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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:29:30 UTC

Update Date

2021-09-26 23:07:05 UTC

HMDB ID

HMDB0253688

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isorhynchophylline

Description

methyl 2-{6'-ethyl-2-hydroxy-3',5',6',7',8',8'a-hexahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. Based on a literature review very few articles have been published on methyl 2-{6'-ethyl-2-hydroxy-3',5',6',7',8',8'a-hexahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isorhynchophylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isorhynchophylline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004151516562D          

 28 31  0  0  0  0            999 V2000
    3.9652    2.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367    1.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -0.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090    3.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7828    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    1.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8267    3.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -2.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  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  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  8 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END

HMDB0254766
     RDKit          3D
Mitrinermin
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.7519   -3.1651    1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7073   -2.0062    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752   -1.3479    0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -2.3729    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -1.7852    0.4150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786   -2.6127   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242   -1.5948   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -0.3074   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -0.0951   -2.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.9116   -2.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294    1.1735   -2.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.7236   -0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954    2.9389   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    3.3031    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    2.4727    1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.2625    1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    0.8600    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025   -0.6549   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    0.4470   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241   -0.1222   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    0.8658   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635    2.0763    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234    2.4619    0.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    3.1325    2.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063    0.6464   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993    1.5809   -1.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719   -0.4705   -1.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.5950   -2.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -3.3682    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -4.0140    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.8745    2.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -2.4840   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -1.3769    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -1.1351    1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953   -3.2166    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4415   -2.7565   -0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371   -2.8468   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -3.4699    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -1.4782    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0043   -1.8804   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8984    1.5811   -2.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643    3.6119   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527    4.2572    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4269    2.7971    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754    0.6202    2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7091   -1.0217   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.6033    1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473    1.3739   -0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -0.5016   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    2.7493    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.4390    2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144    4.1017    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0582    3.2652    2.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379   -0.7508   -3.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171    0.3288   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976   -1.4573   -2.1443 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 23 24  1  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 20  3  1  0
 18  5  1  0
 17  8  1  0
 17 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
M  END


  Mrv1533004151516562D          

 28 31  0  0  0  0            999 V2000
    3.9652    2.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367    1.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -0.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090    3.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7828    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    1.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8267    3.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -2.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  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  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  8 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253688

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C(=O)NC1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)

> <INCHI_KEY>
DAXYUDFNWXHGBE-UHFFFAOYSA-N

> <FORMULA>
C22H28N2O4

> <MOLECULAR_WEIGHT>
384.476

> <EXACT_MASS>
384.20490739

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.28485521145413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
2.6094639083333337

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.16702338486493

> <JCHEM_PKA_STRONGEST_BASIC>
10.712527798380325

> <JCHEM_POLAR_SURFACE_AREA>
67.86999999999999

> <JCHEM_REFRACTIVITY>
108.006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254766
     RDKit          3D
Mitrinermin
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.7519   -3.1651    1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7073   -2.0062    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752   -1.3479    0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -2.3729    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -1.7852    0.4150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786   -2.6127   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242   -1.5948   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -0.3074   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -0.0951   -2.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.9116   -2.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294    1.1735   -2.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.7236   -0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954    2.9389   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    3.3031    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    2.4727    1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.2625    1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    0.8600    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025   -0.6549   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    0.4470   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241   -0.1222   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    0.8658   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635    2.0763    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234    2.4619    0.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    3.1325    2.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063    0.6464   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993    1.5809   -1.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719   -0.4705   -1.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.5950   -2.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -3.3682    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -4.0140    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.8745    2.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -2.4840   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -1.3769    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -1.1351    1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953   -3.2166    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4415   -2.7565   -0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371   -2.8468   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -3.4699    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -1.4782    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0043   -1.8804   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8984    1.5811   -2.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643    3.6119   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527    4.2572    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4269    2.7971    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754    0.6202    2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7091   -1.0217   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.6033    1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473    1.3739   -0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -0.5016   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    2.7493    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.4390    2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144    4.1017    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0582    3.2652    2.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379   -0.7508   -3.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171    0.3288   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976   -1.4573   -2.1443 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 23 24  1  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 20  3  1  0
 18  5  1  0
 17  8  1  0
 17 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
M  END

