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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:09:55 UTC

Update Date

2022-03-07 02:53:42 UTC

HMDB ID

HMDB0033431

Secondary Accession Numbers

HMDB33431

Metabolite Identification

Common Name

Moschamindole

Description

Moschamindole belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Moschamindole has been detected, but not quantified in, a few different foods, such as fats and oils, herbs and spices, and safflowers (Carthamus tinctorius). This could make moschamindole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Moschamindole.

Structure

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


  Mrv0541 02241214332D          

 26 30  0  0  0  0            999 V2000
   -2.4338   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7736    0.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0311    0.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    1.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838    2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    1.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.7736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2784   -1.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0311   -0.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -2.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831   -2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0940   -1.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419   -1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  2  0  0  0  0
  1 25  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 21  2  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 26  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END

HMDB0033431
     RDKit          3D
Moschamindole
 44 48  0  0  0  0  0  0  0  0999 V2000
    3.9505    2.2677    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    1.0584    0.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1061    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -0.1358    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -1.2988   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.3469   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -2.4352    0.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469   -2.0886    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -2.9676    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -2.4177    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8518   -1.0400    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0083   -0.3856    0.3940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7415    0.9086    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3636    1.0938    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -0.1672    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -0.7331    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.1690   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    0.8108   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399    0.5856   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    2.0125   -1.4204 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    2.8637   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0538    2.5124   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894   -2.4695   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5007    0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182   -1.2895    0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -1.3193    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191    2.1787    1.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5676    3.1491    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.3341   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    0.7816    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.5293   -1.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -4.0496    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4731   -3.1131    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -0.8328    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5291    1.6638    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.3203    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    2.3320   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    3.9159   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838    2.9298    0.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319    3.0354    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697    2.9564   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.4150   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -3.4234    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5307   -0.4767    1.2390 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 17  6  1  0
 16  8  1  0
 15 11  1  0
 22 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
M  END


  Mrv0541 02241214332D          

 26 30  0  0  0  0            999 V2000
   -2.4338   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7736    0.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0311    0.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    1.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838    2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6088    2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    1.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.7736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2784   -1.0311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0311   -0.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -2.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831   -2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0940   -1.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419   -1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  2  0  0  0  0
  1 25  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 21  2  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 26  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033431

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OC2=C3C1C(=O)NCCC1=CNC(C=C2)=C31

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O4/c1-25-15-8-10(2-4-13(15)23)19-18-17-14(26-19)5-3-12-16(17)11(9-22-12)6-7-21-20(18)24/h2-5,8-9,18-19,22-23H,6-7H2,1H3,(H,21,24)

> <INCHI_KEY>
GEJUXZYANAYHRZ-UHFFFAOYSA-N

> <FORMULA>
C20H18N2O4

> <MOLECULAR_WEIGHT>
350.3679

> <EXACT_MASS>
350.126657074

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.75352770261006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-5-one

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.1125025813333327

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.110845272483388

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.909563716734285

> <JCHEM_PKA_STRONGEST_BASIC>
-3.272675370409964

> <JCHEM_POLAR_SURFACE_AREA>
83.58000000000001

> <JCHEM_REFRACTIVITY>
95.7586

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033431
     RDKit          3D
Moschamindole
 44 48  0  0  0  0  0  0  0  0999 V2000
    3.9505    2.2677    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    1.0584    0.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1061    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -0.1358    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -1.2988   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.3469   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -2.4352    0.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469   -2.0886    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -2.9676    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -2.4177    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8518   -1.0400    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0083   -0.3856    0.3940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7415    0.9086    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3636    1.0938    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -0.1672    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -0.7331    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.1690   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    0.8108   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399    0.5856   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    2.0125   -1.4204 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    2.8637   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0538    2.5124   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894   -2.4695   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5007    0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182   -1.2895    0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -1.3193    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191    2.1787    1.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5676    3.1491    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.3341   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    0.7816    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.5293   -1.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -4.0496    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4731   -3.1131    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -0.8328    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5291    1.6638    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.3203    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    2.3320   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    3.9159   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838    2.9298    0.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319    3.0354    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697    2.9564   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.4150   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -3.4234    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5307   -0.4767    1.2390 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 17  6  1  0
 16  8  1  0
 15 11  1  0
 22 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.543  -1.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.543  -0.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.311   0.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.925   0.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.692   1.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.692   2.540   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.846   3.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.463   4.389   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.003   4.543   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.928   3.311   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.468   3.311   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.775   1.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.389   0.846   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.311   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.771   1.617   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.846   0.539   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.155  -1.000   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.386  -1.925   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.773  -1.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.697  -0.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.925  -1.309   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.157  -2.386   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.848  -3.926   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.462  -4.543   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.775  -2.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.078  -2.232   0.000  0.00  0.00           O+0
CONECT    1    2   22   25                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   10   13   15                                                  
CONECT   15    7   14   16                                                  
CONECT   16    5   15   17                                                  
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   13   19                                                       
CONECT   21    4   22                                                       
CONECT   22    1   21   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26   17                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0033431
HETATM    1  C1  UNL     1       3.950   2.268   0.859  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.691   1.058   0.908  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.028  -0.106   0.544  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.708  -0.136   0.146  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.062  -1.299  -0.212  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.641  -1.347  -0.643  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.008  -2.435   0.018  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.347  -2.089   0.145  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.393  -2.968   0.369  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.647  -2.418   0.459  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.852  -1.040   0.331  1.00  0.00           C  
HETATM   12  N1  UNL     1      -5.008  -0.386   0.394  1.00  0.00           N  
HETATM   13  C10 UNL     1      -4.742   0.909   0.216  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.364   1.094   0.031  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.807  -0.167   0.108  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.531  -0.733   0.018  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.153  -0.169  -0.204  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.239   0.811  -1.311  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.440   0.586  -2.333  1.00  0.00           O  
HETATM   20  N2  UNL     1      -0.988   2.013  -1.420  1.00  0.00           N  
HETATM   21  C16 UNL     1      -1.653   2.864  -0.472  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.054   2.512  -0.170  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.789  -2.470  -0.161  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.114  -2.501   0.230  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.718  -1.290   0.582  1.00  0.00           C  
HETATM   26  O4  UNL     1       6.055  -1.319   0.977  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.119   2.179   1.618  1.00  0.00           H  
HETATM   28  H2  UNL     1       4.568   3.149   1.060  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.461   2.334  -0.129  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.160   0.782   0.113  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.572  -1.529  -1.729  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.226  -4.050   0.469  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.473  -3.113   0.636  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.964  -0.833   0.558  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.529   1.664   0.224  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.226   0.320   0.709  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.061   2.332  -2.405  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.645   3.916  -0.855  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.084   2.930   0.499  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.332   3.035   0.793  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.770   2.956  -0.917  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.339  -3.415  -0.430  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.680  -3.423   0.268  1.00  0.00           H  
HETATM   44  H18 UNL     1       6.531  -0.477   1.239  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7   17   31
CONECT    7    8
CONECT    8    9    9   16
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12   15
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   15   22
CONECT   15   16   16
CONECT   16   17
CONECT   17   18   36
CONECT   18   19   19   20
CONECT   20   21   37
CONECT   21   22   38   39
CONECT   22   40   41
CONECT   23   24   42
CONECT   24   25   25   43
CONECT   25   26
CONECT   26   44
END

HMDB0033431
     RDKit          3D
Moschamindole
 44 48  0  0  0  0  0  0  0  0999 V2000
    3.9505    2.2677    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    1.0584    0.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276   -0.1061    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -0.1358    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -1.2988   -0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6414   -1.3469   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -2.4352    0.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469   -2.0886    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3929   -2.9676    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -2.4177    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8518   -1.0400    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0083   -0.3856    0.3940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7415    0.9086    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3636    1.0938    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -0.1672    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -0.7331    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.1690   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    0.8108   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399    0.5856   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    2.0125   -1.4204 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    2.8637   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0538    2.5124   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894   -2.4695   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5007    0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182   -1.2895    0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -1.3193    0.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191    2.1787    1.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5676    3.1491    1.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    2.3341   -0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    0.7816    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.5293   -1.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261   -4.0496    0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4731   -3.1131    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -0.8328    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5291    1.6638    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.3203    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    2.3320   -2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    3.9159   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838    2.9298    0.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319    3.0354    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697    2.9564   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.4150   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -3.4234    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5307   -0.4767    1.2390 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 17  6  1  0
 16  8  1  0
 15 11  1  0
 22 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈N₂O₄

Average Molecular Weight

350.3679

Monoisotopic Molecular Weight

350.126657074

IUPAC Name

3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-5-one

Traditional Name

3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-5-one

CAS Registry Number

99615-94-8

SMILES

COC1=C(O)C=CC(=C1)C1OC2=C3C1C(=O)NCCC1=CNC(C=C2)=C31

InChI Identifier

InChI=1S/C20H18N2O4/c1-25-15-8-10(2-4-13(15)23)19-18-17-14(26-19)5-3-12-16(17)11(9-22-12)6-7-21-20(18)24/h2-5,8-9,18-19,22-23H,6-7H2,1H3,(H,21,24)

InChI Key

GEJUXZYANAYHRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Methoxyphenol
3-alkylindole
Indole
Coumaran
Indole or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Cyclic carboximidic acid
Pyrrole
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Oxacycle
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	282 - 284.5 °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	0.076 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.11	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.76 m³·mol⁻¹	ChemAxon
Polarizability	36.75 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]+	181.229	31661259
DarkChem	[M-H]-	182.235	31661259
DeepCCS	[M-2H]-	217.748	30932474
DeepCCS	[M+Na]+	192.975	30932474
AllCCS	[M+H]+	184.0	32859911
AllCCS	[M+H-H2O]+	180.8	32859911
AllCCS	[M+NH4]+	186.9	32859911
AllCCS	[M+Na]+	187.8	32859911
AllCCS	[M-H]-	188.2	32859911
AllCCS	[M+Na-2H]-	187.6	32859911
AllCCS	[M+HCOO]-	187.0	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.	5.99 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5227 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.5 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1878.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	228.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	158.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	130.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	437.7 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	376.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	945.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	423.8 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	1265.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	333.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	305.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	223.4 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	46.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moschamindole	COC1=C(O)C=CC(=C1)C1OC2=C3C1C(=O)NCCC1=CNC(C=C2)=C31	4810.4	Standard polar	33892256
Moschamindole	COC1=C(O)C=CC(=C1)C1OC2=C3C1C(=O)NCCC1=CNC(C=C2)=C31	3390.2	Standard non polar	33892256
Moschamindole	COC1=C(O)C=CC(=C1)C1OC2=C3C1C(=O)NCCC1=CNC(C=C2)=C31	3741.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moschamindole,1TMS,isomer #1	COC1=CC(C2OC3=CC=C4[NH]C=C5CCNC(=O)C2C3=C54)=CC=C1O[Si](C)(C)C	3610.9	Semi standard non polar	33892256
Moschamindole,1TMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C)C(=O)C2C3=C54)=CC=C1O	3488.8	Semi standard non polar	33892256
Moschamindole,1TMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCNC(=O)C42)=CC=C1O	3652.2	Semi standard non polar	33892256
Moschamindole,2TMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCNC(=O)C42)=CC=C1O[Si](C)(C)C	3595.8	Semi standard non polar	33892256
Moschamindole,2TMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCNC(=O)C42)=CC=C1O[Si](C)(C)C	3460.9	Standard non polar	33892256
Moschamindole,2TMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C)C(=O)C2C3=C54)=CC=C1O[Si](C)(C)C	3451.1	Semi standard non polar	33892256
Moschamindole,2TMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C)C(=O)C2C3=C54)=CC=C1O[Si](C)(C)C	3496.9	Standard non polar	33892256
Moschamindole,2TMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCN([Si](C)(C)C)C(=O)C42)=CC=C1O	3433.2	Semi standard non polar	33892256
Moschamindole,2TMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCN([Si](C)(C)C)C(=O)C42)=CC=C1O	3544.7	Standard non polar	33892256
Moschamindole,3TMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCN([Si](C)(C)C)C(=O)C42)=CC=C1O[Si](C)(C)C	3418.7	Semi standard non polar	33892256
Moschamindole,3TMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C)C=C5CCN([Si](C)(C)C)C(=O)C42)=CC=C1O[Si](C)(C)C	3523.0	Standard non polar	33892256
Moschamindole,1TBDMS,isomer #1	COC1=CC(C2OC3=CC=C4[NH]C=C5CCNC(=O)C2C3=C54)=CC=C1O[Si](C)(C)C(C)(C)C	3841.7	Semi standard non polar	33892256
Moschamindole,1TBDMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C2C3=C54)=CC=C1O	3726.6	Semi standard non polar	33892256
Moschamindole,1TBDMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCNC(=O)C42)=CC=C1O	3850.0	Semi standard non polar	33892256
Moschamindole,2TBDMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCNC(=O)C42)=CC=C1O[Si](C)(C)C(C)(C)C	3997.3	Semi standard non polar	33892256
Moschamindole,2TBDMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCNC(=O)C42)=CC=C1O[Si](C)(C)C(C)(C)C	3934.8	Standard non polar	33892256
Moschamindole,2TBDMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C2C3=C54)=CC=C1O[Si](C)(C)C(C)(C)C	3898.4	Semi standard non polar	33892256
Moschamindole,2TBDMS,isomer #2	COC1=CC(C2OC3=CC=C4[NH]C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C2C3=C54)=CC=C1O[Si](C)(C)C(C)(C)C	3962.7	Standard non polar	33892256
Moschamindole,2TBDMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C42)=CC=C1O	3883.6	Semi standard non polar	33892256
Moschamindole,2TBDMS,isomer #3	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C42)=CC=C1O	3959.7	Standard non polar	33892256
Moschamindole,3TBDMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C42)=CC=C1O[Si](C)(C)C(C)(C)C	4046.9	Semi standard non polar	33892256
Moschamindole,3TBDMS,isomer #1	COC1=CC(C2OC3=C4C5=C(C=C3)N([Si](C)(C)C(C)(C)C)C=C5CCN([Si](C)(C)C(C)(C)C)C(=O)C42)=CC=C1O[Si](C)(C)C(C)(C)C	4165.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamindole GC-MS (Non-derivatized) - 70eV, Positive	splash10-05g3-0319000000-a50b9690f11279794973	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamindole GC-MS (1 TMS) - 70eV, Positive	splash10-0adl-2209300000-3272335f64046430bc6a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamindole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamindole 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 - Moschamindole 10V, Positive-QTOF	splash10-0udi-0009000000-2e3cf315115e46b13d30	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 20V, Positive-QTOF	splash10-0udi-0129000000-8e9bc7a938728d79bd07	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 40V, Positive-QTOF	splash10-00di-5900000000-2c3435e811553d167cd4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 10V, Negative-QTOF	splash10-0002-0009000000-f4c060374a540dd04e2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 20V, Negative-QTOF	splash10-0002-1119000000-813217543f0f0ca73c26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 40V, Negative-QTOF	splash10-0006-9440000000-9e933165409f5cf05f16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 10V, Negative-QTOF	splash10-0002-0009000000-c0af0c22dba919bf6cfa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 20V, Negative-QTOF	splash10-0002-0019000000-80eb4c3507a4367b6932	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 40V, Negative-QTOF	splash10-0002-2489000000-3c5f9e631760e319e6e6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 10V, Positive-QTOF	splash10-0udi-0009000000-d4186b15fd838c63fe8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 20V, Positive-QTOF	splash10-0udi-0029000000-aaa64b94dbb90e7e3dfd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamindole 40V, Positive-QTOF	splash10-0079-0947000000-907c5ea6df1d12359e09	2021-09-24	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

FDB011469

KNApSAcK ID

Not Available

Chemspider ID

21133052

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73074609

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1835581

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Moschamindole → 3,4,5-trihydroxy-6-(4-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Moschamindole → (4-{5-hydroxy-2-oxa-6,11-diazatetracyclo[7.5.2.0⁴,¹⁵.0¹²,¹⁶]hexadeca-1(15),5,9,12(16),13-pentaen-3-yl}-2-methoxyphenyl)oxidanesulfonic acid	details

Showing metabocard for Moschamindole (HMDB0033431)

MOL for HMDB0033431 (Moschamindole)

3D MOL for HMDB0033431 (Moschamindole)

3D SDF for HMDB0033431 (Moschamindole)

3D-SDF for HMDB0033431 (Moschamindole)

PDB for HMDB0033431 (Moschamindole)

3D PDB for HMDB0033431 (Moschamindole)

SMILES for HMDB0033431 (Moschamindole)

INCHI for HMDB0033431 (Moschamindole)

Structure for HMDB0033431 (Moschamindole)

3D Structure for HMDB0033431 (Moschamindole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions