NP-MRD: Showing NP-Card for cassiarin C (NP0034885)

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Record Information

Version

2.0

Created at

2021-06-20 18:29:10 UTC

Updated at

2021-06-30 00:05:33 UTC

NP-MRD ID

NP0034885

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cassiarin C

Provided By

JEOL Database JEOL Logo

Description

cassiarin C is found in Cassia siamea. cassiarin C was first documented in 2009 (Oshimi, S., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120293D          

 29 31  0  0  0  0            999 V2000
    4.2270   -1.9641   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.5381   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -1.6323   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -1.2262   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.2665   -1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -0.8282   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -0.8795   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3578    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -0.3378    1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013   -0.7483    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.6798    0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732   -1.0618    0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367   -0.0919    2.3470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4525   -0.3823    3.2736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6556    0.2804    4.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.1201    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -3.0194   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782   -1.8382   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -1.3590   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883   -2.0111   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963   -1.6279   -2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.5354   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -0.0195    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.9885    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.5195    2.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.4646    3.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.0699    5.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.0769    5.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    1.3700    4.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0  0  0  0
 10  4  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  2  0  0  0  0
  4  5  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 12  1  0  0  0  0
 12 11  2  0  0  0  0
  9 16  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
  5 21  1  0  0  0  0
  8 23  1  0  0  0  0
 13 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
  3 20  1  0  0  0  0
  7 22  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.2270   -1.9641   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.5381   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -1.6323   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -1.2262   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.2665   -1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -0.8282   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -0.8795   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3578    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -0.3378    1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013   -0.7483    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.6798    0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732   -1.0618    0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367   -0.0919    2.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4525   -0.3823    3.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    0.2804    4.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.1201    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -3.0194   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782   -1.8382   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -1.3590   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883   -2.0111   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963   -1.6279   -2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.5354   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -0.0195    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.9885    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.5195    2.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.4646    3.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.0699    5.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.0769    5.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    1.3700    4.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 10  4  2  0
  8  9  2  0
  9 10  1  0
  5  6  2  0
  4  5  1  0
  6  8  1  0
 10 11  1  0
  4  3  1  0
  3  2  2  0
  2 12  1  0
 12 11  2  0
  9 16  1  0
  6  7  1  0
 11 13  1  0
 14 15  1  0
 13 14  1  0
  2  1  1  0
  5 21  1  0
  8 23  1  0
 13 24  1  0
 13 25  1  0
 14 26  1  0
  3 20  1  0
  7 22  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
M  END


  Mrv1652306202120293D          

 29 31  0  0  0  0            999 V2000
    4.2270   -1.9641   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.5381   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -1.6323   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -1.2262   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.2665   -1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -0.8282   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -0.8795   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3578    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -0.3378    1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013   -0.7483    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.6798    0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732   -1.0618    0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367   -0.0919    2.3470 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4525   -0.3823    3.2736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6556    0.2804    4.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.1201    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -3.0194   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782   -1.8382   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -1.3590   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883   -2.0111   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963   -1.6279   -2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.5354   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -0.0195    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.9885    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.5195    2.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.4646    3.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.0699    5.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.0769    5.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    1.3700    4.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0  0  0  0
 10  4  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  2  0  0  0  0
  4  5  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 12  1  0  0  0  0
 12 11  2  0  0  0  0
  9 16  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
  5 21  1  0  0  0  0
  8 23  1  0  0  0  0
 13 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
  3 20  1  0  0  0  0
  7 22  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034885

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C3C(O[C@]([H])(C([H])([H])[H])C([H])([H])C3=NC(=C2[H])C([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H13NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3,5-6,8,15H,4H2,1-2H3/t8-/m1/s1

> <INCHI_KEY>
RDTYCRMZIHUCEV-MRVPVSSYSA-N

> <FORMULA>
C13H13NO2

> <MOLECULAR_WEIGHT>
215.252

> <EXACT_MASS>
215.094628663

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.66591855764752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),5,7,9(13),10-pentaen-11-ol

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
1.4236149083277407

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.236004868561974

> <JCHEM_PKA_STRONGEST_BASIC>
9.126236547546863

> <JCHEM_POLAR_SURFACE_AREA>
42.35000000000001

> <JCHEM_REFRACTIVITY>
60.5375

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),5,7,9(13),10-pentaen-11-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.2270   -1.9641   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.5381   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -1.6323   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -1.2262   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.2665   -1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -0.8282   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -0.8795   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3578    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -0.3378    1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013   -0.7483    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.6798    0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732   -1.0618    0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367   -0.0919    2.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4525   -0.3823    3.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    0.2804    4.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.1201    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -3.0194   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782   -1.8382   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -1.3590   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883   -2.0111   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963   -1.6279   -2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.5354   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -0.0195    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.9885    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.5195    2.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.4646    3.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.0699    5.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.0769    5.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    1.3700    4.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 10  4  2  0
  8  9  2  0
  9 10  1  0
  5  6  2  0
  4  5  1  0
  6  8  1  0
 10 11  1  0
  4  3  1  0
  3  2  2  0
  2 12  1  0
 12 11  2  0
  9 16  1  0
  6  7  1  0
 11 13  1  0
 14 15  1  0
 13 14  1  0
  2  1  1  0
  5 21  1  0
  8 23  1  0
 13 24  1  0
 13 25  1  0
 14 26  1  0
  3 20  1  0
  7 22  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
  1 17  1  0
  1 18  1  0
  1 19  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       4.227  -1.964  -1.884  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.077  -1.538  -1.020  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.773  -1.632  -1.502  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.710  -1.226  -0.685  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.632  -1.266  -1.100  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.643  -0.828  -0.245  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.926  -0.880  -0.708  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.355  -0.358   1.032  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.030  -0.338   1.460  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.001  -0.748   0.603  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.336  -0.680   0.996  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.373  -1.062   0.213  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.637  -0.092   2.347  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.452  -0.382   3.274  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.656   0.280   4.631  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.212   0.120   2.734  0.00  0.00           O+0
HETATM   17  H   UNK     0       4.125  -3.019  -2.155  0.00  0.00           H+0
HETATM   18  H   UNK     0       5.178  -1.838  -1.357  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.259  -1.359  -2.795  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.588  -2.011  -2.503  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.896  -1.628  -2.091  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.519  -0.535  -0.019  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.137  -0.020   1.703  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.777   0.989   2.221  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.560  -0.520   2.753  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.342  -1.465   3.433  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.806   0.070   5.289  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.569  -0.077   5.116  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.713   1.370   4.531  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    3   12    1                                                  
CONECT    3    4    2   20                                                  
CONECT    4   10    5    3                                                  
CONECT    5    6    4   21                                                  
CONECT    6    5    8    7                                                  
CONECT    7    6   22                                                       
CONECT    8    9    6   23                                                  
CONECT    9    8   10   16                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12    2   11                                                       
CONECT   13   11   14   24   25                                             
CONECT   14   16   15   13   26                                             
CONECT   15   14   27   28   29                                             
CONECT   16   14    9                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    5                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24   13                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   15                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
    4.2270   -1.9641   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0774   -1.5381   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -1.6323   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -1.2262   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.2665   -1.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -0.8282   -0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -0.8795   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551   -0.3578    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -0.3378    1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013   -0.7483    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.6798    0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732   -1.0618    0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367   -0.0919    2.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4525   -0.3823    3.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    0.2804    4.6311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    0.1201    2.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -3.0194   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782   -1.8382   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -1.3590   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883   -2.0111   -2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963   -1.6279   -2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.5354   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1372   -0.0195    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.9885    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.5195    2.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.4646    3.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057    0.0699    5.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692   -0.0769    5.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128    1.3700    4.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 10  4  2  0
  8  9  2  0
  9 10  1  0
  5  6  2  0
  4  5  1  0
  6  8  1  0
 10 11  1  0
  4  3  1  0
  3  2  2  0
  2 12  1  0
 12 11  2  0
  9 16  1  0
  6  7  1  0
 11 13  1  0
 14 15  1  0
 13 14  1  0
  2  1  1  0
  5 21  1  0
  8 23  1  0
 13 24  1  0
 13 25  1  0
 14 26  1  0
  3 20  1  0
  7 22  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₃NO₂

Average Mass

215.2520 Da

Monoisotopic Mass

215.09463 Da

IUPAC Name

(3R)-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),5,7,9(13),10-pentaen-11-ol

Traditional Name

(3R)-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),5,7,9(13),10-pentaen-11-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C3C(O[C@]([H])(C([H])([H])[H])C([H])([H])C3=NC(=C2[H])C([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C13H13NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3,5-6,8,15H,4H2,1-2H3/t8-/m1/s1

InChI Key

RDTYCRMZIHUCEV-MRVPVSSYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Senna siamea	JEOL database	Oshimi, S., et al, J. Nat. Prod. 72, 1899 (2009)

Chemical Taxonomy

Classification

Not classified

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	3.05	ALOGPS
logP	1.42	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	9.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.35 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.54 m³·mol⁻¹	ChemAxon
Polarizability	23.67 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

Not Available

References

General References

Oshimi, S., et al. (2009). Oshimi, S., et al, J. Nat. Prod. 72, 1899 (2009). J. Nat. Prod..

Showing NP-Card for cassiarin C (NP0034885)

MOL for NP0034885 (cassiarin C)

3D MOL for NP0034885 (cassiarin C)

3D SDF for NP0034885 (cassiarin C)

3D-SDF for NP0034885 (cassiarin C)

PDB for NP0034885 (cassiarin C)

3D PDB for NP0034885 (cassiarin C)

SMILES for NP0034885 (cassiarin C)

INCHI for NP0034885 (cassiarin C)

Structure for NP0034885 (cassiarin C)

3D Structure for NP0034885 (cassiarin C)