NP-MRD: Showing NP-Card for {[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid (NP0321691)

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Record Information

Version

2.0

Created at

2022-09-12 00:01:57 UTC

Updated at

2022-09-12 00:01:57 UTC

NP-MRD ID

NP0321691

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

Description

({[2-(1,4-Dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid belongs to the class of organic compounds known as alkylglucosinolates. {[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid is found in Barbarea vulgaris. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain ({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161506062D          

 33 35  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.4230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411    1.5945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    2.3791    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1114    2.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806    2.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510    3.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601    4.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3121    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    5.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2502    5.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    5.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810    3.7038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -0.9245   -3.8794    1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.6328    0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713   -2.3458    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4842   -3.2671    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -2.9430   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9991   -1.7112   -0.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9760   -0.7827   -0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -1.0839   -0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679    0.0234   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5523    0.1779   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1801    1.5709    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950    2.4267    0.5315 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637    3.7213    0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9635    4.8017    1.3438 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.4611    4.4464    2.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1158    4.7204    0.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    6.3856    1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189    2.1259    0.2646 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8264   -0.2153 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7545   -0.1971    0.7178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754   -1.0648    0.2901 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6093   -2.4114    0.9529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281   -3.2555    0.5175 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.4852    0.5353 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8000   -1.0550    1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0001    1.0134    0.6690 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1912    1.6968    0.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180    1.4185   -0.4317 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6175    0.9803   -1.6341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704    0.9645   -1.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9995    0.4708   -1.3286 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0548    1.1544   -1.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1557    1.5995   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110   -3.8625    2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783   -4.0742    1.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -4.7329    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406   -4.2631    0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4859   -3.7086   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -1.4541   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -0.3998    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011   -0.2863   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6438    6.9073    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3471    0.3634   -1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -1.2157   -0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482   -2.3466    2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549   -2.8481    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5712   -3.2312   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8185   -0.6313   -0.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334   -0.9999    2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6156    1.2811    1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7962    1.1826   -0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0174    2.5463   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    1.3039   -2.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4462    1.9624   -1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6521    2.4087   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8173    1.9338   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8785    0.7548   -0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30  9  2  0
  9 10  1  0
 10 11  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 17  1  0
 14 15  2  0
 14 16  2  0
  9  8  1  0
  8  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 31  1  0
 28 19  1  0
  7  8  1  0
 33 55  1  0
 33 56  1  0
 33 57  1  0
 30 54  1  0
 10 40  1  0
 10 41  1  0
 19 43  1  6
 21 44  1  6
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  6
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  6
 29 53  1  0
 17 42  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
M  END


  Mrv1533004161506062D          

 33 35  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.4230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411    1.5945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    2.3791    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1114    2.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806    2.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510    3.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601    4.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3121    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    5.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2502    5.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    5.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1810    3.7038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 30  2  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321691

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CON1C=C(CC(SC2OC(CO)C(O)C(O)C2O)=NOS(O)(=O)=O)C2=C(OC)C=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N2O11S2/c1-28-11-5-3-4-10-14(11)9(7-20(10)29-2)6-13(19-31-33(25,26)27)32-18-17(24)16(23)15(22)12(8-21)30-18/h3-5,7,12,15-18,21-24H,6,8H2,1-2H3,(H,25,26,27)

> <INCHI_KEY>
OTCXWQPXFQXGTP-UHFFFAOYSA-N

> <FORMULA>
C18H24N2O11S2

> <MOLECULAR_WEIGHT>
508.51

> <EXACT_MASS>
508.082151949

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.96237974329381

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid

> <ALOGPS_LOGP>
-1.00

> <JCHEM_LOGP>
-2.592599081035177

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.44713856275477

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.614417512167214

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4169704717122583

> <JCHEM_POLAR_SURFACE_AREA>
189.5

> <JCHEM_REFRACTIVITY>
115.35430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.310   2.656   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -1.197   2.976   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      -1.673   4.441   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -0.208   4.917   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.137   3.965   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.148   5.906   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       0.864   5.265   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0       1.895   6.410   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.419   7.874   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.449   9.019   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.973  10.483   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.467  10.804   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.956   8.699   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.986   9.843   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.432   7.234   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.938   6.914   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.401   6.090   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.877   4.625   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       2.846  -1.941   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.877  -3.085   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   31                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   11   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   19   29                                                  
CONECT   29   28                                                            
CONECT   30    9   31                                                       
CONECT   31   30    7   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonate	Generator
({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonate	Generator
({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonic acid	Generator

Chemical Formula

C₁₈H₂₄N₂O₁₁S₂

Average Mass

508.5100 Da

Monoisotopic Mass

508.08215 Da

IUPAC Name

({[2-(1,4-dimethoxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid

Traditional Name

{[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CON1C=C(CC(SC2OC(CO)C(O)C(O)C2O)=NOS(O)(=O)=O)C2=C(OC)C=CC=C12

InChI Identifier

InChI=1S/C18H24N2O11S2/c1-28-11-5-3-4-10-14(11)9(7-20(10)29-2)6-13(19-31-33(25,26)27)32-18-17(24)16(23)15(22)12(8-21)30-18/h3-5,7,12,15-18,21-24H,6,8H2,1-2H3,(H,25,26,27)

InChI Key

OTCXWQPXFQXGTP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Barbarea vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
3-alkylindole
Indole
Indole or derivatives
Anisole
Phenol ether
Alkyl aryl ether
Oxane
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Monothioacetal
Organic sulfuric acid or derivatives
Secondary alcohol
Sulfenyl compound
Organoheterocyclic compound
Ether
Oxacycle
Polyol
Azacycle
Organic nitrogen compound
Primary alcohol
Organic oxide
Organonitrogen compound
Organosulfur compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1	ALOGPS
logP	-2.6	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	-0.42	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	115.35 m³·mol⁻¹	ChemAxon
Polarizability	46.96 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74834852

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid (NP0321691)

MOL for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D MOL for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D SDF for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D-SDF for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

PDB for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D PDB for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

SMILES for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

INCHI for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

Structure for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D Structure for NP0321691 ({[2-(1,4-dimethoxyindol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)