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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:56 UTC

HMDB ID

HMDB0015330

Secondary Accession Numbers

HMDB15330

Metabolite Identification

Common Name

Tubocurarine

Description

Tubocurarine is only found in individuals that have used or taken this drug. It is a neuromuscular blocker and active ingredient in curare; plant based alkaloid of Menispermaceae. [PubChem]Tubocurarine, the chief alkaloid in tobacco products, binds stereo-selectively to nicotinic-cholinergic receptors at the autonomic ganglia, in the adrenal medulla, at neuromuscular junctions, and in the brain. Two types of central nervous system effects are believed to be the basis of Tubocurarine's positively reinforcing properties. A stimulating effect is exerted mainly in the cortex via the locus ceruleus and a reward effect is exerted in the limbic system. At low doses the stimulant effects predominate while at high doses the reward effects predominate. Intermittent intravenous administration of Tubocurarine activates neurohormonal pathways, releasing acetylcholine, norepinephrine, dopamine, serotonin, vasopressin, beta-endorphin, growth hormone, and ACTH.

Structure

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

1199
  Mrv0541 02231215192D          

 47 53  0  0  1  0            999 V2000
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    6.1776   -3.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210    2.3815    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.4410   -3.0217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 39 42  1  0  0  0  0
 40 43  2  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0015330
     RDKit          3D
Tubocurarine
 86 92  0  0  0  0  0  0  0  0999 V2000
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 45 86  1  0
M  CHG  1  43   1
M  END

1199
  Mrv0541 02231215192D          

 47 53  0  0  1  0            999 V2000
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    6.5210    3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    2.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    3.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929    1.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0920    3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3516    2.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9363    1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    1.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0054    0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    3.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6629    2.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6629    3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929   -0.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8305    0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0747   -2.4934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8491   -2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409   -1.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -3.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0054   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898   -3.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3561   -4.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2430   -0.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8305   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4828   -2.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642   -3.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613   -2.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5910   -0.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534    0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3979   -3.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409   -0.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436    4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3192   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3387    1.5711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518   -2.2620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 31  1  0  0  0  0
  2 21  1  0  0  0  0
  2 44  1  0  0  0  0
  3 20  1  0  0  0  0
  4 28  1  0  0  0  0
  4 36  1  0  0  0  0
  5 34  1  0  0  0  0
  6 41  1  0  0  0  0
  6 45  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 24  1  0  0  0  0
  8 27  1  0  0  0  0
  8 38  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
  9 46  1  1  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 11 17  2  0  0  0  0
 12 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 22  2  0  0  0  0
 18 23  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  2  0  0  0  0
 22 28  1  0  0  0  0
 23 32  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 47  1  6  0  0  0
 25 29  1  0  0  0  0
 25 35  2  0  0  0  0
 26 33  1  0  0  0  0
 27 30  1  0  0  0  0
 28 34  2  0  0  0  0
 29 30  1  0  0  0  0
 29 37  2  0  0  0  0
 31 39  2  0  0  0  0
 31 40  1  0  0  0  0
 32 34  1  0  0  0  0
 33 42  2  0  0  0  0
 33 43  1  0  0  0  0
 35 36  1  0  0  0  0
 36 41  2  0  0  0  0
 37 41  1  0  0  0  0
 39 42  1  0  0  0  0
 40 43  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
HMDB0015330

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1

> <INCHI_KEY>
JFJZZMVDLULRGK-URLMMPGGSA-O

> <FORMULA>
C37H41N2O6

> <MOLECULAR_WEIGHT>
609.7312

> <EXACT_MASS>
609.296462054

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
66.41365613890815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁸,²².0²⁷,³¹.0¹⁶,³⁴]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaen-15-ium

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
3.144135107944982

> <ALOGPS_LOGS>
-6.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.15982929107306

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.448849868538365

> <JCHEM_PKA_STRONGEST_BASIC>
8.118844605490901

> <JCHEM_POLAR_SURFACE_AREA>
80.62

> <JCHEM_REFRACTIVITY>
187.06359999999987

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tubocurarine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015330
     RDKit          3D
Tubocurarine
 86 92  0  0  0  0  0  0  0  0999 V2000
    4.8637   -2.5601   -3.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0248   -2.7279   -2.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004   -1.8999   -1.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -0.9341   -1.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.0785   -0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1695    0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3965   -1.1954    0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436   -2.0603   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -3.1056   -0.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8940   -3.1584   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663   -2.2346   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432   -2.4923   -0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -3.7467   -0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -4.7089   -1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -4.3885   -0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3499   -5.4059   -1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6257   -1.6687    0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -0.4002   -0.7169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5628    0.6495    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254    0.4448    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7590    1.3559    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    2.4910    1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0538    3.4222    1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4428    3.1669    1.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8491    2.6805    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    3.8590    1.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9680    1.7954    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    2.0233    0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    1.7853    1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0901    0.9246    2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.7384    2.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452    1.4833    2.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    2.3622    1.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346    2.5365    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6541    1.4007    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6632    0.8592    1.7598 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1663    2.0632    1.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470    3.1358    1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252    1.6421    0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802    0.9020   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865   -0.7563   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8519   -1.2491   -1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6114   -1.9447 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8275   -1.3897   -2.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559    0.6934   -2.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6561   -3.2931   -4.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -2.5645   -3.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751   -1.5590   -4.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -0.8369   -2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7533   -1.3926    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -1.2330    0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382   -4.0512   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -5.6693   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514   -5.2849   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812   -1.4349    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -2.2691   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8388   -0.0082   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    1.1684    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8921    3.1062    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6734    2.2122    2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9012    3.9641    2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0148    4.4943    2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    0.2266    2.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -0.0512    3.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5546    3.0639    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    3.2839   -0.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640    0.8048    3.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691    2.3840    3.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5894    0.5869    2.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887    2.7396    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6260    3.8680    2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2447    3.7612    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1886    2.5059    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9462    0.9539    1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138    1.5944   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1931    0.3481   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6509   -0.4983   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7258   -1.4926    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4522   -0.9888   -2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8143   -2.3568   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -2.4250   -2.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558   -1.2876   -2.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -0.9684   -3.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    0.8156   -3.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8150    0.7849   -2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4788    1.5255   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
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 25 26  1  0
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 32 33  1  0
 33 34  2  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 20 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  1  0
  8  3  1  0
 15 10  1  0
 43 18  1  0
 40  5  1  0
 36  6  1  0
 27 19  1  0
 34 29  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  7 50  1  0
 11 51  1  0
 13 52  1  0
 14 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  6
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 26 62  1  0
 30 63  1  0
 31 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 36 69  1  1
 38 70  1  0
 38 71  1  0
 38 72  1  0
 39 73  1  0
 39 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
 41 78  1  0
 42 79  1  0
 42 80  1  0
 44 81  1  0
 44 82  1  0
 44 83  1  0
 45 84  1  0
 45 85  1  0
 45 86  1  0
M  CHG  1  43   1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1199                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       8.570   2.188   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.495   6.761   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.495   3.670   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.217  -3.443   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.525  -3.156   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.532  -6.783   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      12.173   4.445   0.000  0.00  0.00           N+1
HETATM    8  N   UNK     0       4.557  -5.641   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      10.839   3.675   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.173   5.985   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.505   4.445   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.839   6.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.440   2.188   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.505   5.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.723   4.445   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.948   3.102   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.171   3.675   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.210   0.854   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.171   6.755   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.837   4.445   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.837   5.985   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.440  -0.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.750   0.854   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.739  -4.654   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.185  -5.186   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.490  -3.147   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.819  -7.158   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.210  -1.813   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.448  -6.703   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.265  -7.690   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.800   0.854   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.520  -0.480   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.260  -1.813   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.750  -1.813   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.368  -4.200   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.813  -4.731   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.893  -7.235   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.101  -5.106   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.570  -0.480   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.260   0.854   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.076  -6.248   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.800  -1.813   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.490  -0.480   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.495   8.311   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.796  -8.311   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      11.832   2.933   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.577  -4.222   0.000  0.00  0.00           H+0
CONECT    1   17   31                                                       
CONECT    2   21   44                                                       
CONECT    3   20                                                            
CONECT    4   28   36                                                       
CONECT    5   34                                                            
CONECT    6   41   45                                                       
CONECT    7    9   10   15   16                                             
CONECT    8   24   27   38                                                  
CONECT    9    7   11   13   46                                             
CONECT   10    7   12                                                       
CONECT   11    9   14   17                                                  
CONECT   12   10   14                                                       
CONECT   13    9   18                                                       
CONECT   14   11   12   19                                                  
CONECT   15    7                                                            
CONECT   16    7                                                            
CONECT   17    1   11   20                                                  
CONECT   18   13   22   23                                                  
CONECT   19   14   21                                                       
CONECT   20    3   17   21                                                  
CONECT   21    2   19   20                                                  
CONECT   22   18   28                                                       
CONECT   23   18   32                                                       
CONECT   24    8   25   26   47                                             
CONECT   25   24   29   35                                                  
CONECT   26   24   33                                                       
CONECT   27    8   30                                                       
CONECT   28    4   22   34                                                  
CONECT   29   25   30   37                                                  
CONECT   30   27   29                                                       
CONECT   31    1   39   40                                                  
CONECT   32   23   34                                                       
CONECT   33   26   42   43                                                  
CONECT   34    5   28   32                                                  
CONECT   35   25   36                                                       
CONECT   36    4   35   41                                                  
CONECT   37   29   41                                                       
CONECT   38    8                                                            
CONECT   39   31   42                                                       
CONECT   40   31   43                                                       
CONECT   41    6   36   37                                                  
CONECT   42   33   39                                                       
CONECT   43   33   40                                                       
CONECT   44    2                                                            
CONECT   45    6                                                            
CONECT   46    9                                                            
CONECT   47   24                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  106    0
END

COMPND    HMDB0015330
HETATM    1  C1  UNL     1       4.864  -2.560  -3.650  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.025  -2.728  -2.538  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.100  -1.900  -1.423  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.041  -0.934  -1.461  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.169  -0.078  -0.378  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.357  -0.170   0.773  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.397  -1.195   0.762  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.244  -2.060  -0.310  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.301  -3.106  -0.436  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.894  -3.158  -0.469  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.066  -2.235  -0.095  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.443  -2.492  -0.220  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.770  -3.747  -0.745  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.862  -4.709  -1.133  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.450  -4.389  -0.985  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.350  -5.406  -1.396  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.626  -1.669   0.071  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.810  -0.400  -0.717  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.563   0.650   0.015  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.925   0.445   0.069  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.759   1.356   0.683  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.233   2.491   1.253  1.00  0.00           C  
HETATM   23  O4  UNL     1      -6.054   3.422   1.875  1.00  0.00           O  
HETATM   24  C20 UNL     1      -7.443   3.167   1.902  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.849   2.681   1.188  1.00  0.00           C  
HETATM   26  O5  UNL     1      -3.394   3.859   1.785  1.00  0.00           O  
HETATM   27  C22 UNL     1      -2.968   1.795   0.585  1.00  0.00           C  
HETATM   28  O6  UNL     1      -1.663   2.023   0.553  1.00  0.00           O  
HETATM   29  C23 UNL     1      -0.432   1.785   1.118  1.00  0.00           C  
HETATM   30  C24 UNL     1      -0.090   0.925   2.129  1.00  0.00           C  
HETATM   31  C25 UNL     1       1.202   0.738   2.667  1.00  0.00           C  
HETATM   32  C26 UNL     1       2.245   1.483   2.142  1.00  0.00           C  
HETATM   33  C27 UNL     1       1.912   2.362   1.108  1.00  0.00           C  
HETATM   34  C28 UNL     1       0.635   2.536   0.587  1.00  0.00           C  
HETATM   35  C29 UNL     1       3.654   1.401   2.703  1.00  0.00           C  
HETATM   36  C30 UNL     1       4.663   0.859   1.760  1.00  0.00           C  
HETATM   37  N1  UNL     1       5.166   2.063   1.066  1.00  0.00           N  
HETATM   38  C31 UNL     1       5.447   3.136   1.987  1.00  0.00           C  
HETATM   39  C32 UNL     1       6.525   1.642   0.650  1.00  0.00           C  
HETATM   40  C33 UNL     1       6.280   0.902  -0.590  1.00  0.00           C  
HETATM   41  C34 UNL     1      -5.586  -0.756  -0.539  1.00  0.00           C  
HETATM   42  C35 UNL     1      -4.852  -1.249  -1.741  1.00  0.00           C  
HETATM   43  N2  UNL     1      -3.577  -0.611  -1.945  1.00  0.00           N1+
HETATM   44  C36 UNL     1      -2.828  -1.390  -2.913  1.00  0.00           C  
HETATM   45  C37 UNL     1      -3.756   0.693  -2.550  1.00  0.00           C  
HETATM   46  H1  UNL     1       4.656  -3.293  -4.456  1.00  0.00           H  
HETATM   47  H2  UNL     1       5.946  -2.564  -3.391  1.00  0.00           H  
HETATM   48  H3  UNL     1       4.675  -1.559  -4.121  1.00  0.00           H  
HETATM   49  H4  UNL     1       5.689  -0.837  -2.341  1.00  0.00           H  
HETATM   50  H5  UNL     1       2.753  -1.393   1.689  1.00  0.00           H  
HETATM   51  H6  UNL     1       0.268  -1.233   0.351  1.00  0.00           H  
HETATM   52  H7  UNL     1      -2.838  -4.051  -0.884  1.00  0.00           H  
HETATM   53  H8  UNL     1      -1.196  -5.669  -1.536  1.00  0.00           H  
HETATM   54  H9  UNL     1       2.351  -5.285  -1.308  1.00  0.00           H  
HETATM   55  H10 UNL     1      -2.881  -1.435   1.124  1.00  0.00           H  
HETATM   56  H11 UNL     1      -3.543  -2.269  -0.195  1.00  0.00           H  
HETATM   57  H12 UNL     1      -1.839  -0.008  -1.114  1.00  0.00           H  
HETATM   58  H13 UNL     1      -6.825   1.168   0.710  1.00  0.00           H  
HETATM   59  H14 UNL     1      -7.892   3.106   0.892  1.00  0.00           H  
HETATM   60  H15 UNL     1      -7.673   2.212   2.422  1.00  0.00           H  
HETATM   61  H16 UNL     1      -7.901   3.964   2.526  1.00  0.00           H  
HETATM   62  H17 UNL     1      -4.015   4.494   2.220  1.00  0.00           H  
HETATM   63  H18 UNL     1      -0.767   0.227   2.698  1.00  0.00           H  
HETATM   64  H19 UNL     1       1.166  -0.051   3.477  1.00  0.00           H  
HETATM   65  H20 UNL     1       2.555   3.064   0.511  1.00  0.00           H  
HETATM   66  H21 UNL     1       0.535   3.284  -0.243  1.00  0.00           H  
HETATM   67  H22 UNL     1       3.764   0.805   3.656  1.00  0.00           H  
HETATM   68  H23 UNL     1       3.969   2.384   3.205  1.00  0.00           H  
HETATM   69  H24 UNL     1       5.589   0.587   2.385  1.00  0.00           H  
HETATM   70  H25 UNL     1       5.889   2.740   2.898  1.00  0.00           H  
HETATM   71  H26 UNL     1       4.626   3.868   2.112  1.00  0.00           H  
HETATM   72  H27 UNL     1       6.245   3.761   1.455  1.00  0.00           H  
HETATM   73  H28 UNL     1       7.189   2.506   0.581  1.00  0.00           H  
HETATM   74  H29 UNL     1       6.946   0.954   1.421  1.00  0.00           H  
HETATM   75  H30 UNL     1       5.914   1.594  -1.380  1.00  0.00           H  
HETATM   76  H31 UNL     1       7.193   0.348  -0.949  1.00  0.00           H  
HETATM   77  H32 UNL     1      -6.651  -0.498  -0.831  1.00  0.00           H  
HETATM   78  H33 UNL     1      -5.726  -1.493   0.275  1.00  0.00           H  
HETATM   79  H34 UNL     1      -5.452  -0.989  -2.668  1.00  0.00           H  
HETATM   80  H35 UNL     1      -4.814  -2.357  -1.770  1.00  0.00           H  
HETATM   81  H36 UNL     1      -3.177  -2.425  -2.987  1.00  0.00           H  
HETATM   82  H37 UNL     1      -1.756  -1.288  -2.643  1.00  0.00           H  
HETATM   83  H38 UNL     1      -2.903  -0.968  -3.952  1.00  0.00           H  
HETATM   84  H39 UNL     1      -3.149   0.816  -3.469  1.00  0.00           H  
HETATM   85  H40 UNL     1      -4.815   0.785  -2.869  1.00  0.00           H  
HETATM   86  H41 UNL     1      -3.479   1.526  -1.882  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   49
CONECT    5    6    6   40
CONECT    6    7   36
CONECT    7    8    8   50
CONECT    8    9
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   51
CONECT   12   13   13   17
CONECT   13   14   52
CONECT   14   15   15   53
CONECT   15   16
CONECT   16   54
CONECT   17   18   55   56
CONECT   18   19   43   57
CONECT   19   20   20   27
CONECT   20   21   41
CONECT   21   22   22   58
CONECT   22   23   25
CONECT   23   24
CONECT   24   59   60   61
CONECT   25   26   27   27
CONECT   26   62
CONECT   27   28
CONECT   28   29
CONECT   29   30   30   34
CONECT   30   31   63
CONECT   31   32   32   64
CONECT   32   33   35
CONECT   33   34   34   65
CONECT   34   66
CONECT   35   36   67   68
CONECT   36   37   69
CONECT   37   38   39
CONECT   38   70   71   72
CONECT   39   40   73   74
CONECT   40   75   76
CONECT   41   42   77   78
CONECT   42   43   79   80
CONECT   43   44   45
CONECT   44   81   82   83
CONECT   45   84   85   86
END

HMDB0015330
     RDKit          3D
Tubocurarine
 86 92  0  0  0  0  0  0  0  0999 V2000
    4.8637   -2.5601   -3.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0248   -2.7279   -2.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004   -1.8999   -1.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -0.9341   -1.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.0785   -0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1695    0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3965   -1.1954    0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436   -2.0603   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -3.1056   -0.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8940   -3.1584   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0663   -2.2346   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432   -2.4923   -0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -3.7467   -0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -4.7089   -1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -4.3885   -0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3499   -5.4059   -1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6257   -1.6687    0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -0.4002   -0.7169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5628    0.6495    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254    0.4448    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7590    1.3559    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    2.4910    1.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0538    3.4222    1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4428    3.1669    1.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8491    2.6805    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    3.8590    1.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9680    1.7954    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626    2.0233    0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    1.7853    1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0901    0.9246    2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.7384    2.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452    1.4833    2.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    2.3622    1.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346    2.5365    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6541    1.4007    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6632    0.8592    1.7598 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1663    2.0632    1.0657 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4470    3.1358    1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252    1.6421    0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802    0.9020   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865   -0.7563   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8519   -1.2491   -1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6114   -1.9447 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.8275   -1.3897   -2.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559    0.6934   -2.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6561   -3.2931   -4.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -2.5645   -3.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751   -1.5590   -4.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -0.8369   -2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7533   -1.3926    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -1.2330    0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382   -4.0512   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -5.6693   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514   -5.2849   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812   -1.4349    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -2.2691   -0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8388   -0.0082   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    1.1684    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8921    3.1062    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6734    2.2122    2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9012    3.9641    2.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0148    4.4943    2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668    0.2266    2.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -0.0512    3.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5546    3.0639    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    3.2839   -0.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640    0.8048    3.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691    2.3840    3.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5894    0.5869    2.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887    2.7396    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6260    3.8680    2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2447    3.7612    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1886    2.5059    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9462    0.9539    1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138    1.5944   -1.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1931    0.3481   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6509   -0.4983   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7258   -1.4926    0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4522   -0.9888   -2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8143   -2.3568   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -2.4250   -2.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558   -1.2876   -2.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -0.9684   -3.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    0.8156   -3.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8150    0.7849   -2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4788    1.5255   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 20 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  1  0
  8  3  1  0
 15 10  1  0
 43 18  1  0
 40  5  1  0
 36  6  1  0
 27 19  1  0
 34 29  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  4 49  1  0
  7 50  1  0
 11 51  1  0
 13 52  1  0
 14 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  6
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 26 62  1  0
 30 63  1  0
 31 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 36 69  1  1
 38 70  1  0
 38 71  1  0
 38 72  1  0
 39 73  1  0
 39 74  1  0
 40 75  1  0
 40 76  1  0
 41 77  1  0
 41 78  1  0
 42 79  1  0
 42 80  1  0
 44 81  1  0
 44 82  1  0
 44 83  1  0
 45 84  1  0
 45 85  1  0
 45 86  1  0
M  CHG  1  43   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Tubocurarine	ChEBI
7',12'-Dihydroxy-6,6'-dimethoxy-2,2',2'-trimethyltubocuraranium	ChEBI
D-Tubocurarine	ChEBI
Tubocurarin	ChEBI
D-Tubocurarine chloride	HMDB
Isoquinoline alkaloid	HMDB
Tubocurarine chloride	HMDB
Tubocurarinum	HMDB
D-Tubocurare	HMDB
Tubocurare	HMDB

Chemical Formula

C₃₇H₄₁N₂O₆

Average Molecular Weight

609.7312

Monoisotopic Molecular Weight

609.296462054

IUPAC Name

(1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁸,²².0²⁷,³¹.0¹⁶,³⁴]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaen-15-ium

Traditional Name

tubocurarine

CAS Registry Number

6989-98-6

SMILES

[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3

InChI Identifier

InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1

InChI Key

JFJZZMVDLULRGK-URLMMPGGSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tetraalkylammonium salt
Quaternary ammonium salt
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Organoheterocyclic compound
Amine
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic salt
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzylisoquinoline alkaloid (CHEBI:9774 )
Isoquinoline alkaloids (C07547 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00032 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00032 g/L	ALOGPS
logP	3.12	ALOGPS
logP	3.14	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	6.45	ChemAxon
pKa (Strongest Basic)	8.12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.62 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	187.06 m³·mol⁻¹	ChemAxon
Polarizability	66.41 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	240.405	31661259
DarkChem	[M-H]-	238.785	31661259
DeepCCS	[M-2H]-	274.264	30932474
DeepCCS	[M+Na]+	248.425	30932474
AllCCS	[M+H]+	245.5	32859911
AllCCS	[M+H-H2O]+	244.3	32859911
AllCCS	[M+NH4]+	246.5	32859911
AllCCS	[M+Na]+	246.8	32859911
AllCCS	[M-H]-	237.3	32859911
AllCCS	[M+Na-2H]-	239.2	32859911
AllCCS	[M+HCOO]-	241.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tubocurarine	[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3	5894.0	Standard polar	33892256
Tubocurarine	[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3	3611.3	Standard non polar	33892256
Tubocurarine	[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3	4905.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tubocurarine,1TMS,isomer #1	COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	4786.4	Semi standard non polar	33892256
Tubocurarine,1TMS,isomer #2	COC1=CC2=C3C=C1OC1=CC(=CC=C1O)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	4775.1	Semi standard non polar	33892256
Tubocurarine,2TMS,isomer #1	COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	4748.1	Semi standard non polar	33892256
Tubocurarine,1TBDMS,isomer #1	COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C(C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	4987.3	Semi standard non polar	33892256
Tubocurarine,1TBDMS,isomer #2	COC1=CC2=C3C=C1OC1=CC(=CC=C1O)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	4970.6	Semi standard non polar	33892256
Tubocurarine,2TBDMS,isomer #1	COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C(C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C	5097.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-0000091000-3781da48d16d597964cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (1 TMS) - 70eV, Positive	splash10-01bi-0000009000-cf3870f9fb70af6daa94	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tubocurarine GC-MS ("Tubocurarine,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tubocurarine Linear Ion Trap , positive-QTOF	splash10-03di-0000090000-3b12a16109f25ee30930	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tubocurarine Linear Ion Trap , positive-QTOF	splash10-03di-0000090000-7ed720c5e8c5ce8facd3	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tubocurarine 10V, Positive-QTOF	splash10-0a59-0000089000-ac5f8d663869b48af1f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tubocurarine 20V, Positive-QTOF	splash10-0560-0000091000-b985ecd4a2b2ff4197d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tubocurarine 40V, Positive-QTOF	splash10-0fk9-0000090000-ae66666801b8fb874ed4	2017-09-01	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01199	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01199	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01199

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00001927

Chemspider ID

5778

KEGG Compound ID

C07547

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tubocurarine_chloride

METLIN ID

Not Available

PubChem Compound

6000

PDB ID

Not Available

ChEBI ID

9774

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

Youssef SA, Ramadan A, Afifi NA, Aziz MD: Influence of sodium taurocholate on the potency and duration of action of some neuromuscular blocking agents. Dtsch Tierarztl Wochenschr. 1991 Jun;98(6):213-6. [PubMed:1889362 ]

Enzymes

Enzyme Details

1. Acetylcholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:: ACHE
Uniprot ID:: P22303
Molecular weight:: 67795.525

References

Radic Z, Taylor P: The influence of peripheral site ligands on the reaction of symmetric and chiral organophosphates with wildtype and mutant acetylcholinesterases. Chem Biol Interact. 1999 May 14;119-120:111-7. [PubMed:10421444 ]
Golicnik M, Fournier D, Stojan J: Acceleration of Drosophila melanogaster acetylcholinesterase methanesulfonylation: peripheral ligand D-tubocurarine enhances the affinity for small methanesulfonylfluoride. Chem Biol Interact. 2002 Feb 20;139(2):145-57. [PubMed:11823003 ]
Radic Z, Taylor P: Peripheral site ligands accelerate inhibition of acetylcholinesterase by neutral organophosphates. J Appl Toxicol. 2001 Dec;21 Suppl 1:S13-4. [PubMed:11920914 ]
Gupta RC, Dettbarn WD: Potential of memantine, D-tubocurarine, and atropine in preventing acute toxic myopathy induced by organophosphate nerve agents: soman, sarin, tabun and VX. Neurotoxicology. 1992 Fall;13(3):649-61. [PubMed:1475066 ]
Bianchi DA, Hirschmann GS, Theoduloz C, Bracca AB, Kaufman TS: Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors. Bioorg Med Chem Lett. 2005 Jun 2;15(11):2711-5. [PubMed:15878275 ]

Enzyme Details

2. 5-hydroxytryptamine receptor 3A

General function:: Involved in extracellular ligand-gated ion channel activity
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor is a ligand-gated ion channel, which when activated causes fast, depolarizing responses in neurons. It is a cation-specific, but otherwise relatively nonselective, ion channel
Gene Name:: HTR3A
Uniprot ID:: P46098
Molecular weight:: 55279.8

References

Hefft S, Hulo S, Bertrand D, Muller D: Synaptic transmission at nicotinic acetylcholine receptors in rat hippocampal organotypic cultures and slices. J Physiol. 1999 Mar 15;515 ( Pt 3):769-76. [PubMed:10066903 ]
Yan D, White MM: Interaction of d-tubocurarine analogs with mutant 5-HT(3) receptors. Neuropharmacology. 2002 Sep;43(3):367-73. [PubMed:12243766 ]
Yan D, Meyer JK, White MM: Mapping residues in the ligand-binding domain of the 5-HT(3) receptor onto d-tubocurarine structure. Mol Pharmacol. 2006 Aug;70(2):571-8. Epub 2006 May 24. [PubMed:16723497 ]
Peters JA, Malone HM, Lambert JJ: Antagonism of 5-HT3 receptor mediated currents in murine N1E-115 neuroblastoma cells by (+)-tubocurarine. Neurosci Lett. 1990 Mar 2;110(1-2):107-12. [PubMed:1691468 ]
Emerit MB, Riad M, Fattaccini CM, Hamon M: Characteristics of [14C]guanidinium accumulation in NG 108-15 cells exposed to serotonin 5-HT3 receptor ligands and substance P. J Neurochem. 1993 Jun;60(6):2059-67. [PubMed:7684066 ]

Enzyme Details

3. Neuronal acetylcholine receptor subunit alpha-2

General function:: Involved in extracellular ligand-gated ion channel activity
Specific function:: After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane
Gene Name:: CHRNA2
Uniprot ID:: Q15822
Molecular weight:: 59764.8

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Wenningmann I, Dilger JP: The kinetics of inhibition of nicotinic acetylcholine receptors by (+)-tubocurarine and pancuronium. Mol Pharmacol. 2001 Oct;60(4):790-6. [PubMed:11562442 ]
Nishimura K, Kitamura Y, Taniguchi T, Agata K: Analysis of motor function modulated by cholinergic neurons in planarian Dugesia japonica. Neuroscience. 2010 Jun 16;168(1):18-30. doi: 10.1016/j.neuroscience.2010.03.038. Epub 2010 Mar 23. [PubMed:20338223 ]
Jonsson Fagerlund M, Dabrowski M, Eriksson LI: Pharmacological characteristics of the inhibition of nondepolarizing neuromuscular blocking agents at human adult muscle nicotinic acetylcholine receptor. Anesthesiology. 2009 Jun;110(6):1244-52. doi: 10.1097/ALN.0b013e31819fade3. [PubMed:19417616 ]
Liu M, Dilger JP: Synergy between pairs of competitive antagonists at adult human muscle acetylcholine receptors. Anesth Analg. 2008 Aug;107(2):525-33. doi: 10.1213/ane.0b013e31817b4469. [PubMed:18633030 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Busch AE, Quester S, Ulzheimer JC, Waldegger S, Gorboulev V, Arndt P, Lang F, Koepsell H: Electrogenic properties and substrate specificity of the polyspecific rat cation transporter rOCT1. J Biol Chem. 1996 Dec 20;271(51):32599-604. [PubMed:8955087 ]

Showing metabocard for Tubocurarine (HMDB0015330)

MOL for HMDB0015330 (Tubocurarine)

3D MOL for HMDB0015330 (Tubocurarine)

3D SDF for HMDB0015330 (Tubocurarine)

3D-SDF for HMDB0015330 (Tubocurarine)

PDB for HMDB0015330 (Tubocurarine)

3D PDB for HMDB0015330 (Tubocurarine)

SMILES for HMDB0015330 (Tubocurarine)

INCHI for HMDB0015330 (Tubocurarine)

Structure for HMDB0015330 (Tubocurarine)

3D Structure for HMDB0015330 (Tubocurarine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References