NP-MRD: Showing NP-Card for 2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid (NP0213477)

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Record Information

Version

2.0

Created at

2022-09-05 12:28:34 UTC

Updated at

2022-09-05 12:28:34 UTC

NP-MRD ID

NP0213477

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid

Description

2-{[6-(3,7-Dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulfonic acid belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). 2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid is found in Aplidium conicum. 2-{[6-(3,7-Dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulfonic acid is an extremely strong acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514302D          

 31 32  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  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
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  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
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  2  0  0  0  0
 21 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  2  0  0  0  0
  6 30  1  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    6.2711   -1.6124    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608   -0.1508    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7497    0.3845   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4725    0.6684    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882    0.1448    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1045    0.4957   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8097   -0.0161    0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6617   -1.4903    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276    0.8312    0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4728    0.3400    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365    0.7175    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792   -0.1911   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362   -1.5625   -0.1386 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7184   -2.1192    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835   -3.5634    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3029   -4.1065    2.6791 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9021   -3.3100    3.8842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786   -3.8999    2.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9323   -5.7134    2.9392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    0.2144   -1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9872   -0.7015   -1.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432    1.6053   -1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    2.5291   -1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852    3.9099   -1.3650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    4.4883   -2.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538    3.7793   -2.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7665    2.0771   -2.8548 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.9870    1.2082   -2.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2145    2.0309   -4.2717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7837    2.1168   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636    2.9917    0.4324 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4623   -2.0277   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2239   -2.1592    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617   -1.6996    1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7681    0.3870   -1.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8398    1.4469   -0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5919   -0.1723    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5803    1.7235    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.5696    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2226   -0.9453    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212    1.5567   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463   -0.0329   -1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598   -1.7203    1.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6074   -2.0223    0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8851   -1.9270   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    1.8802    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382   -0.7673    1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    0.7565    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913   -2.0977   -0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829   -1.5275    1.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8152   -2.0825    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -3.7535    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6632   -4.1707    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4867   -6.0315    3.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342    4.5751   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0459    5.5536   -2.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467    4.5083   -3.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6646    3.8220   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7185    4.2618   -3.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 19  1  0
 16 17  2  0
 16 18  2  0
 12 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  2  0
 23 30  1  0
 30 31  2  0
 30 11  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 19 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv1533004191514302D          

 31 32  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  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
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  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
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  2  0  0  0  0
 21 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  2  0  0  0  0
  6 30  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213477

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCC1=C(NCCS(O)(=O)=O)C(=O)C2=C(NCCS2(=O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28N2O7S2/c1-13(2)5-4-6-14(3)7-8-15-16(21-10-12-31(27,28)29)19(24)20-17(18(15)23)22-9-11-30(20,25)26/h5,7,21-22H,4,6,8-12H2,1-3H3,(H,27,28,29)

> <INCHI_KEY>
NORRIZIRZPQYEY-UHFFFAOYSA-N

> <FORMULA>
C20H28N2O7S2

> <MOLECULAR_WEIGHT>
472.57

> <EXACT_MASS>
472.133793598

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.69019056802626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulfonic acid

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.4741789506666674

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.26691351164584

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.291888163170003

> <JCHEM_POLAR_SURFACE_AREA>
146.70999999999998

> <JCHEM_REFRACTIVITY>
121.39989999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      -4.001  -6.930   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.541  -6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.461  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  S   UNK     0       2.667  -3.080   0.000  0.00  0.00           S+0
HETATM   26  O   UNK     0       3.390  -4.440   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.944  -4.440   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
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   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   21    9   29                                                  
CONECT   29   28                                                            
CONECT   30    6                                                            
CONECT   31    2                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1,4-benzothiazin-7-yl]amino}ethane-1-sulfonate	Generator
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1,4-benzothiazin-7-yl]amino}ethane-1-sulphonate	Generator
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1,4-benzothiazin-7-yl]amino}ethane-1-sulphonic acid	Generator
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulfonate	Generator
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulphonate	Generator
2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulphonic acid	Generator

Chemical Formula

C₂₀H₂₈N₂O₇S₂

Average Mass

472.5700 Da

Monoisotopic Mass

472.13379 Da

IUPAC Name

2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4,5,8-tetrahydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethane-1-sulfonic acid

Traditional Name

2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2H-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCC1=C(NCCS(O)(=O)=O)C(=O)C2=C(NCCS2(=O)=O)C1=O

InChI Identifier

InChI=1S/C20H28N2O7S2/c1-13(2)5-4-6-14(3)7-8-15-16(21-10-12-31(27,28)29)19(24)20-17(18(15)23)22-9-11-30(20,25)26/h5,7,21-22H,4,6,8-12H2,1-3H3,(H,27,28,29)

InChI Key

NORRIZIRZPQYEY-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
Aplidium conicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Not Available

Direct Parent

Benzothiazines

Alternative Parents

Substituents

Benzothiazine
Bicyclic monoterpenoid
Monoterpenoid
Para-thiazine
Sulfone
Vinylogous amide
Alkanesulfonic acid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Ketone
Secondary aliphatic amine
Enamine
Secondary amine
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organosulfur compound
Amine
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.72	ALOGPS
logP	0.47	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	146.71 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	121.4 m³·mol⁻¹	ChemAxon
Polarizability	48.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid (NP0213477)

MOL for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

3D MOL for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

3D SDF for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

3D-SDF for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

PDB for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

3D PDB for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

SMILES for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

INCHI for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

Structure for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)

3D Structure for NP0213477 (2-{[6-(3,7-dimethylocta-2,6-dien-1-yl)-1,1,5,8-tetraoxo-3,4-dihydro-2h-1λ⁶,4-benzothiazin-7-yl]amino}ethanesulfonic acid)