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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:47 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030263

Secondary Accession Numbers

HMDB30263

Metabolite Identification

Common Name

Rhazidigenine Nb-oxide

Description

Rhazidigenine Nb-oxide belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Rhazidigenine Nb-oxide is a strong basic compound (based on its pKa). Alkaloid from the bark of Aspidosperma quebracho-blanco (quebracho).

Structure

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

HMDB0030263
     RDKit          3D
Rhazidigenine Nb-oxide
 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.7089    2.5035   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.4306    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    0.6406    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -0.0225   -1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.3322   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2672   -2.3149   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -1.7000    0.6562 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3099   -2.4803    1.8037 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0038   -1.8598    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.1494    0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.1095   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1798   -0.2751   -1.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.2585    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002    1.7816    0.5519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277    0.9089    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.1364    0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    0.1186   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -1.0909   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268   -1.2773   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1740   -0.2796   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1592    1.8164    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8485    1.5414   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477   -0.4340    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.2082   -1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6678    2.8463    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1232    3.4467   -0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486    1.8964    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478    0.7542    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.5990   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -0.1751   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7669   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.0934   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -3.0036   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9672   -2.9747    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -1.7412   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452   -2.9672    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571   -1.8249    1.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7801   -0.6879    1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.0923   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970    2.0880    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9934    0.3334   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001   -1.8503   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -2.2324   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.4883    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383    2.9313    0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    2.5400   -0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    1.2778   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1719   -0.1422    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.6682    1.5448 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  1  0
 21 22  1  0
  7 23  1  0
 22  3  1  0
 23  3  1  0
 20 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
M  CHG  2   7   1   8  -1
M  END


  Mrv0541 05061305072D          

 23 26  0  0  0  0            999 V2000
    1.1995    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7263    1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5236   -1.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8857   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250    1.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217    0.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662    0.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -1.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -1.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684   -1.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -0.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018    0.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801    0.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750    0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228   -0.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087    0.8757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385   -1.0460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -1.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -1.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  8  1  0  0  0  0
 12  5  1  0  0  0  0
 13 11  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  2  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 18  2  1  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 19  1  0  0  0  0
 23 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030263

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC12CCCN(=O)(C1)CCC1(O)C(CC2)=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H26N2O2/c1-2-18-9-5-12-21(23,14-18)13-11-19(22)15-6-3-4-7-16(15)20-17(19)8-10-18/h3-4,6-7,22H,2,5,8-14H2,1H3

> <INCHI_KEY>
DJKWUXVCQNIASK-UHFFFAOYSA-N

> <FORMULA>
C19H26N2O2

> <MOLECULAR_WEIGHT>
314.4219

> <EXACT_MASS>
314.199428086

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.60244807109784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-ethyl-4-hydroxy-1λ⁵,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-5,7,9,11-tetraen-1-one

