NP-MRD: Showing NP-Card for 2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol (NP0204898)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 00:41:34 UTC

Updated at

2022-09-05 00:41:34 UTC

NP-MRD ID

NP0204898

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol

Description

Ochropposinine belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol was first documented in 2010 (PMID: 20686264). Based on a literature review very few articles have been published on Ochropposinine (PMID: 21612900).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052202412D          

 26 29  0  0  1  0            999 V2000
    0.5764   -2.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -2.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -2.6877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3053   -3.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290   -3.3303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816   -4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053   -3.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7763   -3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -2.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397   -1.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6113   -2.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446   -1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719   -1.8844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8111   -1.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935   -3.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6543   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.5934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7710   -1.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947   -0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 11 20  1  0  0  0  0
 21  9  1  1  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.3461   -2.0979   -0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9151   -0.7901   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -0.6315   -0.1017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7679   -0.7112   -1.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331   -0.7068   -1.2424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248   -1.9094   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6620   -1.9668   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2820   -0.6413   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.5219   -0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    1.5371   -0.3160 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128    1.0792   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9393    1.6941   -0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981    0.9231   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542    1.4752   -0.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380    2.8877    0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0347   -0.4507   -0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1894   -1.1980   -0.3904 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0797   -2.5943   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -1.0178   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6161   -0.2855   -0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832    0.4935   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5523    0.6385    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0371    0.7388    0.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8192    1.0466    1.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100    2.3988    2.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1462    2.7063    3.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523   -2.2790   -1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4545   -2.0693   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1324   -2.9527   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3990    0.0534   -0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2597   -0.7984    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585   -1.3921    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0110   -1.6519   -1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    0.1985   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2788   -2.7666   -1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0346   -2.0510    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -2.7020   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568   -2.3192   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2151    2.5646   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231    2.7477    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    3.2347    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262    3.0993    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940    3.4379   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0850   -3.0814   -0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5280   -2.8450   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4977   -3.0714    0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848   -2.0828   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762    1.3525   -1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1346    1.4716    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -0.2778    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2249    1.4677   -0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8975    1.1254    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    0.2556    2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6867    3.1584    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3585    2.4794    2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0956    2.5543    3.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  3  1  0
 21  5  1  0
 20  8  1  0
 20 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  1
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
 10 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  6
 22 49  1  0
 22 50  1  0
 23 51  1  6
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
M  END


  Mrv1652309052202412D          

 26 29  0  0  1  0            999 V2000
    0.5764   -2.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -2.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -2.6877    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3053   -3.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290   -3.3303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816   -4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053   -3.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7763   -3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -2.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397   -1.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6113   -2.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446   -1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7719   -1.8844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8111   -1.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935   -3.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6543   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.5934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7710   -1.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947   -0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 11 20  1  0  0  0  0
 21  9  1  1  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204898

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=C(NC4=CC(OC)=C(OC)C=C34)[C@@H]2C[C@@H]1CCO

> <INCHI_IDENTIFIER>
InChI=1S/C21H30N2O3/c1-4-13-12-23-7-5-15-16-10-19(25-2)20(26-3)11-17(16)22-21(15)18(23)9-14(13)6-8-24/h10-11,13-14,18,22,24H,4-9,12H2,1-3H3/t13-,14-,18-/m0/s1

> <INCHI_KEY>
CMGYMWAXDJQKLJ-DEYYWGMASA-N

> <FORMULA>
C21H30N2O3

> <MOLECULAR_WEIGHT>
358.482

> <EXACT_MASS>
358.225642834

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.487594725536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2R,3R,12bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]ethan-1-ol

> <JCHEM_LOGP>
2.672535512333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.088299258597058

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.61086589668993

> <JCHEM_PKA_STRONGEST_BASIC>
7.322072327921244

> <JCHEM_POLAR_SURFACE_AREA>
57.72

> <JCHEM_REFRACTIVITY>
103.76379999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2R,3R,12bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]ethanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.076  -3.818   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.921  -5.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.458  -5.017   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.303  -6.305   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.841  -6.217   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.686  -7.504   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.223  -7.416   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.916  -6.041   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.071  -4.753   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       9.034  -3.552   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      10.475  -4.097   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.843  -3.391   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.139  -4.223   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.508  -3.518   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.581  -1.979   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.066  -5.762   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.361  -6.594   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      14.288  -8.132   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.697  -6.467   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.401  -5.635   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.533  -4.841   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.688  -3.554   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.151  -3.642   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.306  -2.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.768  -2.442   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.923  -1.155   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19    8   11                                                  
CONECT   21    9    5   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀N₂O₃

Average Mass

358.4820 Da

Monoisotopic Mass

358.22564 Da

IUPAC Name

2-[(2R,3R,12bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]ethan-1-ol

Traditional Name

2-[(2R,3R,12bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]ethanol

CAS Registry Number

Not Available

SMILES

CC[C@H]1CN2CCC3=C(NC4=CC(OC)=C(OC)C=C34)[C@@H]2C[C@@H]1CCO

InChI Identifier

InChI=1S/C21H30N2O3/c1-4-13-12-23-7-5-15-16-10-19(25-2)20(26-3)11-17(16)22-21(15)18(23)9-14(13)6-8-24/h10-11,13-14,18,22,24H,4-9,12H2,1-3H3/t13-,14-,18-/m0/s1

InChI Key

CMGYMWAXDJQKLJ-DEYYWGMASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Quinolizine
3-alkylindole
Indole
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary amine
Tertiary aliphatic amine
Azacycle
Ether
Organic nitrogen compound
Primary alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
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	2.67	ChemAxon
pKa (Strongest Acidic)	16.61	ChemAxon
pKa (Strongest Basic)	7.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.76 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

14634684

PDB ID

Not Available

ChEBI ID

141930

Good Scents ID

Not Available

References

General References

Ahmad K, Thomas NF, Hadi AH, Mukhtar MR, Mohamad K, Nafiah MA, Takeya K, Morita H, Litaudon M, Arai H, Awang K: Oppositinines A and B: new vasorelaxant beta-carboline alkaloids from Neisosperma oppositifolia. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1085-7. doi: 10.1248/cpb.58.1085. [PubMed:20686264 ]
Passemar C, Salery M, Soh PN, Linas MD, Ahond A, Poupat C, Benoit-Vical F: Indole and aminoimidazole moieties appear as key structural units in antiplasmodial molecules. Phytomedicine. 2011 Oct 15;18(13):1118-25. doi: 10.1016/j.phymed.2011.03.010. Epub 2011 May 25. [PubMed:21612900 ]
LOTUS database [Link]

Showing NP-Card for 2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol (NP0204898)

MOL for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

3D MOL for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

3D SDF for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

3D-SDF for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

PDB for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

3D PDB for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

SMILES for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

INCHI for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

Structure for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)

3D Structure for NP0204898 (2-[(2r,3r,12bs)-3-ethyl-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]ethanol)