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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:15 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030170

Secondary Accession Numbers

HMDB30170

Metabolite Identification

Common Name

Glaudine

Description

Glaudine, also known as oreodine, belongs to the class of organic compounds known as rhoeadine alkaloids. These are alkaloids with a structure based on rhoeadine. They usually contain a benzazepine system fused with a six-membered hemiacetal or acetal. Based on a literature review very few articles have been published on Glaudine.

Structure

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


  Mrv0541 05061305032D          

 29 33  0  0  0  0            999 V2000
    6.9136    3.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2763   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7255   -0.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7383   -1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003    2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1787    2.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0119    2.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906    2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9560    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8543    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1487    1.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765    1.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5979    1.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334    1.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2125    0.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6617    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1312    0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2980    1.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7742    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6074    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5278    2.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0198    0.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9182   -0.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621   -0.5109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    1.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    0.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  2  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23  1  1  0  0  0  0
 23  8  1  0  0  0  0
 23 19  1  0  0  0  0
 24  2  1  0  0  0  0
 24 16  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 11  1  0  0  0  0
 27 15  1  0  0  0  0
 28 11  1  0  0  0  0
 28 21  1  0  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
M  END

HMDB0030170
     RDKit          3D
Glaudine
 54 58  0  0  0  0  0  0  0  0999 V2000
   -6.4200    0.9064    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -0.1830    0.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -0.0505    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6195    1.1395   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    1.2213   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    0.1332   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507   -1.0536   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -1.1603    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083   -2.3834    0.6093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472   -3.5309    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0068   -0.1286   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794   -0.8775    0.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -1.4952    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162   -2.3152   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939   -3.6273   -0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112   -0.3885    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2527    0.8390   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.8366   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802    1.5556    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.3117    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8985   -0.6850    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -1.8039    1.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -1.6312    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -0.2233    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    1.0859   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960    2.1590   -0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760    2.8503    0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779    2.9582   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    2.5660   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    1.8048    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4280    0.6523    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1938   -0.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2582    2.0087   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402   -1.9587    0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -4.4237    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -3.6726   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -3.3867    1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -0.7931   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -2.0518    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013   -4.3038   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -3.7120    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -3.9130    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    2.8302   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    2.3262    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4153   -2.0554    2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707   -2.0302    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3131   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873    2.2055    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    3.1249    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    3.8361    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    4.0482   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.8227   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    2.8377   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4548    3.2715   -0.3594 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
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8  3  1  0
 25 11  1  0
 29  5  1  0
 21 16  1  0
 24 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 23 45  1  0
 23 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
M  END


  Mrv0541 05061305032D          

 29 33  0  0  0  0            999 V2000
    6.9136    3.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2763   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7255   -0.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7383   -1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003    2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1787    2.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0119    2.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906    2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9560    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8543    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1487    1.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765    1.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5979    1.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334    1.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2125    0.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6617    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1312    0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2980    1.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7742    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6074    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5278    2.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0198    0.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9182   -0.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621   -0.5109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    1.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    0.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4289    0.3139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  2  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23  1  1  0  0  0  0
 23  8  1  0  0  0  0
 23 19  1  0  0  0  0
 24  2  1  0  0  0  0
 24 16  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
 26 22  1  0  0  0  0
 27 11  1  0  0  0  0
 27 15  1  0  0  0  0
 28 11  1  0  0  0  0
 28 21  1  0  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030170

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1OC2C(N(C)CCC3=CC(OC)=C(OC)C=C23)C2=C1C1=C(OCO1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO6/c1-23-8-7-12-9-16(24-2)17(25-3)10-14(12)20-19(23)13-5-6-15-21(28-11-27-15)18(13)22(26-4)29-20/h5-6,9-10,19-20,22H,7-8,11H2,1-4H3

> <INCHI_KEY>
STJFYCWYHROASW-UHFFFAOYSA-N

> <FORMULA>
C22H25NO6

> <MOLECULAR_WEIGHT>
399.437

> <EXACT_MASS>
399.168187537

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
42.845065798974055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,16,17-trimethoxy-22-methyl-6,8,12-trioxa-22-azapentacyclo[11.9.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]docosa-2(10),3,5(9),14,16,18-hexaene

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
3.0895836379999997

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.193698150108942

> <JCHEM_POLAR_SURFACE_AREA>
58.620000000000005

> <JCHEM_REFRACTIVITY>
105.93579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,16,17-trimethoxy-22-methyl-6,8,12-trioxa-22-azapentacyclo[11.9.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]docosa-2(10),3,5(9),14,16,18-hexaene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030170
     RDKit          3D
Glaudine
 54 58  0  0  0  0  0  0  0  0999 V2000
   -6.4200    0.9064    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -0.1830    0.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -0.0505    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6195    1.1395   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    1.2213   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    0.1332   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507   -1.0536   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -1.1603    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083   -2.3834    0.6093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472   -3.5309    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0068   -0.1286   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794   -0.8775    0.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -1.4952    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162   -2.3152   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939   -3.6273   -0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112   -0.3885    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2527    0.8390   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.8366   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802    1.5556    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.3117    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8985   -0.6850    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -1.8039    1.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -1.6312    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -0.2233    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    1.0859   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960    2.1590   -0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760    2.8503    0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779    2.9582   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    2.5660   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    1.8048    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4280    0.6523    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1938   -0.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2582    2.0087   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402   -1.9587    0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -4.4237    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -3.6726   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -3.3867    1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -0.7931   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -2.0518    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013   -4.3038   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -3.7120    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -3.9130    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    2.8302   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    2.3262    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4153   -2.0554    2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707   -2.0302    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3131   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873    2.2055    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    3.1249    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    3.8361    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    4.0482   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.8227   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    2.8377   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4548    3.2715   -0.3594 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
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8  3  1  0
 25 11  1  0
 29  5  1  0
 21 16  1  0
 24 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 23 45  1  0
 23 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.905   5.749   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.049  -0.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.021  -1.666   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.578  -2.211   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.201   4.358   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.667   4.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.822   4.561   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.476   5.308   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.585   2.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.528   0.432   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.532   0.822   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.078   3.042   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.089   3.101   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.049   1.896   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.022   2.819   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.063   1.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.035   0.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.445   1.702   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.623   3.242   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.512   1.985   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.911   1.561   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.334   0.445   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      14.052   4.721   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      20.570   0.944   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.514  -1.349   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.689  -0.954   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.552   2.362   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.990   0.327   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.867   0.586   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   23                                                       
CONECT    9   12   16                                                       
CONECT   10   14   17                                                       
CONECT   11   27   28                                                       
CONECT   12    7    9   14                                                  
CONECT   13    5   18   19                                                  
CONECT   14   10   12   20                                                  
CONECT   15    6   21   27                                                  
CONECT   16    9   17   24                                                  
CONECT   17   10   16   25                                                  
CONECT   18   13   21   22                                                  
CONECT   19   13   20   23                                                  
CONECT   20   14   19   29                                                  
CONECT   21   15   18   28                                                  
CONECT   22   18   26   29                                                  
CONECT   23    1    8   19                                                  
CONECT   24    2   16                                                       
CONECT   25    3   17                                                       
CONECT   26    4   22                                                       
CONECT   27   11   15                                                       
CONECT   28   11   21                                                       
CONECT   29   20   22                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0030170
HETATM    1  C1  UNL     1      -6.420   0.906   0.108  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.551  -0.183   0.268  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.199  -0.050   0.019  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.619   1.140  -0.397  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.250   1.221  -0.635  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.433   0.133  -0.467  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.051  -1.054  -0.046  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.392  -1.160   0.195  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.908  -2.383   0.609  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.147  -3.531   0.802  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.007  -0.129  -0.618  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.379  -0.877   0.519  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.613  -1.495   0.318  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.616  -2.315  -0.792  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.894  -3.627  -0.414  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.611  -0.389   0.224  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.253   0.839  -0.262  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.186   1.837  -0.342  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.480   1.556   0.082  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.847   0.312   0.576  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.898  -0.685   0.651  1.00  0.00           C  
HETATM   22  O5  UNL     1       4.534  -1.804   1.174  1.00  0.00           O  
HETATM   23  C18 UNL     1       5.941  -1.631   1.104  1.00  0.00           C  
HETATM   24  O6  UNL     1       6.040  -0.223   1.055  1.00  0.00           O  
HETATM   25  C19 UNL     1       0.866   1.086  -0.699  1.00  0.00           C  
HETATM   26  N1  UNL     1       0.196   2.159  -0.055  1.00  0.00           N  
HETATM   27  C20 UNL     1       0.876   2.850   0.973  1.00  0.00           C  
HETATM   28  C21 UNL     1      -0.478   2.958  -1.026  1.00  0.00           C  
HETATM   29  C22 UNL     1      -1.907   2.566  -1.057  1.00  0.00           C  
HETATM   30  H1  UNL     1      -6.045   1.805   0.674  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.428   0.652   0.500  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.468   1.194  -0.953  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.258   2.009  -0.533  1.00  0.00           H  
HETATM   34  H5  UNL     1      -1.440  -1.959   0.105  1.00  0.00           H  
HETATM   35  H6  UNL     1      -3.767  -4.424   0.891  1.00  0.00           H  
HETATM   36  H7  UNL     1      -2.520  -3.673  -0.126  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.427  -3.387   1.633  1.00  0.00           H  
HETATM   38  H9  UNL     1       0.163  -0.793  -1.489  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.831  -2.052   1.250  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.901  -4.304  -1.292  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.833  -3.712   0.170  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.078  -3.913   0.303  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.974   2.830  -0.716  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.242   2.326   0.031  1.00  0.00           H  
HETATM   45  H16 UNL     1       6.415  -2.055   2.004  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.371  -2.030   0.160  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.951   1.313  -1.806  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.587   2.205   1.490  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.105   3.125   1.755  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.290   3.836   0.658  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.401   4.048  -0.834  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.042   2.823  -2.056  1.00  0.00           H  
HETATM   53  H24 UNL     1      -2.359   2.838  -2.061  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.455   3.271  -0.359  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   33
CONECT    5    6    6   29
CONECT    6    7   11
CONECT    7    8    8   34
CONECT    8    9
CONECT    9   10
CONECT   10   35   36   37
CONECT   11   12   25   38
CONECT   12   13
CONECT   13   14   16   39
CONECT   14   15
CONECT   15   40   41   42
CONECT   16   17   17   21
CONECT   17   18   25
CONECT   18   19   19   43
CONECT   19   20   44
CONECT   20   21   21   24
CONECT   21   22
CONECT   22   23
CONECT   23   24   45   46
CONECT   25   26   47
CONECT   26   27   28
CONECT   27   48   49   50
CONECT   28   29   51   52
CONECT   29   53   54
END

HMDB0030170
     RDKit          3D
Glaudine
 54 58  0  0  0  0  0  0  0  0999 V2000
   -6.4200    0.9064    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513   -0.1830    0.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992   -0.0505    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6195    1.1395   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    1.2213   -0.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    0.1332   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507   -1.0536   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -1.1603    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083   -2.3834    0.6093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472   -3.5309    0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0068   -0.1286   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794   -0.8775    0.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -1.4952    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162   -2.3152   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939   -3.6273   -0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112   -0.3885    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2527    0.8390   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.8366   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802    1.5556    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8472    0.3117    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8985   -0.6850    0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345   -1.8039    1.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -1.6312    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396   -0.2233    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    1.0859   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960    2.1590   -0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760    2.8503    0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779    2.9582   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    2.5660   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    1.8048    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4280    0.6523    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4677    1.1938   -0.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2582    2.0087   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402   -1.9587    0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667   -4.4237    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -3.6726   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -3.3867    1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -0.7931   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -2.0518    1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013   -4.3038   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -3.7120    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -3.9130    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    2.8302   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    2.3262    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4153   -2.0554    2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3707   -2.0302    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3131   -1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873    2.2055    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    3.1249    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    3.8361    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    4.0482   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.8227   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    2.8377   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4548    3.2715   -0.3594 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
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8  3  1  0
 25 11  1  0
 29  5  1  0
 21 16  1  0
 24 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 23 45  1  0
 23 46  1  0
 25 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  0
 29 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Methylpapaverrubine b	HMDB
O,N-Dimethylpapaverrubine D	HMDB
O,N-Dimethylporphyroxine	HMDB
Oreodine	HMDB

Chemical Formula

C₂₂H₂₅NO₆

Average Molecular Weight

399.437

Monoisotopic Molecular Weight

399.168187537

IUPAC Name

11,16,17-trimethoxy-22-methyl-6,8,12-trioxa-22-azapentacyclo[11.9.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]docosa-2(10),3,5(9),14,16,18-hexaene

Traditional Name

11,16,17-trimethoxy-22-methyl-6,8,12-trioxa-22-azapentacyclo[11.9.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]docosa-2(10),3,5(9),14,16,18-hexaene

CAS Registry Number

5140-40-9

SMILES

COC1OC2C(N(C)CCC3=CC(OC)=C(OC)C=C23)C2=C1C1=C(OCO1)C=C2

InChI Identifier

InChI=1S/C22H25NO6/c1-23-8-7-12-9-16(24-2)17(25-3)10-14(12)20-19(23)13-5-6-15-21(28-11-27-15)18(13)22(26-4)29-20/h5-6,9-10,19-20,22H,7-8,11H2,1-4H3

InChI Key

STJFYCWYHROASW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhoeadine alkaloids. These are alkaloids with a structure based on rhoeadine. They usually contain a benzazepine system fused with a six-membered hemiacetal or acetal.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Rhoeadine alkaloids

Sub Class

Not Available

Direct Parent

Rhoeadine alkaloids

Alternative Parents

Substituents

Rhoeadine-skeleton
Benzazepine
Benzopyran
2-benzopyran
Isochromane
Benzodioxole
Anisole
Alkyl aryl ether
Azepine
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Acetal
Azacycle
Organoheterocyclic compound
Ether
Amine
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030170)
Cytoplasm (HMDB: HMDB0030170)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030170)

Source

Endogenous

Endogenous (HMDB: HMDB0030170)

Plant

Plant (HMDB: HMDB0030170)

Exogenous

Food

Food (HMDB: HMDB0030170)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Exogenous (HMDB: HMDB0030170)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	103 - 105 °C	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
Water Solubility	0.17 g/L	ALOGPS
logP	2.45	ALOGPS
logP	3.09	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	6.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.94 m³·mol⁻¹	ChemAxon
Polarizability	42.85 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	191.916	31661259
DarkChem	[M-H]-	189.671	31661259
DeepCCS	[M-2H]-	225.086	30932474
DeepCCS	[M+Na]+	200.608	30932474
AllCCS	[M+H]+	196.0	32859911
AllCCS	[M+H-H2O]+	193.2	32859911
AllCCS	[M+NH4]+	198.5	32859911
AllCCS	[M+Na]+	199.3	32859911
AllCCS	[M-H]-	201.3	32859911
AllCCS	[M+Na-2H]-	201.3	32859911
AllCCS	[M+HCOO]-	201.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.23 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0222 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.73 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	36.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1597.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	196.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	76.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	396.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	495.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	527.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	907.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	380.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1271.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	263.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	302.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glaudine	COC1OC2C(N(C)CCC3=CC(OC)=C(OC)C=C23)C2=C1C1=C(OCO1)C=C2	4315.9	Standard polar	33892256
Glaudine	COC1OC2C(N(C)CCC3=CC(OC)=C(OC)C=C23)C2=C1C1=C(OCO1)C=C2	3049.6	Standard non polar	33892256
Glaudine	COC1OC2C(N(C)CCC3=CC(OC)=C(OC)C=C23)C2=C1C1=C(OCO1)C=C2	3058.0	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 - Glaudine GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0569000000-8de9b6de91bd1403e8a1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaudine 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 - Glaudine 10V, Positive-QTOF	splash10-0udi-0002900000-73ac94374055232e1de9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Positive-QTOF	splash10-0udi-0019800000-ba6c686cd69bc60a7e8d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Positive-QTOF	splash10-02t9-3914000000-f27f4fd3cc3eda4ae35e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 10V, Positive-QTOF	splash10-0udi-0002900000-73ac94374055232e1de9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Positive-QTOF	splash10-0udi-0019800000-ba6c686cd69bc60a7e8d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Positive-QTOF	splash10-02t9-3914000000-f27f4fd3cc3eda4ae35e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 10V, Negative-QTOF	splash10-0002-0009000000-9282bcdd007b779725df	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Negative-QTOF	splash10-00l2-0009000000-8abf8d83cd3dfdf90842	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Negative-QTOF	splash10-00e9-3159000000-fd5b6d5f04e44e7ad1f6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 10V, Negative-QTOF	splash10-0002-0009000000-9282bcdd007b779725df	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Negative-QTOF	splash10-00l2-0009000000-8abf8d83cd3dfdf90842	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Negative-QTOF	splash10-00e9-3159000000-fd5b6d5f04e44e7ad1f6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 10V, Positive-QTOF	splash10-0udi-0000900000-c6138b547aa66d817c86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Positive-QTOF	splash10-0udi-0005900000-e6d693740331434d8548	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Positive-QTOF	splash10-00yi-0169000000-fb81aa65a5808dbb92ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 10V, Negative-QTOF	splash10-0002-0009000000-44f04a4b80a5c3b19d09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 20V, Negative-QTOF	splash10-0002-0009000000-6f52bfed4eea3822a1f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaudine 40V, Negative-QTOF	splash10-0002-0009000000-847561cdb50547360ecd	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB001986

KNApSAcK ID

C00025452

Chemspider ID

549958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

633491

PDB ID

Not Available

ChEBI ID

191803

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1817611

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Glaudine (HMDB0030170)

MOL for HMDB0030170 (Glaudine)

3D MOL for HMDB0030170 (Glaudine)

3D SDF for HMDB0030170 (Glaudine)

3D-SDF for HMDB0030170 (Glaudine)

PDB for HMDB0030170 (Glaudine)

3D PDB for HMDB0030170 (Glaudine)

SMILES for HMDB0030170 (Glaudine)

INCHI for HMDB0030170 (Glaudine)

Structure for HMDB0030170 (Glaudine)

3D Structure for HMDB0030170 (Glaudine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra