NP-MRD: Showing NP-Card for Ismine (NP0025774)

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Record Information

Version

1.0

Created at

2021-06-19 17:48:27 UTC

Updated at

2021-06-29 23:50:55 UTC

NP-MRD ID

NP0025774

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ismine

Provided By

JEOL Database JEOL Logo

Description

Ismine is found in Crinum firmifolium, Eucharis amazonica, Hippeastrum vittatum, Hymenocallis rotata, Ismene deflexa, Lapiedra martinezii, Lycoris squamigera and Narcissus asturiensis. It was first documented in 2001 (Youssef, D. T. A.). Based on a literature review very few articles have been published on {6-[2-(methylamino)phenyl]-2H-1,3-benzodioxol-5-yl}methanol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119483D          

 34 36  0  0  0  0            999 V2000
   -2.8562    1.2658    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    0.5825    0.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.6431    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -1.3641    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -2.6117    1.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -3.1769    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -2.4984    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -1.2422    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689   -0.5904    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.0517    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    0.6849    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2282    0.7078   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3163    0.0941   -1.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -0.5801   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.2421   -2.2534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143   -0.3302   -2.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337    1.3905   -1.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.7943   -0.2132 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    1.3504    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    1.4957    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.2120   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    0.6710   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1569   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.9627    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -3.1398    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -4.1468    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -2.9571    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.0621    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.1376   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.1467   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.5523   -3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.0955   -1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905    1.3839   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.8885   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 12  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  0  0  0  0
  8  3  2  0  0  0  0
 13 14  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  2  0  0  0  0
  4  5  2  0  0  0  0
 14  9  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 19  1  0  0  0  0
 14 15  1  0  0  0  0
 19 18  1  0  0  0  0
 15 16  1  0  0  0  0
 18 17  1  0  0  0  0
  2  1  1  0  0  0  0
 13 29  1  0  0  0  0
 10 28  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  2 23  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.8562    1.2658    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    0.5825    0.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.6431    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -1.3641    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -2.6117    1.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -3.1769    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -2.4984    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -1.2422    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689   -0.5904    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.0517    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    0.6849    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2282    0.7078   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3163    0.0941   -1.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -0.5801   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.2421   -2.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143   -0.3302   -2.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337    1.3905   -1.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.7943   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    1.3504    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    1.4957    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.2120   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    0.6710   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1569   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.9627    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -3.1398    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -4.1468    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -2.9571    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.0621    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.1376   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.1467   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.5523   -3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.0955   -1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905    1.3839   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.8885   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 12  1  0
 10 11  2  0
 12 11  1  0
  8  3  2  0
 13 14  1  0
  3  4  1  0
 12 13  2  0
  4  5  2  0
 14  9  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 19  1  0
 14 15  1  0
 19 18  1  0
 15 16  1  0
 18 17  1  0
  2  1  1  0
 13 29  1  0
 10 28  1  0
 18 33  1  0
 18 34  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  2 23  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652306192119483D          

 34 36  0  0  0  0            999 V2000
   -2.8562    1.2658    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    0.5825    0.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.6431    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -1.3641    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -2.6117    1.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -3.1769    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -2.4984    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -1.2422    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689   -0.5904    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.0517    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    0.6849    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2282    0.7078   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3163    0.0941   -1.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -0.5801   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.2421   -2.2534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8143   -0.3302   -2.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337    1.3905   -1.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.7943   -0.2132 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    1.3504    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    1.4957    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.2120   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    0.6710   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1569   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.9627    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -3.1398    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -4.1468    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -2.9571    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.0621    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.1376   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.1467   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.5523   -3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.0955   -1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905    1.3839   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.8885   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 12  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  0  0  0  0
  8  3  2  0  0  0  0
 13 14  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  2  0  0  0  0
  4  5  2  0  0  0  0
 14  9  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 19  1  0  0  0  0
 14 15  1  0  0  0  0
 19 18  1  0  0  0  0
 15 16  1  0  0  0  0
 18 17  1  0  0  0  0
  2  1  1  0  0  0  0
 13 29  1  0  0  0  0
 10 28  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  2 23  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025774

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C(C([H])=C2OC([H])([H])OC2=C1[H])C1=C(N([H])C([H])([H])[H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO3/c1-16-13-5-3-2-4-11(13)12-7-15-14(18-9-19-15)6-10(12)8-17/h2-7,16-17H,8-9H2,1H3

> <INCHI_KEY>
GSEKYIWUAPZIEF-UHFFFAOYSA-N

> <FORMULA>
C15H15NO3

> <MOLECULAR_WEIGHT>
257.289

> <EXACT_MASS>
257.105193347

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.552656000774824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{6-[2-(methylamino)phenyl]-2H-1,3-benzodioxol-5-yl}methanol

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
1.9491330056666667

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.054090403983007

> <JCHEM_PKA_STRONGEST_BASIC>
4.1560964545544214

> <JCHEM_POLAR_SURFACE_AREA>
50.72

> <JCHEM_REFRACTIVITY>
73.97080000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ismine

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.8562    1.2658    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    0.5825    0.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.6431    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -1.3641    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -2.6117    1.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -3.1769    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -2.4984    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -1.2422    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689   -0.5904    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.0517    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    0.6849    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2282    0.7078   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3163    0.0941   -1.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -0.5801   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.2421   -2.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143   -0.3302   -2.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337    1.3905   -1.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.7943   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    1.3504    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    1.4957    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.2120   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    0.6710   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1569   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.9627    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -3.1398    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -4.1468    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -2.9571    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.0621    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.1376   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.1467   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.5523   -3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.0955   -1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905    1.3839   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.8885   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 12  1  0
 10 11  2  0
 12 11  1  0
  8  3  2  0
 13 14  1  0
  3  4  1  0
 12 13  2  0
  4  5  2  0
 14  9  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 19  1  0
 14 15  1  0
 19 18  1  0
 15 16  1  0
 18 17  1  0
  2  1  1  0
 13 29  1  0
 10 28  1  0
 18 33  1  0
 18 34  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  2 23  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.856   1.266   0.114  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.581   0.583   0.141  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.370  -0.643   0.770  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.419  -1.364   1.362  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.207  -2.612   1.956  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.939  -3.177   1.955  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.116  -2.498   1.350  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.082  -1.242   0.743  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.069  -0.590   0.085  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.032   0.052   0.890  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.091   0.685   0.279  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.228   0.708  -1.086  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.316   0.094  -1.916  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.224  -0.580  -1.334  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.225  -1.242  -2.253  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.814  -0.330  -2.578  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.334   1.391  -1.486  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.878   1.794  -0.213  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.093   1.350   0.913  0.00  0.00           O+0
HETATM   20  H   UNK     0      -3.205   1.496   1.125  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.749   2.212  -0.426  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.612   0.671  -0.409  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.757   1.157  -0.022  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.428  -0.963   1.380  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.038  -3.140   2.415  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.771  -4.147   2.416  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.103  -2.957   1.340  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.941   0.062   1.972  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.442   0.138  -2.993  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.207  -2.147  -1.814  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.709  -1.552  -3.186  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.237  -0.096  -1.726  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.891   1.384  -0.119  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.939   2.889  -0.189  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1   23                                                  
CONECT    3    8    4    2                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   27                                                  
CONECT    8    3    7    9                                                  
CONECT    9   14    8   10                                                  
CONECT   10   11    9   28                                                  
CONECT   11   10   12   19                                                  
CONECT   12   17   11   13                                                  
CONECT   13   14   12   29                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16   30   31                                             
CONECT   16   15   32                                                       
CONECT   17   12   18                                                       
CONECT   18   19   17   33   34                                             
CONECT   19   11   18                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -2.8562    1.2658    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815    0.5825    0.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.6431    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191   -1.3641    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -2.6117    1.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -3.1769    1.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -2.4984    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -1.2422    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689   -0.5904    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.0517    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0913    0.6849    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2282    0.7078   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3163    0.0941   -1.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -0.5801   -1.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.2421   -2.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143   -0.3302   -2.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337    1.3905   -1.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.7943   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    1.3504    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    1.4957    1.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.2120   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    0.6710   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1569   -0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.9627    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -3.1398    2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -4.1468    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -2.9571    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.0621    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418    0.1376   -2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.1467   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.5523   -3.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -0.0955   -1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905    1.3839   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.8885   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 12  1  0
 10 11  2  0
 12 11  1  0
  8  3  2  0
 13 14  1  0
  3  4  1  0
 12 13  2  0
  4  5  2  0
 14  9  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 19  1  0
 14 15  1  0
 19 18  1  0
 15 16  1  0
 18 17  1  0
  2  1  1  0
 13 29  1  0
 10 28  1  0
 18 33  1  0
 18 34  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  2 23  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₁₅NO₃

Average Mass

257.2890 Da

Monoisotopic Mass

257.10519 Da

IUPAC Name

{6-[2-(methylamino)phenyl]-2H-1,3-benzodioxol-5-yl}methanol

Traditional Name

ismine

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C1=C(C([H])=C2OC([H])([H])OC2=C1[H])C1=C(N([H])C([H])([H])[H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C15H15NO3/c1-16-13-5-3-2-4-11(13)12-7-15-14(18-9-19-15)6-10(12)8-17/h2-7,16-17H,8-9H2,1H3

InChI Key

GSEKYIWUAPZIEF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Crinum firmifolium	LOTUS Database	35616633
Eucharis amazonica	LOTUS Database	35616633
Galanthus nivalis	KNApSAcK Database	22123792
Hippeastrum equestre	KNApSAcK Database	22123792
Hippeastrum vittatum	JEOL database	Youssef, D. T. A. J. Nat. Prod. 64, 839 (2001)
Hymenocallis rotata	LOTUS Database	35616633
Hymenocallis x festalis	KNApSAcK Database	22123792
Ismene deflexa	LOTUS Database	35616633
Lapiedra martinezii	LOTUS Database	35616633
Lycoris squamigera	LOTUS Database	35616633
Narcissus asturiensis	LOTUS Database	35616633
Sprekelia formosissima	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenanthridine- and phenanthridone-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds based on the phenanthridine or the phenanthridone skeleton. Phenanthridone-type alkaloids have the highest oxygenated C ring in all Amaryllidaceae alkaloids, and they always show an amide group in ring B. On the contrary, alkaloids of the phenanthridine type often show completely aromatic ring system, occasionally with a methylation quaternary nitrogen atom.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids

Direct Parent

Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Phenanthridine-type amaryllidaceae alkaloid
Benzodioxole
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Benzenoid
Acetal
Secondary amine
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic alcohol
Amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

biphenyls (CHEBI:31723 )

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	2.57	ALOGPS
logP	1.95	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	15.05	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	50.72 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.97 m³·mol⁻¹	ChemAxon
Polarizability	27.55 Å³	ChemAxon
Number of Rings	3	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

C00028390

Chemspider ID

164188

KEGG Compound ID

C12181

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Youssef, D. T. A. (2001). Youssef, D. T. A. J. Nat. Prod. 64, 839 (2001). J. Nat. Prod..

Showing NP-Card for Ismine (NP0025774)

MOL for NP0025774 (Ismine)

3D MOL for NP0025774 (Ismine)

3D SDF for NP0025774 (Ismine)

3D-SDF for NP0025774 (Ismine)

PDB for NP0025774 (Ismine)

3D PDB for NP0025774 (Ismine)

SMILES for NP0025774 (Ismine)

INCHI for NP0025774 (Ismine)

Structure for NP0025774 (Ismine)

3D Structure for NP0025774 (Ismine)