NP-MRD: Showing NP-Card for 2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid (NP0150013)

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Record Information

Version

2.0

Created at

2022-09-02 05:59:56 UTC

Updated at

2022-09-02 05:59:56 UTC

NP-MRD ID

NP0150013

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid

Description

2-[(2R,3R,4E,5S)-5-ethyl-3-formyl-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1(10),11,13,15-tetraen-4-ylidene]-3-oxopropanoic acid belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group. 2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid is found in Mitragyna speciosa. Based on a literature review very few articles have been published on 2-[(2R,3R,4E,5S)-5-ethyl-3-formyl-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1(10),11,13,15-tetraen-4-ylidene]-3-oxopropanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022207592D          

 27 30  0  0  1  0            999 V2000
    0.6580   -3.4718    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  2  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
    6.9995   -3.0866    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  1  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4183   -1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657   -0.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  0  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
    2.1420   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894    0.1655    0.0000 O   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
    0.5764   -2.0451    0.0000 O   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  1  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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17  9  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.6277   -2.3772   -1.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0258   -1.8103   -0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.4400   -0.7568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3246   -0.5867   -1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414   -0.2013   -1.3184 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026    1.1402   -1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536    1.4624   -1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3979    0.6001   -0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981   -0.3702    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377   -0.9810    1.1049 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807   -0.4442    0.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0052   -0.6637    1.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1471    0.0421    1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0495    1.0210    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8352    1.2579   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977    0.5469    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -0.5992    0.0147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6087    0.1345    1.0097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6347   -0.6117    2.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5164   -1.4122    2.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029    0.2384    0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    0.9628    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297    1.6335    2.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532    2.3061    3.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    1.1147    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9791    1.8572    1.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9431    0.5715   -0.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5960   -2.8957   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674   -3.0995   -2.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081   -1.5591   -2.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7874   -1.8172    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -2.5454   -0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1956    0.1616   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5564    0.0081   -2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179   -1.6421   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939    1.9014   -1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    1.3068   -2.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    2.5294   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    1.3159   -2.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -1.7524    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0896   -1.4302    2.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1061   -0.1662    1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9493    1.5771    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8057    2.0343   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -1.6849    0.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558    1.1445    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268   -0.4549    3.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.5663    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6477    1.1111   -0.7370 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  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 22 25  1  0
 25 27  1  0
 25 26  2  0
 21  3  1  0
 17  5  1  0
 16  8  1  0
 16 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  6
  4 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 17 45  1  6
 18 46  1  1
 19 47  1  0
 23 48  1  0
 27 49  1  0
M  END


  Mrv1652309022207592D          

 27 30  0  0  1  0            999 V2000
    0.6580   -3.4718    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  2  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
    6.9995   -3.0866    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  1  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4183   -1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657   -0.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  0  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
    2.1420   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894    0.1655    0.0000 O   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
    0.5764   -2.0451    0.0000 O   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  1  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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17  9  1  6  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0150013

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1CN2CCC3=C(NC4=CC=CC=C34)[C@H]2[C@H](C=O)\C1=C(/C=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O4/c1-2-12-9-23-8-7-14-13-5-3-4-6-17(13)22-19(14)20(23)15(10-24)18(12)16(11-25)21(26)27/h3-6,10-12,15,20,22H,2,7-9H2,1H3,(H,26,27)/b18-16+/t12-,15-,20-/m1/s1

> <INCHI_KEY>
LMDFIBIKBBICGI-NOUGDVLESA-N

> <FORMULA>
C21H22N2O4

> <MOLECULAR_WEIGHT>
366.417

> <EXACT_MASS>
366.157957196

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.24367168096656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,2E,3S,12bR)-3-ethyl-1-formyl-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
-0.10081503102183782

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.931568685265326

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8325962382271768

> <JCHEM_PKA_STRONGEST_BASIC>
5.699177922743116

> <JCHEM_POLAR_SURFACE_AREA>
90.47000000000001

> <JCHEM_REFRACTIVITY>
101.71019999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R,2E,3S,12bR)-3-ethyl-1-formyl-1H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       1.228  -6.481   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  C   UNK     0      13.066  -5.762   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.697  -6.467   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.401  -5.635   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.533  -4.841   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.688  -3.554   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.381  -2.178   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.536  -0.891   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.151  -3.642   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.306  -2.354   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.998  -0.979   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.153   0.309   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.768  -2.442   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.076  -3.818   0.000  0.00  0.00           O+0
HETATM   27  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   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    8   11                                                  
CONECT   17    9    5   18                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18    3   22                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-[(2R,3R,4E,5S)-5-Ethyl-3-formyl-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1(10),11,13,15-tetraen-4-ylidene]-3-oxopropanoate	Generator

Chemical Formula

C₂₁H₂₂N₂O₄

Average Mass

366.4170 Da

Monoisotopic Mass

366.15796 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@H]1CN2CCC3=C(NC4=CC=CC=C34)[C@H]2[C@H](C=O)\C1=C(/C=O)C(O)=O

InChI Identifier

InChI=1S/C21H22N2O4/c1-2-12-9-23-8-7-14-13-5-3-4-6-17(13)22-19(14)20(23)15(10-24)18(12)16(11-25)21(26)27/h3-6,10-12,15,20,22H,2,7-9H2,1H3,(H,26,27)/b18-16+/t12-,15-,20-/m1/s1

InChI Key

LMDFIBIKBBICGI-NOUGDVLESA-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

Species Name	Source	Reference
Mitragyna speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Corynanthean-type alkaloids

Sub Class

Not Available

Direct Parent

Corynanthean-type alkaloids

Alternative Parents

Substituents

Corynanthean skeleton
Beta-carboline
Pyridoindole
Quinolizine
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Benzenoid
Piperidine
Heteroaromatic compound
Alpha,beta-unsaturated aldehyde
Pyrrole
Enal
Tertiary aliphatic amine
Tertiary amine
Amino acid
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Aldehyde
Organopnictogen compound
Organic oxygen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
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

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

163193411

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid (NP0150013)

MOL for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

3D MOL for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

3D SDF for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

3D-SDF for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

PDB for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

3D PDB for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

SMILES for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

INCHI for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

Structure for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)

3D Structure for NP0150013 (2-[(1r,2e,3s,12br)-3-ethyl-1-formyl-1h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-ylidene]-3-oxopropanoic acid)