1.00  0.00           H  
HETATM   47  H17 UNL     1       8.111  -1.097   0.599  1.00  0.00           H  
HETATM   48  H18 UNL     1       6.527  -1.828   1.200  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.731   0.973  -2.090  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.975   2.219  -3.718  1.00  0.00           H  
HETATM   51  H21 UNL     1       1.533   2.114  -3.158  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4    5   10
CONECT    4   36
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   37   38
CONECT    9   10   10   14
CONECT   10   11
CONECT   11   12   12   39
CONECT   12   13   30
CONECT   13   14   16
CONECT   14   15   15
CONECT   16   17   40   41
CONECT   17   18   18   30
CONECT   18   19   42
CONECT   19   20   20   28
CONECT   20   21   24
CONECT   21   22   43   44
CONECT   22   23   45
CONECT   23   46   47   48
CONECT   24   25   26   26
CONECT   25   49
CONECT   26   27   50
CONECT   27   28   28   51
CONECT   28   29
CONECT   29   30   30
END

HMDB0255119
     RDKit          3D
N-Desmethyl Topotecan
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.8240   -0.7367   -1.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6003   -0.3561   -0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142    0.6937    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7583    1.8291   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7617    1.0087    1.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6246    1.9480    1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5985    0.2752    2.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.8320    2.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4895   -0.5049    1.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    0.2231    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.5104    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117    0.0630    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087   -0.6335    1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655   -0.9246    2.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -1.5954    3.4936 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.9435    2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -0.3327    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.2609    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.3975   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383    0.4518   -0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -0.2448    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4169   -0.2556   -0.2325 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0687   -0.9194    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    1.1092   -2.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834    1.2328   -2.4214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931    1.7166   -2.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    1.6381   -2.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259    0.9886   -1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158    0.9266   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    0.2781    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2536   -1.6826   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834    0.0198   -2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7614   -0.8277   -1.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5875    0.0791   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8315   -1.2248    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3916    1.5592   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4960   -1.0669    3.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1809   -1.7693    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5051    1.0788   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -2.0294    2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.3688    2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446   -0.7421    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -1.2845    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8936    0.2855    1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6445   -0.9759   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1050   -0.1809    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1106   -1.0974    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268   -1.8280    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306    0.9726   -2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    2.2189   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.1143   -3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 10  3  1  0
 30 12  1  0
 14  9  1  0
 30 17  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₁N₃O₅

Average Molecular Weight

407.426

Monoisotopic Molecular Weight

407.148120788

IUPAC Name

19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-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)-heptaene-14,18-dione

Traditional Name

19-ethyl-7,19-dihydroxy-8-[(methylamino)methyl]-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)-heptaene-14,18-dione

CAS Registry Number

Not Available

SMILES

CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(O)=C(CNC)C1=C3)C2=O

InChI Identifier

InChI=1S/C22H21N3O5/c1-3-22(29)15-7-17-19-11(9-25(17)20(27)14(15)10-30-21(22)28)6-12-13(8-23-2)18(26)5-4-16(12)24-19/h4-7,23,26,29H,3,8-10H2,1-2H3

InChI Key

ZWUJOGCYOWLZFL-UHFFFAOYSA-N

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
Hydroxyquinoline
Pyranopyridine
Quinoline
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyridinone
Aralkylamine
Benzenoid
Pyridine
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Lactam
Lactone
Amino acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Secondary aliphatic amine
Secondary amine
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.29	ALOGPS
logP	-0.66	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	10.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.72 m³·mol⁻¹	ChemAxon
Polarizability	43.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	200.739	30932474
DeepCCS	[M-H]-	198.381	30932474
DeepCCS	[M-2H]-	232.03	30932474
DeepCCS	[M+Na]+	207.258	30932474
AllCCS	[M+H]+	193.8	32859911
AllCCS	[M+H-H2O]+	191.5	32859911
AllCCS	[M+NH4]+	196.0	32859911
AllCCS	[M+Na]+	196.6	32859911
AllCCS	[M-H]-	191.7	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyl Topotecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(O)=C(CNC)C1=C3)C2=O	4607.8	Standard polar	33892256
N-Desmethyl Topotecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(O)=C(CNC)C1=C3)C2=O	3400.9	Standard non polar	33892256
N-Desmethyl Topotecan	CCC1(O)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC(O)=C(CNC)C1=C3)C2=O	4192.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyl Topotecan,3TMS,isomer #1	CCC1(O[Si](C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C)C(CN(C)[Si](C)(C)C)=C4C=C3CN1C2=O	3689.0	Semi standard non polar	33892256
N-Desmethyl Topotecan,3TMS,isomer #1	CCC1(O[Si](C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C)C(CN(C)[Si](C)(C)C)=C4C=C3CN1C2=O	3834.2	Standard non polar	33892256
N-Desmethyl Topotecan,3TMS,isomer #1	CCC1(O[Si](C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C)C(CN(C)[Si](C)(C)C)=C4C=C3CN1C2=O	4436.3	Standard polar	33892256
N-Desmethyl Topotecan,3TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C(C)(C)C)C(CN(C)[Si](C)(C)C(C)(C)C)=C4C=C3CN1C2=O	4271.4	Semi standard non polar	33892256
N-Desmethyl Topotecan,3TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C(C)(C)C)C(CN(C)[Si](C)(C)C(C)(C)C)=C4C=C3CN1C2=O	4438.7	Standard non polar	33892256
N-Desmethyl Topotecan,3TBDMS,isomer #1	CCC1(O[Si](C)(C)C(C)(C)C)C(=O)OCC2=C1C=C1C3=NC4=CC=C(O[Si](C)(C)C(C)(C)C)C(CN(C)[Si](C)(C)C(C)(C)C)=C4C=C3CN1C2=O	4566.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (Non-derivatized) - 70eV, Positive	splash10-01si-0019000000-9f5738567a0fa0811513	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyl Topotecan GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28552638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75085602

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Desmethyl Topotecan (HMDB0255119)

MOL for HMDB0255119 (N-Desmethyl Topotecan)

3D MOL for HMDB0255119 (N-Desmethyl Topotecan)

3D SDF for HMDB0255119 (N-Desmethyl Topotecan)

3D-SDF for HMDB0255119 (N-Desmethyl Topotecan)

PDB for HMDB0255119 (N-Desmethyl Topotecan)

3D PDB for HMDB0255119 (N-Desmethyl Topotecan)

SMILES for HMDB0255119 (N-Desmethyl Topotecan)

INCHI for HMDB0255119 (N-Desmethyl Topotecan)

Structure for HMDB0255119 (N-Desmethyl Topotecan)

3D Structure for HMDB0255119 (N-Desmethyl Topotecan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra