NP-MRD: Showing NP-Card for rupestine L (NP0041165)

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Record Information

Version

2.0

Created at

2021-06-20 23:08:43 UTC

Updated at

2021-06-30 00:15:30 UTC

NP-MRD ID

NP0041165

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rupestine L

Provided By

JEOL Database JEOL Logo

Description

Rupestine L 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. rupestine L is found in Artemisia rupestris. rupestine L was first documented in 2012 (He, F., et al.). Based on a literature review very few articles have been published on Rupestine L.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101083D          

 31 32  0  0  0  0            999 V2000
    1.6702    4.5529   -2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    3.7676   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    4.2348   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    3.4733   -1.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    2.2582   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.8678   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    2.6057   -1.6138 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.6128   -0.3326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0750   -0.6646   -0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7616   -1.7772   -0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9622   -0.3127 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5435    0.0223   -0.7316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4151    1.4650   -0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483    1.5708    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    5.5398   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    4.6751   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    4.0408   -2.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718    5.1722   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    3.8368   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.5708   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.6633    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.6319   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141   -1.6472   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021   -1.0392    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.9646   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -0.3787   -0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136    0.0317   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    1.9365   -0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    2.6194    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1435    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    1.0527    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 13  1  0  0  0  0
  3  2  2  0  0  0  0
  6  8  1  0  0  0  0
  5  4  2  0  0  0  0
 13 12  1  0  0  0  0
  4  3  1  0  0  0  0
  8  9  1  0  0  0  0
 12 11  1  0  0  0  0
  9 11  1  0  0  0  0
  2  7  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  2  0  0  0  0
  2  1  1  0  0  0  0
  3 18  1  0  0  0  0
  4 19  1  0  0  0  0
 13 28  1  6  0  0  0
  8 20  1  0  0  0  0
  8 21  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
  9 22  1  6  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 10 23  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.6702    4.5529   -2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    3.7676   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    4.2348   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    3.4733   -1.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    2.2582   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.8678   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    2.6057   -1.6138 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.6128   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -0.6646   -0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7616   -1.7772   -0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9622   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.0223   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    1.4650   -0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483    1.5708    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    5.5398   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    4.6751   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    4.0408   -2.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718    5.1722   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    3.8368   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.5708   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.6633    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.6319   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141   -1.6472   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021   -1.0392    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.9646   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -0.3787   -0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136    0.0317   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    1.9365   -0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    2.6194    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1435    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    1.0527    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 13  1  0
  3  2  2  0
  6  8  1  0
  5  4  2  0
 13 12  1  0
  4  3  1  0
  8  9  1  0
 12 11  1  0
  9 11  1  0
  2  7  1  0
 13 14  1  0
  6  5  1  0
  9 10  1  0
  7  6  2  0
  2  1  1  0
  3 18  1  0
  4 19  1  0
 13 28  1  6
  8 20  1  0
  8 21  1  0
 12 26  1  0
 12 27  1  0
  9 22  1  6
 11 24  1  0
 11 25  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 10 23  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END


  Mrv1652306212101083D          

 31 32  0  0  0  0            999 V2000
    1.6702    4.5529   -2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    3.7676   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    4.2348   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    3.4733   -1.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    2.2582   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.8678   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    2.6057   -1.6138 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.6128   -0.3326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0750   -0.6646   -0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7616   -1.7772   -0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9622   -0.3127 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5435    0.0223   -0.7316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4151    1.4650   -0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483    1.5708    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    5.5398   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    4.6751   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    4.0408   -2.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718    5.1722   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    3.8368   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.5708   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.6633    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.6319   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141   -1.6472   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021   -1.0392    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.9646   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -0.3787   -0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136    0.0317   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    1.9365   -0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    2.6194    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1435    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    1.0527    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 13  1  0  0  0  0
  3  2  2  0  0  0  0
  6  8  1  0  0  0  0
  5  4  2  0  0  0  0
 13 12  1  0  0  0  0
  4  3  1  0  0  0  0
  8  9  1  0  0  0  0
 12 11  1  0  0  0  0
  9 11  1  0  0  0  0
  2  7  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  2  0  0  0  0
  2  1  1  0  0  0  0
  3 18  1  0  0  0  0
  4 19  1  0  0  0  0
 13 28  1  6  0  0  0
  8 20  1  0  0  0  0
  8 21  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
  9 22  1  6  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 10 23  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041165

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])C2=NC(=C([H])C([H])=C2[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO/c1-8-3-5-10(14)7-12-11(8)6-4-9(2)13-12/h4,6,8,10,14H,3,5,7H2,1-2H3/t8-,10+/m1/s1

> <INCHI_KEY>
MMUVMQBKPYDMKS-SCZZXKLOSA-N

> <FORMULA>
C12H17NO

> <MOLECULAR_WEIGHT>
191.274

> <EXACT_MASS>
191.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.290476245944383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
1.7138904199999998

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.00378868596442

> <JCHEM_PKA_STRONGEST_BASIC>
6.241315341692629

> <JCHEM_POLAR_SURFACE_AREA>
33.120000000000005

> <JCHEM_REFRACTIVITY>
56.2161

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.71e+00 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.6702    4.5529   -2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    3.7676   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    4.2348   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    3.4733   -1.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    2.2582   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.8678   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    2.6057   -1.6138 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.6128   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -0.6646   -0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7616   -1.7772   -0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9622   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.0223   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    1.4650   -0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483    1.5708    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    5.5398   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    4.6751   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    4.0408   -2.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718    5.1722   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    3.8368   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.5708   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.6633    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.6319   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141   -1.6472   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021   -1.0392    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.9646   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -0.3787   -0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136    0.0317   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    1.9365   -0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    2.6194    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1435    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    1.0527    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 13  1  0
  3  2  2  0
  6  8  1  0
  5  4  2  0
 13 12  1  0
  4  3  1  0
  8  9  1  0
 12 11  1  0
  9 11  1  0
  2  7  1  0
 13 14  1  0
  6  5  1  0
  9 10  1  0
  7  6  2  0
  2  1  1  0
  3 18  1  0
  4 19  1  0
 13 28  1  6
  8 20  1  0
  8 21  1  0
 12 26  1  0
 12 27  1  0
  9 22  1  6
 11 24  1  0
 11 25  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 10 23  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.670   4.553  -2.896  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.600   3.768  -2.200  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.702   4.235  -2.169  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.664   3.473  -1.515  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.321   2.258  -0.900  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.019   1.868  -0.969  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.963   2.606  -1.614  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.547   0.613  -0.333  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.075  -0.665  -0.891  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.762  -1.777  -0.546  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.457  -0.962  -0.313  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.543   0.022  -0.732  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.415   1.465  -0.215  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.348   1.571   1.311  0.00  0.00           C+0
HETATM   15  H   UNK     0       1.775   5.540  -2.434  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.422   4.675  -3.955  0.00  0.00           H+0
HETATM   17  H   UNK     0       2.636   4.041  -2.829  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.972   5.172  -2.644  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.689   3.837  -1.490  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.633   0.571  -0.499  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.447   0.663   0.757  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.128  -0.632  -1.986  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.614  -1.647  -0.998  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.402  -1.039   0.780  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.759  -1.965  -0.646  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.501  -0.379  -0.373  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.614   0.032  -1.827  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.369   1.937  -0.493  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.390   2.619   1.627  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.435   1.143   1.730  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.198   1.053   1.768  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    3    7    1                                                  
CONECT    3    2    4   18                                                  
CONECT    4    5    3   19                                                  
CONECT    5   13    4    6                                                  
CONECT    6    8    5    7                                                  
CONECT    7    2    6                                                       
CONECT    8    6    9   20   21                                             
CONECT    9    8   11   10   22                                             
CONECT   10    9   23                                                       
CONECT   11   12    9   24   25                                             
CONECT   12   13   11   26   27                                             
CONECT   13    5   12   14   28                                             
CONECT   14   13   29   30   31                                             
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20    8                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    1.6702    4.5529   -2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    3.7676   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    4.2348   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    3.4733   -1.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    2.2582   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.8678   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    2.6057   -1.6138 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.6128   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -0.6646   -0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7616   -1.7772   -0.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9622   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.0223   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    1.4650   -0.2146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3483    1.5708    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754    5.5398   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4224    4.6751   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    4.0408   -2.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9718    5.1722   -2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6890    3.8368   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325    0.5708   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.6633    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -0.6319   -1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141   -1.6472   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021   -1.0392    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.9646   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -0.3787   -0.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136    0.0317   -1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695    1.9365   -0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896    2.6194    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.1435    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    1.0527    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 13  1  0
  3  2  2  0
  6  8  1  0
  5  4  2  0
 13 12  1  0
  4  3  1  0
  8  9  1  0
 12 11  1  0
  9 11  1  0
  2  7  1  0
 13 14  1  0
  6  5  1  0
  9 10  1  0
  7  6  2  0
  2  1  1  0
  3 18  1  0
  4 19  1  0
 13 28  1  6
  8 20  1  0
  8 21  1  0
 12 26  1  0
 12 27  1  0
  9 22  1  6
 11 24  1  0
 11 25  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 10 23  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₇NO

Average Mass

191.2740 Da

Monoisotopic Mass

191.13101 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])C2=NC(=C([H])C([H])=C2[C@]([H])(C([H])([H])[H])C([H])([H])C1([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C12H17NO/c1-8-3-5-10(14)7-12-11(8)6-4-9(2)13-12/h4,6,8,10,14H,3,5,7H2,1-2H3/t8-,10+/m1/s1

InChI Key

MMUVMQBKPYDMKS-SCZZXKLOSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Artemisia rupestris	JEOL database	He, F., et al, Chem. Pharm. Bull. 60, 213 (2012)

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
Secondary 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	2.78	ALOGPS
logP	1.71	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	15	ChemAxon
pKa (Strongest Basic)	6.24	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	0	ChemAxon
Refractivity	56.22 m³·mol⁻¹	ChemAxon
Polarizability	22.29 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56930756

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

He, F., et al. (2012). He, F., et al, Chem. Pharm. Bull. 60, 213 (2012). Chem. Pharm. Bull..

Showing NP-Card for rupestine L (NP0041165)

MOL for NP0041165 (rupestine L)

3D MOL for NP0041165 (rupestine L)

3D SDF for NP0041165 (rupestine L)

3D-SDF for NP0041165 (rupestine L)

PDB for NP0041165 (rupestine L)

3D PDB for NP0041165 (rupestine L)

SMILES for NP0041165 (rupestine L)

INCHI for NP0041165 (rupestine L)

Structure for NP0041165 (rupestine L)

3D Structure for NP0041165 (rupestine L)