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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:32:13 UTC

Update Date

2021-09-26 23:04:10 UTC

HMDB ID

HMDB0251892

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Eptastigmine

Description

Eptastigmine belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review a small amount of articles have been published on Eptastigmine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Eptastigmine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Eptastigmine 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

  Mrv1652309112111322D          

 26 28  0  0  0  0            999 V2000
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2162   -7.6799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7011   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2162   -6.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7011   -5.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4857   -5.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4857   -6.7576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1531   -7.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7312   -5.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -8.4646    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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  0  0  0  0
 18 26  1  0  0  0  0
M  END

HMDB0251892
     RDKit          3D
Eptastigmine
 59 61  0  0  0  0  0  0  0  0999 V2000
    9.6968   -0.4541   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0148    0.7444   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6052    0.9350   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421   -0.2546   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3507   -0.0769   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    1.1319   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701    1.3049   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.1460   -0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0952    0.1281   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    1.0982    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -0.9389   -0.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -0.9497    0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279   -1.4743    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.4974    1.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689   -0.9970    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025   -0.4637   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -0.4557   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6715   -0.0256   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9188    1.3898   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -0.3195   -2.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6257   -0.3106   -1.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257   -0.6002   -0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5986    0.3515    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6050   -1.0128   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0858   -0.9285    1.2274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276   -0.8059    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6194   -1.3198   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7843   -0.2919   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2695   -0.7107    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5519    1.7001   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9250    0.6790   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.8140   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6573    1.1727    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.1952   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448   -0.3755   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825   -0.9995   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373   -0.0025    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    2.0421   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7183    1.1214   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419    2.2257   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    1.3709    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -0.6435   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267   -1.8598    1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.9120    2.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8880   -0.0414   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095    1.4462    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.9888   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8149    1.8502   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    0.4269   -2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8350   -1.3524   -2.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9535    0.7110   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1205   -1.0372   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0829    1.1087   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4864   -0.1846    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239    0.8746    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -2.0046   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.2357    2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2457   -1.4549    3.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8097   -1.0467    2.4307 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 17 12  1  0
 24 18  1  0
 25 15  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  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

  Mrv1652309112111322D          

 26 28  0  0  0  0            999 V2000
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2162   -7.6799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7011   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2162   -6.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7011   -5.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4857   -5.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4857   -6.7576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1531   -7.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7312   -5.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -8.4646    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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  1  0  0  0  0
 18 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251892

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCNC(=O)OC1=CC2=C(C=C1)N(C)C1N(C)CCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C21H33N3O2/c1-5-6-7-8-9-13-22-20(25)26-16-10-11-18-17(15-16)21(2)12-14-23(3)19(21)24(18)4/h10-11,15,19H,5-9,12-14H2,1-4H3,(H,22,25)

> <INCHI_KEY>
RRGMXBQMCUKRLH-UHFFFAOYSA-N

> <FORMULA>
C21H33N3O2

> <MOLECULAR_WEIGHT>
359.514

> <EXACT_MASS>
359.257277315

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.20451813823647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-heptylcarbamate

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
4.890138083000002

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.679301052400216

> <JCHEM_PKA_STRONGEST_BASIC>
6.585943961597488

> <JCHEM_POLAR_SURFACE_AREA>
44.81

> <JCHEM_REFRACTIVITY>
106.07339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3a,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-5-yl N-heptylcarbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251892
     RDKit          3D
Eptastigmine
 59 61  0  0  0  0  0  0  0  0999 V2000
    9.6968   -0.4541   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0148    0.7444   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6052    0.9350   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421   -0.2546   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3507   -0.0769   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    1.1319   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701    1.3049   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.1460   -0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0952    0.1281   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    1.0982    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -0.9389   -0.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -0.9497    0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279   -1.4743    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.4974    1.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689   -0.9970    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025   -0.4637   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -0.4557   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6715   -0.0256   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9188    1.3898   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -0.3195   -2.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6257   -0.3106   -1.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257   -0.6002   -0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5986    0.3515    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6050   -1.0128   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0858   -0.9285    1.2274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276   -0.8059    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6194   -1.3198   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7843   -0.2919   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2695   -0.7107    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5519    1.7001   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9250    0.6790   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.8140   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6573    1.1727    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.1952   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448   -0.3755   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825   -0.9995   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373   -0.0025    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    2.0421   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7183    1.1214   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419    2.2257   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    1.3709    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -0.6435   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267   -1.8598    1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.9120    2.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8880   -0.0414   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095    1.4462    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.9888   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8149    1.8502   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    0.4269   -2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8350   -1.3524   -2.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9535    0.7110   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1205   -1.0372   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0829    1.1087   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4864   -0.1846    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239    0.8746    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -2.0046   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.2357    2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2457   -1.4549    3.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8097   -1.0467    2.4307 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 17 12  1  0
 24 18  1  0
 25 15  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  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      14.670 -11.550   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.004 -13.860   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.338 -11.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      22.803 -14.336   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      23.709 -13.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.803 -11.844   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.709 -10.598   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.173 -11.074   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      25.173 -12.614   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      26.419 -13.519   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.898 -10.598   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.279 -15.801   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   26                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   14   21   25                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23                                                            
CONECT   25   20                                                            
CONECT   26   18                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0251892
HETATM    1  C1  UNL     1       9.697  -0.454  -0.307  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.015   0.744  -0.886  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.605   0.935  -0.341  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.742  -0.255  -0.649  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.351  -0.077  -0.110  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.676   1.132  -0.703  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.270   1.305  -0.161  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.446   0.146  -0.467  1.00  0.00           N  
HETATM    9  C8  UNL     1       1.095   0.128  -0.038  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.596   1.098   0.604  1.00  0.00           O  
HETATM   11  O2  UNL     1       0.246  -0.939  -0.290  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.081  -0.950   0.135  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.328  -1.474   1.377  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.630  -1.497   1.821  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.669  -0.997   1.018  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.402  -0.464  -0.246  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.076  -0.456  -0.665  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.671  -0.026  -0.758  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.919   1.390  -0.321  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.097  -0.320  -2.143  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.626  -0.311  -1.929  1.00  0.00           C  
HETATM   22  N2  UNL     1      -6.826  -0.600  -0.497  1.00  0.00           N  
HETATM   23  C19 UNL     1      -7.599   0.352   0.190  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.605  -1.013  -0.060  1.00  0.00           C  
HETATM   25  N3  UNL     1      -5.086  -0.929   1.227  1.00  0.00           N  
HETATM   26  C21 UNL     1      -5.728  -0.806   2.492  1.00  0.00           C  
HETATM   27  H1  UNL     1       9.619  -1.320  -0.988  1.00  0.00           H  
HETATM   28  H2  UNL     1      10.784  -0.292  -0.134  1.00  0.00           H  
HETATM   29  H3  UNL     1       9.269  -0.711   0.694  1.00  0.00           H  
HETATM   30  H4  UNL     1       9.552   1.700  -0.662  1.00  0.00           H  
HETATM   31  H5  UNL     1       8.925   0.679  -1.989  1.00  0.00           H  
HETATM   32  H6  UNL     1       7.183   1.814  -0.876  1.00  0.00           H  
HETATM   33  H7  UNL     1       7.657   1.173   0.721  1.00  0.00           H  
HETATM   34  H8  UNL     1       7.142  -1.195  -0.203  1.00  0.00           H  
HETATM   35  H9  UNL     1       6.645  -0.376  -1.753  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.783  -1.000  -0.384  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.437  -0.002   0.992  1.00  0.00           H  
HETATM   38  H12 UNL     1       5.241   2.042  -0.351  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.718   1.121  -1.801  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.842   2.226  -0.590  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.345   1.371   0.934  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.841  -0.644  -0.986  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.527  -1.860   1.995  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.851  -1.912   2.818  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.888  -0.041  -1.644  1.00  0.00           H  
HETATM   46  H20 UNL     1      -4.809   1.446   0.774  1.00  0.00           H  
HETATM   47  H21 UNL     1      -4.051   1.989  -0.729  1.00  0.00           H  
HETATM   48  H22 UNL     1      -5.815   1.850  -0.731  1.00  0.00           H  
HETATM   49  H23 UNL     1      -4.812   0.427  -2.894  1.00  0.00           H  
HETATM   50  H24 UNL     1      -4.835  -1.352  -2.396  1.00  0.00           H  
HETATM   51  H25 UNL     1      -6.954   0.711  -2.171  1.00  0.00           H  
HETATM   52  H26 UNL     1      -7.120  -1.037  -2.571  1.00  0.00           H  
HETATM   53  H27 UNL     1      -8.083   1.109  -0.494  1.00  0.00           H  
HETATM   54  H28 UNL     1      -8.486  -0.185   0.642  1.00  0.00           H  
HETATM   55  H29 UNL     1      -7.124   0.875   1.027  1.00  0.00           H  
HETATM   56  H30 UNL     1      -5.337  -2.005  -0.508  1.00  0.00           H  
HETATM   57  H31 UNL     1      -5.633   0.236   2.919  1.00  0.00           H  
HETATM   58  H32 UNL     1      -5.246  -1.455   3.281  1.00  0.00           H  
HETATM   59  H33 UNL     1      -6.810  -1.047   2.431  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   42
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   13   17
CONECT   13   14   43
CONECT   14   15   15   44
CONECT   15   16   25
CONECT   16   17   17   18
CONECT   17   45
CONECT   18   19   20   24
CONECT   19   46   47   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   24
CONECT   23   53   54   55
CONECT   24   25   56
CONECT   25   26
CONECT   26   57   58   59
END

HMDB0251892
     RDKit          3D
Eptastigmine
 59 61  0  0  0  0  0  0  0  0999 V2000
    9.6968   -0.4541   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0148    0.7444   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6052    0.9350   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421   -0.2546   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3507   -0.0769   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    1.1319   -0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701    1.3049   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.1460   -0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0952    0.1281   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    1.0982    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -0.9389   -0.2904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -0.9497    0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279   -1.4743    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.4974    1.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689   -0.9970    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4025   -0.4637   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -0.4557   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6715   -0.0256   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9188    1.3898   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0966   -0.3195   -2.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6257   -0.3106   -1.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257   -0.6002   -0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5986    0.3515    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6050   -1.0128   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0858   -0.9285    1.2274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7276   -0.8059    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6194   -1.3198   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7843   -0.2919   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2695   -0.7107    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5519    1.7001   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9250    0.6790   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.8140   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6573    1.1727    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.1952   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448   -0.3755   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825   -0.9995   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373   -0.0025    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    2.0421   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7183    1.1214   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419    2.2257   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    1.3709    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -0.6435   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267   -1.8598    1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.9120    2.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8880   -0.0414   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095    1.4462    0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0506    1.9888   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8149    1.8502   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    0.4269   -2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8350   -1.3524   -2.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9535    0.7110   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1205   -1.0372   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0829    1.1087   -0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4864   -0.1846    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239    0.8746    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3373   -2.0046   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6332    0.2357    2.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2457   -1.4549    3.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8097   -1.0467    2.4307 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 17 12  1  0
 24 18  1  0
 25 15  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  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₃₃N₃O₂

Average Molecular Weight

359.514

Monoisotopic Molecular Weight

359.257277315

IUPAC Name

1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-heptylcarbamate

Traditional Name

1,3a,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-5-yl N-heptylcarbamate

CAS Registry Number

Not Available

SMILES

CCCCCCCNC(=O)OC1=CC2=C(C=C1)N(C)C1N(C)CCC21C

InChI Identifier

InChI=1S/C21H33N3O2/c1-5-6-7-8-9-13-22-20(25)26-16-10-11-18-17(15-16)21(2)12-14-23(3)19(21)24(18)4/h10-11,15,19H,5-9,12-14H2,1-4H3,(H,22,25)

InChI Key

RRGMXBQMCUKRLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Indole
Dialkylarylamine
Benzenoid
N-alkylpyrrolidine
Pyrrole
Pyrrolidine
Carbamic acid ester
Carbonic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
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)

Source

Exogenous

Exogenous (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	4.62	ALOGPS
logP	4.89	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	6.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.07 m³·mol⁻¹	ChemAxon
Polarizability	43.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	222.626	30932474
DeepCCS	[M+Na]+	198.458	30932474
AllCCS	[M+H]+	190.8	32859911
AllCCS	[M+H-H2O]+	188.4	32859911
AllCCS	[M+NH4]+	193.1	32859911
AllCCS	[M+Na]+	193.7	32859911
AllCCS	[M-H]-	189.2	32859911
AllCCS	[M+Na-2H]-	190.1	32859911
AllCCS	[M+HCOO]-	191.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eptastigmine	CCCCCCCNC(=O)OC1=CC2=C(C=C1)N(C)C1N(C)CCC21C	3769.0	Standard polar	33892256
Eptastigmine	CCCCCCCNC(=O)OC1=CC2=C(C=C1)N(C)C1N(C)CCC21C	2801.0	Standard non polar	33892256
Eptastigmine	CCCCCCCNC(=O)OC1=CC2=C(C=C1)N(C)C1N(C)CCC21C	2771.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Eptastigmine,1TMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C	2697.4	Semi standard non polar	33892256
Eptastigmine,1TMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C	2812.6	Standard non polar	33892256
Eptastigmine,1TMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C	3281.2	Standard polar	33892256
Eptastigmine,1TBDMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C(C)(C)C	2926.7	Semi standard non polar	33892256
Eptastigmine,1TBDMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C(C)(C)C	3033.4	Standard non polar	33892256
Eptastigmine,1TBDMS,isomer #1	CCCCCCCN(C(=O)OC1=CC=C2C(=C1)C1(C)CCN(C)C1N2C)[Si](C)(C)C(C)(C)C	3387.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Eptastigmine GC-MS (Non-derivatized) - 70eV, Positive	splash10-02td-8598000000-a8549a3d589879e907b6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eptastigmine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 10V, Positive-QTOF	splash10-03di-0019000000-aac79b44fd36e398c839	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 20V, Positive-QTOF	splash10-0604-9110000000-87195b6b5e76fb39b34a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 40V, Positive-QTOF	splash10-0597-9410000000-fa0b07d520647c617494	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 10V, Negative-QTOF	splash10-0a4i-0029000000-a824cb7f45e59fbf89a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 20V, Negative-QTOF	splash10-0a4i-1249000000-1c3b88864b087b095926	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eptastigmine 40V, Negative-QTOF	splash10-0ikc-3493000000-34a26f38582fadcfb3d5	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

532651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

612747

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 Eptastigmine (HMDB0251892)

MOL for HMDB0251892 (Eptastigmine)

3D MOL for HMDB0251892 (Eptastigmine)

3D SDF for HMDB0251892 (Eptastigmine)

3D-SDF for HMDB0251892 (Eptastigmine)

PDB for HMDB0251892 (Eptastigmine)

3D PDB for HMDB0251892 (Eptastigmine)

SMILES for HMDB0251892 (Eptastigmine)

INCHI for HMDB0251892 (Eptastigmine)

Structure for HMDB0251892 (Eptastigmine)

3D Structure for HMDB0251892 (Eptastigmine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra