NP-MRD: Showing NP-Card for flustramine M (NP0034816)

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Record Information

Version

2.0

Created at

2021-06-20 18:26:14 UTC

Updated at

2021-06-30 00:05:26 UTC

NP-MRD ID

NP0034816

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flustramine M

Provided By

JEOL Database JEOL Logo

Description

Flustramine M belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. flustramine M is found in Flustra foliacea. flustramine M was first documented in 2009 (Rochfort, S. J., et al.). Based on a literature review very few articles have been published on Flustramine M.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120263D          

 53 56  0  0  0  0            999 V2000
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   -1.8861   -1.6365    1.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -2.6770    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7658   -0.5065    2.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028   -0.0744    3.0930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1692    1.1747    2.6192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7067    2.4157    2.4031 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1589    3.5637    2.8959 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7753    2.9890    4.0889 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.8409    3.8189    4.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4294    1.0261    1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746    0.8010    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2081    0.4795   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306202120263D          

 53 56  0  0  0  0            999 V2000
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    2.6376    4.0068    3.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    1.0166    4.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    1.6044    3.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165    0.3112   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734   -0.0900   -2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215   -1.5737   -3.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142   -2.1139   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516   -1.7127   -3.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.8114   -4.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867    0.8980   -4.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    2.0299   -3.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370    0.2765   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0  0  0  0
  4  2  2  3  0  0  0
 11  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 16 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 13  2  0  0  0  0
 11 43  1  1  0  0  0
 26 25  2  0  0  0  0
 14 15  1  0  0  0  0
 17 25  1  0  0  0  0
 26 13  1  0  0  0  0
  6  5  1  1  0  0  0
  1  2  1  0  0  0  0
  4  5  1  0  0  0  0
 13 12  1  0  0  0  0
 25 24  1  0  0  0  0
 24 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 17  1  0  0  0  0
 12 11  1  0  0  0  0
 19 20  1  0  0  0  0
  6 26  1  0  0  0  0
 20 21  1  0  0  0  0
  6 11  1  0  0  0  0
 20 22  1  0  0  0  0
  2  3  1  0  0  0  0
 20 23  1  1  0  0  0
  4 33  1  0  0  0  0
  5 34  1  0  0  0  0
  5 35  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
 16 45  1  0  0  0  0
 12 44  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
  7 36  1  0  0  0  0
  7 37  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 18 46  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
 23 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034816

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(C1=C([H])C2=C([H])C(Br)=C3N([H])[C@@]4([H])N(C([H])([H])[H])C([H])([H])C([H])([H])[C@]4(C3=C2O1)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H27BrN2O2/c1-12(2)6-7-21-8-9-24(5)19(21)23-17-14(22)10-13-11-15(20(3,4)25)26-18(13)16(17)21/h6,10-11,19,23,25H,7-9H2,1-5H3/t19-,21-/m0/s1

> <INCHI_KEY>
QVSZPENHGLTTAS-FPOVZHCZSA-N

> <FORMULA>
C21H27BrN2O2

> <MOLECULAR_WEIGHT>
419.363

> <EXACT_MASS>
418.125591

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.69027085473897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(11S,15S)-8-bromo-12-methyl-15-(3-methylbut-2-en-1-yl)-3-oxa-10,12-diazatetracyclo[7.6.0.0^{2,6}.0^{11,15}]pentadeca-1,4,6,8-tetraen-4-yl]propan-2-ol

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.092700520999999

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.736875987449622

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.01289580453173

> <JCHEM_PKA_STRONGEST_BASIC>
4.078550902142313

> <JCHEM_POLAR_SURFACE_AREA>
48.64

> <JCHEM_REFRACTIVITY>
110.87210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(11S,15S)-8-bromo-12-methyl-15-(3-methylbut-2-en-1-yl)-3-oxa-10,12-diazatetracyclo[7.6.0.0^{2,6}.0^{11,15}]pentadeca-1,4,6,8-tetraen-4-yl]propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.1683   -1.9469    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.6365    1.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -2.6770    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7658   -0.5065    2.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1692    1.1747    2.6192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7067    2.4157    2.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589    3.5637    2.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7753    2.9890    4.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    3.8189    4.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094    1.6329    3.7258 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5290    1.3691    3.1810 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4294    1.0261    1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4746    0.8010    0.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782    0.9444    1.5136 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.4795   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8660    0.3956   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2110    0.1291   -2.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469    0.2075   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651    0.0248   -2.6589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4879   -1.4219   -3.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613    0.9891   -3.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219    0.3255   -1.8690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5007   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504    0.6101    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931    0.9051    1.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085   -2.8705    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9123   -1.1508    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9791   -2.0793   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474   -2.3871    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6395   -2.8646    0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -3.6165    1.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6174    0.1734    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0971   -0.9015    3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0255    0.1330    4.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6130    2.3642    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187    2.5613    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484    4.4429    3.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013    3.8450    2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2852    3.3531    5.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420    4.7882    4.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376    4.0068    3.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    1.0166    4.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    1.6044    3.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165    0.3112   -1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734   -0.0900   -2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215   -1.5737   -3.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142   -2.1139   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516   -1.7127   -3.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.8114   -4.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867    0.8980   -4.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    2.0299   -3.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2370    0.2765   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0
  4  2  2  3
 11  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
 16 14  1  0
  9 10  1  0
 14 13  2  0
 11 43  1  1
 26 25  2  0
 14 15  1  0
 17 25  1  0
 26 13  1  0
  6  5  1  1
  1  2  1  0
  4  5  1  0
 13 12  1  0
 25 24  1  0
 24 19  1  0
 19 18  2  0
 18 17  1  0
 12 11  1  0
 19 20  1  0
  6 26  1  0
 20 21  1  0
  6 11  1  0
 20 22  1  0
  2  3  1  0
 20 23  1  1
  4 33  1  0
  5 34  1  0
  5 35  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
 16 45  1  0
 12 44  1  0
  8 38  1  0
  8 39  1  0
  7 36  1  0
  7 37  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 18 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.168  -1.947   0.781  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.886  -1.637   1.509  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.814  -2.677   1.339  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.766  -0.506   2.234  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.603  -0.074   3.093  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.169   1.175   2.619  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.707   2.416   2.403  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.159   3.564   2.896  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.775   2.989   4.089  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.841   3.819   4.622  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.209   1.633   3.726  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.529   1.369   3.181  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.429   1.026   1.842  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.475   0.801   0.951  0.00  0.00           C+0
HETATM   15 Br   UNK     0       5.278   0.944   1.514  0.00  0.00          Br+0
HETATM   16  C   UNK     0       3.208   0.480  -0.389  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.866   0.396  -0.815  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.211   0.129  -2.046  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.147   0.208  -1.803  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.365   0.025  -2.659  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.488  -1.422  -3.132  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.361   0.989  -3.843  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.522   0.326  -1.869  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.364   0.501  -0.485  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.850   0.610   0.113  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.093   0.905   1.446  0.00  0.00           C+0
HETATM   27  H   UNK     0      -3.608  -2.870   1.170  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.912  -1.151   0.889  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.979  -2.079  -0.289  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.147  -2.387   1.768  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.640  -2.865   0.274  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.123  -3.616   1.808  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.617   0.173   2.265  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.097  -0.902   3.255  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.026   0.133   4.087  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.613   2.364   3.020  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.019   2.561   1.364  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.448   4.443   3.134  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.901   3.845   2.139  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.285   3.353   5.508  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.442   4.788   4.941  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.638   4.007   3.893  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.104   1.017   4.627  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.391   1.604   3.644  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.016   0.311  -1.094  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.673  -0.090  -2.999  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.422  -1.574  -3.686  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.514  -2.114  -2.282  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.652  -1.713  -3.777  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.514   0.811  -4.514  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.287   0.898  -4.423  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.311   2.030  -3.501  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.237   0.277  -0.935  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   30   31   32                                             
CONECT    4    2    5   33                                                  
CONECT    5    6    4   34   35                                             
CONECT    6    7    5   26   11                                             
CONECT    7    8    6   36   37                                             
CONECT    8    9    7   38   39                                             
CONECT    9   11    8   10                                                  
CONECT   10    9   40   41   42                                             
CONECT   11    9   43   12    6                                             
CONECT   12   13   11   44                                                  
CONECT   13   14   26   12                                                  
CONECT   14   16   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17   14   45                                                  
CONECT   17   16   25   18                                                  
CONECT   18   19   17   46                                                  
CONECT   19   24   18   20                                                  
CONECT   20   19   21   22   23                                             
CONECT   21   20   47   48   49                                             
CONECT   22   20   50   51   52                                             
CONECT   23   20   53                                                       
CONECT   24   25   19                                                       
CONECT   25   26   17   24                                                  
CONECT   26   25   13    6                                                  
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    5                                                            
CONECT   35    5                                                            
CONECT   36    7                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   16                                                            
CONECT   46   18                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
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 23 53  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇BrN₂O₂

Average Mass

419.3630 Da

Monoisotopic Mass

418.12559 Da

IUPAC Name

2-[(11S,15S)-8-bromo-12-methyl-15-(3-methylbut-2-en-1-yl)-3-oxa-10,12-diazatetracyclo[7.6.0.0^{2,6}.0^{11,15}]pentadeca-1,4,6,8-tetraen-4-yl]propan-2-ol

Traditional Name

2-[(11S,15S)-8-bromo-12-methyl-15-(3-methylbut-2-en-1-yl)-3-oxa-10,12-diazatetracyclo[7.6.0.0^{2,6}.0^{11,15}]pentadeca-1,4,6,8-tetraen-4-yl]propan-2-ol

CAS Registry Number

Not Available

SMILES

[H]OC(C1=C([H])C2=C([H])C(Br)=C3N([H])[C@@]4([H])N(C([H])([H])[H])C([H])([H])C([H])([H])[C@]4(C3=C2O1)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H27BrN2O2/c1-12(2)6-7-21-8-9-24(5)19(21)23-17-14(22)10-13-11-15(20(3,4)25)26-18(13)16(17)21/h6,10-11,19,23,25H,7-9H2,1-5H3/t19-,21-/m0/s1

InChI Key

QVSZPENHGLTTAS-FPOVZHCZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Flustra foliacea	JEOL database	Rochfort, S. J., et al, J. Nat. Prod. 72, 1773 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Benzofuran
Indole
Dihydroindole
Secondary aliphatic/aromatic amine
Aryl bromide
Aryl halide
N-alkylpyrrolidine
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Pyrrolidine
Pyrrole
Furan
Tertiary amine
Secondary amine
Oxacycle
Azacycle
Organooxygen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Aromatic alcohol
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.67	ALOGPS
logP	4.09	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.01	ChemAxon
pKa (Strongest Basic)	4.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.64 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.87 m³·mol⁻¹	ChemAxon
Polarizability	42.69 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

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

27024413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44557776

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rochfort, S. J., et al. (2009). Rochfort, S. J., et al, J. Nat. Prod. 72, 1773 (2009). J. Nat. Prod..

Showing NP-Card for flustramine M (NP0034816)

MOL for NP0034816 (flustramine M)

3D MOL for NP0034816 (flustramine M)

3D SDF for NP0034816 (flustramine M)

3D-SDF for NP0034816 (flustramine M)

PDB for NP0034816 (flustramine M)

3D PDB for NP0034816 (flustramine M)

SMILES for NP0034816 (flustramine M)

INCHI for NP0034816 (flustramine M)

Structure for NP0034816 (flustramine M)

3D Structure for NP0034816 (flustramine M)