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
2.2743106810000002

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.70403515897365

> <JCHEM_PKA_STRONGEST_BASIC>
4.062726042086545

> <JCHEM_POLAR_SURFACE_AREA>
59.470000000000006

> <JCHEM_REFRACTIVITY>
93.67299999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-ethyl-4-hydroxy-1λ⁵,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-5,7,9,11-tetraen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030263
     RDKit          3D
Rhazidigenine Nb-oxide
 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.7089    2.5035   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.4306    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    0.6406    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -0.0225   -1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.3322   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2672   -2.3149   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -1.7000    0.6562 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3099   -2.4803    1.8037 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0038   -1.8598    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.1494    0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.1095   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1798   -0.2751   -1.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.2585    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002    1.7816    0.5519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277    0.9089    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.1364    0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    0.1186   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -1.0909   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268   -1.2773   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1740   -0.2796   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1592    1.8164    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8485    1.5414   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477   -0.4340    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.2082   -1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6678    2.8463    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1232    3.4467   -0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486    1.8964    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478    0.7542    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.5990   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -0.1751   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7669   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.0934   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -3.0036   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9672   -2.9747    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -1.7412   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452   -2.9672    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571   -1.8249    1.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7801   -0.6879    1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.0923   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970    2.0880    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9934    0.3334   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001   -1.8503   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -2.2324   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.4883    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383    2.9313    0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    2.5400   -0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    1.2778   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1719   -0.1422    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.6682    1.5448 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  1  0
 21 22  1  0
  7 23  1  0
 22  3  1  0
 23  3  1  0
 20 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
M  CHG  2   7   1   8  -1
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.239   3.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.356   2.244   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.311  -1.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.987  -0.607   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.162  -0.976   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.774  -2.097   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.126   0.671   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.900   1.900   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.414   0.492   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.297   1.834   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.577  -1.955   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.880  -2.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.048  -2.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.387  -0.529   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.914  -0.819   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.590   0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.123   0.913   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.007   0.848   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.389  -0.604   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       7.483   1.635   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.499  -1.953   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       7.052  -1.995   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.362  -3.486   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   18                                                       
CONECT    3    4    6                                                       
CONECT    4    3    7                                                       
CONECT    5    9   12                                                       
CONECT    6    3   15                                                       
CONECT    7    4   16                                                       
CONECT    8   10   17                                                       
CONECT    9    5   18                                                       
CONECT   10    8   18                                                       
CONECT   11   13   19                                                       
CONECT   12    5   21                                                       
CONECT   13   11   21                                                       
CONECT   14   18   21                                                       
CONECT   15    6   16   19                                                  
CONECT   16    7   15   20                                                  
CONECT   17    8   19   20                                                  
CONECT   18    2    9   10   14                                             
CONECT   19   11   15   17   22                                             
CONECT   20   16   17                                                       
CONECT   21   12   13   14   23                                             
CONECT   22   19                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0030263
HETATM    1  C1  UNL     1      -3.709   2.503  -0.277  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.185   1.431   0.587  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.997   0.641   0.083  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.412  -0.022  -1.213  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.125  -1.332  -0.970  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.267  -2.315  -0.211  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.305  -1.700   0.656  1.00  0.00           N1+
HETATM    8  O1  UNL     1      -1.310  -2.480   1.804  1.00  0.00           O1-
HETATM    9  C7  UNL     1       0.004  -1.860   0.128  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.097  -1.149   0.851  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.711  -0.110  -0.088  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.180  -0.275  -1.386  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.525   1.259   0.435  1.00  0.00           C  
HETATM   14  N2  UNL     1       2.700   1.782   0.552  1.00  0.00           N  
HETATM   15  C11 UNL     1       3.728   0.909   0.164  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.092   1.136   0.162  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.933   0.119  -0.262  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.405  -1.091  -0.671  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.027  -1.277  -0.653  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.174  -0.280  -0.236  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.159   1.816   0.763  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.848   1.541  -0.245  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.748  -0.434   1.081  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.084   2.208  -1.276  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.668   2.846   0.243  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.123   3.447  -0.308  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.949   1.896   1.591  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.048   0.754   0.832  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.085   0.599  -1.828  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.517  -0.175  -1.889  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.355  -1.767  -1.953  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.043  -1.093  -0.395  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.729  -3.004  -0.926  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.967  -2.975   0.342  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.049  -1.741  -0.991  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.245  -2.967   0.229  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.957  -1.825   1.135  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.780  -0.688   1.801  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.859  -0.092  -2.077  1.00  0.00           H  
HETATM   40  H17 UNL     1       5.497   2.088   0.484  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.993   0.333  -0.250  1.00  0.00           H  
HETATM   42  H19 UNL     1       6.100  -1.850  -0.991  1.00  0.00           H  
HETATM   43  H20 UNL     1       3.636  -2.232  -0.977  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.022   1.488   1.802  1.00  0.00           H  
HETATM   45  H22 UNL     1       0.338   2.931   0.894  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.353   2.540  -0.494  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.405   1.278  -1.224  1.00  0.00           H  
HETATM   48  H25 UNL     1      -1.172  -0.142   1.980  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.766  -0.668   1.545  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   22   23
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8    9   23
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   13   20
CONECT   12   39
CONECT   13   14   14   21
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   21   22   44   45
CONECT   22   46   47
CONECT   23   48   49
END

HMDB0030263
     RDKit          3D
Rhazidigenine Nb-oxide
 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.7089    2.5035   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.4306    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966    0.6406    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -0.0225   -1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -1.3322   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2672   -2.3149   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -1.7000    0.6562 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3099   -2.4803    1.8037 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0038   -1.8598    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.1494    0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.1095   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1798   -0.2751   -1.3864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    1.2585    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002    1.7816    0.5519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277    0.9089    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    1.1364    0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    0.1186   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -1.0909   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0268   -1.2773   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1740   -0.2796   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1592    1.8164    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8485    1.5414   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477   -0.4340    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.2082   -1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6678    2.8463    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1232    3.4467   -0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486    1.8964    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478    0.7542    0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.5990   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -0.1751   -1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -1.7669   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.0934   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7290   -3.0036   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9672   -2.9747    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -1.7412   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452   -2.9672    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571   -1.8249    1.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7801   -0.6879    1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.0923   -2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970    2.0880    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9934    0.3334   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001   -1.8503   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -2.2324   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.4883    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383    2.9313    0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    2.5400   -0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4048    1.2778   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1719   -0.1422    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.6682    1.5448 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13 21  1  0
 21 22  1  0
  7 23  1  0
 22  3  1  0
 23  3  1  0
 20 11  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
M  CHG  2   7   1   8  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆N₂O₂

Average Molecular Weight

314.4219

Monoisotopic Molecular Weight

314.199428086

IUPAC Name

15-ethyl-4-hydroxy-1λ⁵,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-5,7,9,11-tetraen-1-one