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       7.402   4.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.722   2.831   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.577   1.800   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.898   0.294   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.753  -0.736   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.753  -2.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.289  -2.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.383  -1.506   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.289  -0.260   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.968   1.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.113   2.276   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.793   3.783   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.937   4.813   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.617   6.320   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.761   7.350   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.328   4.259   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.184   3.228   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.008   5.765   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.543   6.241   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.478  -2.752   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.954  -4.217   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       1.013  -2.276   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       1.013  -0.736   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.131   0.294   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.189   1.800   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.654   2.276   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.798   1.246   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.478  -0.260   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20   28                                             
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   12   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20    8   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    8   23                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0254767
HETATM    1  C1  UNL     1      -2.003   3.174  -1.258  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.376   2.668   0.125  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.269   1.817   0.754  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.001   2.625   0.888  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.167   2.040   0.367  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.459   2.178  -1.008  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.468   1.068  -1.318  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.655   0.429   0.036  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.584   1.298   0.784  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.473   2.542   1.019  1.00  0.00           O  
HETATM   11  N2  UNL     1       4.657   0.479   1.211  1.00  0.00           N  
HETATM   12  C9  UNL     1       4.399  -0.834   0.746  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.200  -1.966   0.938  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.822  -3.175   0.428  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.647  -3.265  -0.276  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.888  -2.151  -0.449  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.215  -0.878   0.047  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.286   0.607   0.645  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.185  -0.088  -0.046  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.158   0.568  -0.002  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.220  -0.403   0.352  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.166  -0.214   1.242  1.00  0.00           C  
HETATM   23  O2  UNL     1      -4.136  -1.180   1.522  1.00  0.00           O  
HETATM   24  C20 UNL     1      -5.465  -1.076   1.060  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.267  -1.723  -0.327  1.00  0.00           C  
HETATM   26  O3  UNL     1      -1.402  -1.977  -1.185  1.00  0.00           O  
HETATM   27  O4  UNL     1      -3.222  -2.667  -0.047  1.00  0.00           O  
HETATM   28  C22 UNL     1      -3.289  -3.933  -0.680  1.00  0.00           C  
HETATM   29  H1  UNL     1      -1.041   3.707  -1.295  1.00  0.00           H  
HETATM   30  H2  UNL     1      -2.154   2.435  -2.053  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.773   3.979  -1.469  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.588   3.566   0.741  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.306   2.091  -0.049  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.596   1.609   1.791  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.223   2.834   1.982  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.083   3.655   0.475  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.613   2.024  -1.704  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.883   3.183  -1.253  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.121   0.388  -2.094  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.422   1.562  -1.611  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.502   0.794   1.778  1.00  0.00           H  
HETATM   42  H14 UNL     1       6.131  -1.926   1.489  1.00  0.00           H  
HETATM   43  H15 UNL     1       5.452  -4.043   0.585  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.346  -4.244  -0.687  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.973  -2.233  -1.001  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.354   0.417   1.734  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.508  -0.336  -1.078  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.057  -1.087   0.455  1.00  0.00           H  
HETATM   49  H21 UNL     1      -1.395   0.816  -1.089  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.249   0.687   1.802  1.00  0.00           H  
HETATM   51  H23 UNL     1      -5.538  -1.037  -0.047  1.00  0.00           H  
HETATM   52  H24 UNL     1      -6.089  -1.844   1.523  1.00  0.00           H  
HETATM   53  H25 UNL     1      -5.823  -0.060   1.403  1.00  0.00           H  
HETATM   54  H26 UNL     1      -3.403  -3.872  -1.766  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.223  -4.427  -0.285  1.00  0.00           H  
HETATM   56  H28 UNL     1      -2.457  -4.602  -0.369  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   20   34
CONECT    4    5   35   36
CONECT    5    6   18
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9   17   18
CONECT    9   10   10   11
CONECT   11   12   41
CONECT   12   13   13   17
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   17   45
CONECT   18   19   46
CONECT   19   20   47   48
CONECT   20   21   49
CONECT   21   22   22   25
CONECT   22   23   50
CONECT   23   24
CONECT   24   51   52   53
CONECT   25   26   26   27
CONECT   27   28
CONECT   28   54   55   56
END

HMDB0254766
     RDKit          3D
Mitrinermin
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.7519   -3.1651    1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7073   -2.0062    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752   -1.3479    0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -2.3729    0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0032   -1.7852    0.4150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786   -2.6127   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242   -1.5948   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -0.3074   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -0.0951   -2.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.9116   -2.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294    1.1735   -2.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.7236   -0.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0954    2.9389   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    3.3031    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    2.4727    1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    1.2625    1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    0.8600    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025   -0.6549   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    0.4470   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241   -0.1222   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    0.8658   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635    2.0763    0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0234    2.4619    0.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    3.1325    2.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5063    0.6464   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993    1.5809   -1.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719   -0.4705   -1.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915   -0.5950   -2.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -3.3682    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -4.0140    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.8745    2.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -2.4840   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -1.3769    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113   -1.1351    1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3953   -3.2166    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4415   -2.7565   -0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371   -2.8468   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -3.4699    0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -1.4782    0.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0043   -1.8804   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8984    1.5811   -2.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643    3.6119   -1.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527    4.2572    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4269    2.7971    2.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4754    0.6202    2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7091   -1.0217   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856    0.6033    1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3473    1.3739   -0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -0.5016   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    2.7493    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.4390    2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144    4.1017    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0582    3.2652    2.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379   -0.7508   -3.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171    0.3288   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976   -1.4573   -2.1443 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 23 24  1  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 20  3  1  0
 18  5  1  0
 17  8  1  0
 17 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-{6'-ethyl-2-hydroxy-3',5',6',7',8',8'a-hexahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoic acid	Generator
Isorhyncophylline	MeSH
Rhyncophylline	MeSH
Isorhynchophylline	MeSH
Rhyncophylline, (16E)-isomer	MeSH
Rhyncophylline, (16E,20alpha)-isomer	MeSH

Chemical Formula

C₂₂H₂₈N₂O₄

Average Molecular Weight

384.476

Monoisotopic Molecular Weight

384.20490739

IUPAC Name

methyl 2-{6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate

Traditional Name

methyl 2-{6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl}-3-methoxyprop-2-enoate

CAS Registry Number

Not Available

SMILES

CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C(=O)NC1=CC=CC=C31

InChI Identifier

InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)

InChI Key

DAXYUDFNWXHGBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indole or derivatives
Dihydroindole
Indolizidine
Aralkylamine
Piperidine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Lactam
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.85	ALOGPS
logP	2.61	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.17	ChemAxon
pKa (Strongest Basic)	10.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.87 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.01 m³·mol⁻¹	ChemAxon
Polarizability	42.28 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	223.147	30932474
DeepCCS	[M+Na]+	198.645	30932474
AllCCS	[M+H]+	192.0	32859911
AllCCS	[M+H-H2O]+	189.3	32859911
AllCCS	[M+NH4]+	194.4	32859911
AllCCS	[M+Na]+	195.1	32859911
AllCCS	[M-H]-	195.1	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.1	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isorhynchophylline,1TMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	2883.2	Semi standard non polar	33892256
Isorhynchophylline,1TMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	2869.7	Standard non polar	33892256
Isorhynchophylline,1TMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	3749.7	Standard polar	33892256
Isorhynchophylline,1TBDMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C(C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	3075.5	Semi standard non polar	33892256
Isorhynchophylline,1TBDMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C(C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	3086.1	Standard non polar	33892256
Isorhynchophylline,1TBDMS,isomer #1	CCC1CN2CCC3(C(=O)N([Si](C)(C)C(C)(C)C)C4=CC=CC=C43)C2CC1C(=COC)C(=O)OC	3825.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0py0-1289000000-86d138a37e27b4099a03	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isorhynchophylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-00kf-0900000000-614571a609b45d3e4afe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-0006-0900000000-717ff7ae52e8087c054b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-001i-0009000000-bd0343d957de669310fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-0006-0900000000-acf78bf28915ab2a352a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-0a59-0905000000-7ac0f1598a62597f0615	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-000i-0119000000-acfeb0568192c14b2349	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-0006-0900000000-639a1f371a41b27a70ca	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-000i-0119000000-3f50eb8242b677e7e530	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-000i-0119000000-75fd065fee9ef97fc19a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-0a4i-0900000000-b15786b1991e076c9db8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-001i-0009000000-8151fb917910a125262c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Negative-QTOF	splash10-001i-0019000000-c6a87bd91e5ffa7f64ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-001i-2439000000-c99ea56e5bba5369c233	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isorhynchophylline 6V, Positive-QTOF	splash10-001i-0209000000-e5c2c0e955a51bb6d2ca	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 10V, Positive-QTOF	splash10-004r-0019000000-8c5d59a120b16bb67630	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 20V, Positive-QTOF	splash10-014i-0098000000-8a1788935a41a90cc46f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 40V, Positive-QTOF	splash10-0f79-9761000000-413b93b9f2fad1b20e87	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 10V, Negative-QTOF	splash10-001i-0019000000-319b190498ab2e135de3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 20V, Negative-QTOF	splash10-0a7r-0059000000-46a58e017fa71d6fb94d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isorhynchophylline 40V, Negative-QTOF	splash10-0a4i-9173000000-8c355e6f91bd2457bdfa	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

362406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

409518

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Isorhynchophylline (HMDB0253688)

MOL for HMDB0253688 (Isorhynchophylline)

3D MOL for HMDB0253688 (Isorhynchophylline)

3D SDF for HMDB0253688 (Isorhynchophylline)

3D-SDF for HMDB0253688 (Isorhynchophylline)

PDB for HMDB0253688 (Isorhynchophylline)

3D PDB for HMDB0253688 (Isorhynchophylline)

SMILES for HMDB0253688 (Isorhynchophylline)

INCHI for HMDB0253688 (Isorhynchophylline)

Structure for HMDB0253688 (Isorhynchophylline)

3D Structure for HMDB0253688 (Isorhynchophylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra