NP-MRD: Showing NP-Card for Cananodine (NP0025630)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 17:42:29 UTC

Updated at

2021-06-29 23:50:42 UTC

NP-MRD ID

NP0025630

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cananodine

Provided By

JEOL Database JEOL Logo

Description

Cananodine is found in Cananga odorata. It was first documented in 2009 (PMID: 19113936). Based on a literature review a small amount of articles have been published on CANANODINE (PMID: 29230072) (PMID: 27219519).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119423D          

 40 41  0  0  0  0            999 V2000
   -3.5063    1.9833    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088    1.0848    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4630   -0.2896    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -1.0844    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -0.5058    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.8886    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    1.6717    0.3685 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    1.6601    0.2468 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1324    1.4896   -1.0425 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3868    1.8618   -2.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8540    3.3042   -2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.7307   -3.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2842    0.9935   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.1303   -1.0331 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.1324   -1.0604 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1484   -1.4210    0.1826 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9505   -1.5289    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    3.0356    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0573    1.8147    1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681    1.7918   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -0.7422    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -2.1660    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    2.7276    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181    1.4198    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    2.2299   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    3.4336   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    3.5661   -3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    4.0239   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    0.6857   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0784   -4.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.3126   -3.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.2409   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578    0.0899   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    0.0949   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.1399   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -1.9802   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -2.4337    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -1.8720    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918   -0.5801    1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.2538    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 16 15  1  0  0  0  0
  4  3  2  0  0  0  0
  8  9  1  0  0  0  0
 15 14  1  0  0  0  0
  9 14  1  0  0  0  0
  2  7  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  2  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
  9 10  1  0  0  0  0
  5 16  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 10 12  1  0  0  0  0
  6  8  1  0  0  0  0
 10 13  1  6  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
 16 37  1  6  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
  9 25  1  1  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.5063    1.9833    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088    1.0848    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4630   -0.2896    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -1.0844    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -0.5058    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.8886    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    1.6717    0.3685 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    1.6601    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324    1.4896   -1.0425 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3868    1.8618   -2.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8540    3.3042   -2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.7307   -3.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2842    0.9935   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.1303   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -1.1324   -1.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4210    0.1826 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9505   -1.5289    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    3.0356    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0573    1.8147    1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681    1.7918   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -0.7422    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -2.1660    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    2.7276    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181    1.4198    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    2.2299   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    3.4336   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    3.5661   -3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    4.0239   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    0.6857   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0784   -4.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.3126   -3.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.2409   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578    0.0899   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    0.0949   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.1399   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -1.9802   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -2.4337    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -1.8720    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918   -0.5801    1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.2538    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 16 15  1  0
  4  3  2  0
  8  9  1  0
 15 14  1  0
  9 14  1  0
  2  7  2  0
  2  1  1  0
  6  5  2  0
 16 17  1  0
  7  6  1  0
  9 10  1  0
  5 16  1  0
 10 11  1  0
  3  2  1  0
 10 12  1  0
  6  8  1  0
 10 13  1  6
  3 21  1  0
  4 22  1  0
 16 37  1  6
  8 23  1  0
  8 24  1  0
 15 35  1  0
 15 36  1  0
  9 25  1  1
 14 33  1  0
 14 34  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
M  END


  Mrv1652306192119423D          

 40 41  0  0  0  0            999 V2000
   -3.5063    1.9833    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088    1.0848    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4630   -0.2896    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -1.0844    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -0.5058    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.8886    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    1.6717    0.3685 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    1.6601    0.2468 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1324    1.4896   -1.0425 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3868    1.8618   -2.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8540    3.3042   -2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.7307   -3.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2842    0.9935   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.1303   -1.0331 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090   -1.1324   -1.0604 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1484   -1.4210    0.1826 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9505   -1.5289    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    3.0356    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0573    1.8147    1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681    1.7918   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -0.7422    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -2.1660    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    2.7276    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181    1.4198    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    2.2299   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    3.4336   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    3.5661   -3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    4.0239   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    0.6857   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0784   -4.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.3126   -3.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.2409   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578    0.0899   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    0.0949   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.1399   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -1.9802   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -2.4337    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -1.8720    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918   -0.5801    1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.2538    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 16 15  1  0  0  0  0
  4  3  2  0  0  0  0
  8  9  1  0  0  0  0
 15 14  1  0  0  0  0
  9 14  1  0  0  0  0
  2  7  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  2  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
  9 10  1  0  0  0  0
  5 16  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 10 12  1  0  0  0  0
  6  8  1  0  0  0  0
 10 13  1  6  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
 16 37  1  6  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
  9 25  1  1  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025630

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C2=C(C([H])=C([H])C(=N2)C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO/c1-10-5-7-12(15(3,4)17)9-14-13(10)8-6-11(2)16-14/h6,8,10,12,17H,5,7,9H2,1-4H3/t10-,12-/m1/s1

> <INCHI_KEY>
LWYMRLDOLMZJGZ-ZYHUDNBSSA-N

> <FORMULA>
C15H23NO

> <MOLECULAR_WEIGHT>
233.355

> <EXACT_MASS>
233.177964365

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.52690192938946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(5R,8R)-2,5-dimethyl-5H,6H,7H,8H,9H-cyclohepta[b]pyridin-8-yl]propan-2-ol

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
2.570147389666666

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.055080510457316

> <JCHEM_PKA_STRONGEST_BASIC>
6.534593933116043

> <JCHEM_POLAR_SURFACE_AREA>
33.120000000000005

> <JCHEM_REFRACTIVITY>
70.15789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(5R,8R)-2,5-dimethyl-5H,6H,7H,8H,9H-cyclohepta[b]pyridin-8-yl]propan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.5063    1.9833    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088    1.0848    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4630   -0.2896    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -1.0844    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -0.5058    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.8886    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    1.6717    0.3685 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    1.6601    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324    1.4896   -1.0425 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3868    1.8618   -2.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8540    3.3042   -2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.7307   -3.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2842    0.9935   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.1303   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -1.1324   -1.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4210    0.1826 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9505   -1.5289    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    3.0356    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0573    1.8147    1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681    1.7918   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -0.7422    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -2.1660    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    2.7276    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181    1.4198    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    2.2299   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    3.4336   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    3.5661   -3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    4.0239   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    0.6857   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0784   -4.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.3126   -3.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.2409   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578    0.0899   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    0.0949   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.1399   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -1.9802   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -2.4337    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -1.8720    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918   -0.5801    1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.2538    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 16 15  1  0
  4  3  2  0
  8  9  1  0
 15 14  1  0
  9 14  1  0
  2  7  2  0
  2  1  1  0
  6  5  2  0
 16 17  1  0
  7  6  1  0
  9 10  1  0
  5 16  1  0
 10 11  1  0
  3  2  1  0
 10 12  1  0
  6  8  1  0
 10 13  1  6
  3 21  1  0
  4 22  1  0
 16 37  1  6
  8 23  1  0
  8 24  1  0
 15 35  1  0
 15 36  1  0
  9 25  1  1
 14 33  1  0
 14 34  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  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      -3.506   1.983   0.519  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.309   1.085   0.456  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.463  -0.290   0.484  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.325  -1.084   0.410  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.049  -0.506   0.317  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.018   0.889   0.327  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.094   1.672   0.369  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.306   1.660   0.247  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.132   1.490  -1.042  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.387   1.862  -2.371  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.854   3.304  -2.335  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.315   1.731  -3.588  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.284   0.994  -2.627  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.866   0.130  -1.033  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.009  -1.132  -1.060  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.148  -1.421   0.183  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.950  -1.529   1.482  0.00  0.00           C+0
HETATM   18  H   UNK     0      -3.206   3.036   0.486  0.00  0.00           H+0
HETATM   19  H   UNK     0      -4.057   1.815   1.449  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.168   1.792  -0.332  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.446  -0.742   0.552  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.442  -2.166   0.414  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.080   2.728   0.373  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.918   1.420   1.123  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.944   2.230  -0.954  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.079   3.434  -1.573  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.377   3.566  -3.287  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.656   4.024  -2.143  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.579   0.686  -3.783  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.814   2.078  -4.500  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.234   2.313  -3.461  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.445   1.241  -2.027  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.558   0.090  -1.883  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.521   0.095  -0.153  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.380  -1.140  -1.958  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.697  -1.980  -1.184  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.755  -2.434   0.006  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.310  -1.872   2.303  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.392  -0.580   1.794  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.764  -2.254   1.371  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    7    1    3                                                  
CONECT    3    4    2   21                                                  
CONECT    4    5    3   22                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    2    6                                                       
CONECT    8    9    6   23   24                                             
CONECT    9    8   14   10   25                                             
CONECT   10    9   11   12   13                                             
CONECT   11   10   26   27   28                                             
CONECT   12   10   29   30   31                                             
CONECT   13   10   32                                                       
CONECT   14   15    9   33   34                                             
CONECT   15   16   14   35   36                                             
CONECT   16   15   17    5   37                                             
CONECT   17   16   38   39   40                                             
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    8                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
CONECT   40   17                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
   -3.5063    1.9833    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088    1.0848    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4630   -0.2896    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249   -1.0844    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -0.5058    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.8886    0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944    1.6717    0.3685 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3058    1.6601    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324    1.4896   -1.0425 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3868    1.8618   -2.3711 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8540    3.3042   -2.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.7307   -3.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2842    0.9935   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.1303   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -1.1324   -1.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4210    0.1826 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9505   -1.5289    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059    3.0356    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0573    1.8147    1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1681    1.7918   -0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -0.7422    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418   -2.1660    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    2.7276    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181    1.4198    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    2.2299   -0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    3.4336   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    3.5661   -3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    4.0239   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790    0.6857   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0784   -4.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.3126   -3.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.2409   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578    0.0899   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    0.0949   -0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.1399   -1.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -1.9802   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -2.4337    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -1.8720    2.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918   -0.5801    1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.2538    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 16 15  1  0
  4  3  2  0
  8  9  1  0
 15 14  1  0
  9 14  1  0
  2  7  2  0
  2  1  1  0
  6  5  2  0
 16 17  1  0
  7  6  1  0
  9 10  1  0
  5 16  1  0
 10 11  1  0
  3  2  1  0
 10 12  1  0
  6  8  1  0
 10 13  1  6
  3 21  1  0
  4 22  1  0
 16 37  1  6
  8 23  1  0
  8 24  1  0
 15 35  1  0
 15 36  1  0
  9 25  1  1
 14 33  1  0
 14 34  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃NO

Average Mass

233.3550 Da

Monoisotopic Mass

233.17796 Da

IUPAC Name

2-[(5R,8R)-2,5-dimethyl-5H,6H,7H,8H,9H-cyclohepta[b]pyridin-8-yl]propan-2-ol

Traditional Name

2-[(5R,8R)-2,5-dimethyl-5H,6H,7H,8H,9H-cyclohepta[b]pyridin-8-yl]propan-2-ol

CAS Registry Number

Not Available

SMILES

[H]OC(C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C2=C(C([H])=C([H])C(=N2)C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C15H23NO/c1-10-5-7-12(15(3,4)17)9-14-13(10)8-6-11(2)16-14/h6,8,10,12,17H,5,7,9H2,1-4H3/t10-,12-/m1/s1

InChI Key

LWYMRLDOLMZJGZ-ZYHUDNBSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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
Cananga odorata	JEOL database	Hsieh, T.-J., et al, J. Nat. Prod. 64, 616 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Methylpyridines

Direct Parent

Methylpyridines

Alternative Parents

Substituents

Methylpyridine
Heteroaromatic compound
Tertiary alcohol
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	ALOGPS
logP	2.57	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	15.06	ChemAxon
pKa (Strongest Basic)	6.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.16 m³·mol⁻¹	ChemAxon
Polarizability	27.53 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

8235452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10059898

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shelton P, Ligon TJ, Dell Nee Meyer JM, Yarbrough L, Vyvyan JR: Synthesis of cananodine by intramolecular epoxide opening. Tetrahedron Lett. 2017 Aug;58(35):3478-3481. doi: 10.1016/j.tetlet.2017.07.080. Epub 2017 Jul 25. [PubMed:29230072 ]
Clery RA, Cason JR, Zelenay V: Constituents of Cypriol Oil (Cyperus scariosus R.Br.): N-Containing Molecules and Key Aroma Components. J Agric Food Chem. 2016 Jun 8;64(22):4566-73. doi: 10.1021/acs.jafc.6b00680. Epub 2016 May 24. [PubMed:27219519 ]
Vyvyan JR, Brown RC, Woods BP: Alkylation of 2-substituted (6-methyl-2-pyridyl)methyllithium species with epoxides. J Org Chem. 2009 Feb 6;74(3):1374-6. doi: 10.1021/jo802267n. [PubMed:19113936 ]
Hsieh, T.-J., et al. (2001). Hsieh, T.-J., et al, J. Nat. Prod. 64, 616 (2001). J. Nat. Prod..

Showing NP-Card for Cananodine (NP0025630)

MOL for NP0025630 (Cananodine)

3D MOL for NP0025630 (Cananodine)

3D SDF for NP0025630 (Cananodine)

3D-SDF for NP0025630 (Cananodine)

PDB for NP0025630 (Cananodine)

3D PDB for NP0025630 (Cananodine)

SMILES for NP0025630 (Cananodine)

INCHI for NP0025630 (Cananodine)

Structure for NP0025630 (Cananodine)

3D Structure for NP0025630 (Cananodine)