Traditional Name

15-ethyl-4-hydroxy-1λ⁵,11-diazatetracyclo[13.3.1.0⁴,¹².0⁵,¹⁰]nonadeca-5,7,9,11-tetraen-1-one

CAS Registry Number

26066-43-3

SMILES

CCC12CCCN(=O)(C1)CCC1(O)C(CC2)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H26N2O2/c1-2-18-9-5-12-21(23,14-18)13-11-19(22)15-6-3-4-7-16(15)20-17(19)8-10-18/h3-4,6-7,22H,2,5,8-14H2,1H3

InChI Key

DJKWUXVCQNIASK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030263)
Cytoplasm (HMDB: HMDB0030263)

Source

Endogenous

Endogenous (HMDB: HMDB0030263)

Exogenous

Food

Food (HMDB: HMDB0030263)

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
Water Solubility	0.0048 g/L	ALOGPS
logP	1.14	ALOGPS
logP	2.27	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	4.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.67 m³·mol⁻¹	ChemAxon
Polarizability	35.6 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	174.557	31661259
DarkChem	[M-H]-	171.561	31661259
DeepCCS	[M-2H]-	207.833	30932474
DeepCCS	[M+Na]+	183.327	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.7	32859911
AllCCS	[M-H]-	185.8	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	186.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rhazidigenine Nb-oxide	CCC12CCCN(=O)(C1)CCC1(O)C(CC2)=NC2=CC=CC=C12	3691.0	Standard polar	33892256
Rhazidigenine Nb-oxide	CCC12CCCN(=O)(C1)CCC1(O)C(CC2)=NC2=CC=CC=C12	2165.3	Standard non polar	33892256
Rhazidigenine Nb-oxide	CCC12CCCN(=O)(C1)CCC1(O)C(CC2)=NC2=CC=CC=C12	2591.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rhazidigenine Nb-oxide,1TMS,isomer #1	CCC12CCC[N+]([O-])(CCC3(O[Si](C)(C)C)C(=NC4=CC=CC=C43)CC1)C2	2663.8	Semi standard non polar	33892256
Rhazidigenine Nb-oxide,1TBDMS,isomer #1	CCC12CCC[N+]([O-])(CCC3(O[Si](C)(C)C(C)(C)C)C(=NC4=CC=CC=C43)CC1)C2	2907.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rhazidigenine Nb-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-3090000000-93b2706be53f8d31b0ca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rhazidigenine Nb-oxide GC-MS (1 TMS) - 70eV, Positive	splash10-0abc-5019000000-c7d2a9521cb54585ca8d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rhazidigenine Nb-oxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 10V, Positive-QTOF	splash10-014i-0029000000-3271da94beecea51bddb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 20V, Positive-QTOF	splash10-014j-0097000000-563a76e9e789673e300d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 40V, Positive-QTOF	splash10-00rt-3090000000-eba1e5f21f03078f453d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 10V, Negative-QTOF	splash10-03di-0009000000-9ec7f43edf268d1a67e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 20V, Negative-QTOF	splash10-03di-0009000000-38020eba632877a56c12	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 40V, Negative-QTOF	splash10-03dl-8009000000-d782505b1fafc7ea19e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 10V, Positive-QTOF	splash10-014i-0009000000-8ebfdf36fd662de1b511	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 20V, Positive-QTOF	splash10-00kb-0094000000-036dadeb31cdb5aa6837	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 40V, Positive-QTOF	splash10-052b-1090000000-8153fc2f71bb70c5d576	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 10V, Negative-QTOF	splash10-03di-0009000000-87a82976945f1e7b5af7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 20V, Negative-QTOF	splash10-03di-0009000000-87a82976945f1e7b5af7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhazidigenine Nb-oxide 40V, Negative-QTOF	splash10-03di-0009000000-87a82976945f1e7b5af7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002091

KNApSAcK ID

Not Available

Chemspider ID

544464

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

626805

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Rhazidigenine Nb-oxide (HMDB0030263)

MOL for HMDB0030263 (Rhazidigenine Nb-oxide)

3D MOL for HMDB0030263 (Rhazidigenine Nb-oxide)

3D SDF for HMDB0030263 (Rhazidigenine Nb-oxide)

3D-SDF for HMDB0030263 (Rhazidigenine Nb-oxide)

PDB for HMDB0030263 (Rhazidigenine Nb-oxide)

3D PDB for HMDB0030263 (Rhazidigenine Nb-oxide)

SMILES for HMDB0030263 (Rhazidigenine Nb-oxide)

INCHI for HMDB0030263 (Rhazidigenine Nb-oxide)

Structure for HMDB0030263 (Rhazidigenine Nb-oxide)

3D Structure for HMDB0030263 (Rhazidigenine Nb-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra