NP-MRD: Showing NP-Card for 8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione (NP0200061)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-04 18:49:47 UTC

Updated at

2022-09-04 18:49:47 UTC

NP-MRD ID

NP0200061

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione

Description

8,19-Dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]Docosa-9,20-diene-2,13-dione belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione is found in Nigrospora oryzae. 8,19-Dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]Docosa-9,20-diene-2,13-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231522032D          

 30 36  0  0  0  0            999 V2000
    4.2674    3.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732    2.7032    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    1.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7716    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5624    2.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2661    2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9909    2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6946    2.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0119    1.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0330    0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3082    1.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5835    1.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8056    1.3446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9912   -0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6714    0.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7090   -0.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9843   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -0.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632    0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    1.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696    1.1304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    1.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840    2.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -0.2282    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078   -0.9530    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 52 58  0  0  0  0  0  0  0  0999 V2000
    1.6422   -3.3679    2.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932   -1.5985    2.3390 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9822   -1.1030    0.7930 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6204   -1.9478   -0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9382   -1.2769   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025   -1.6210   -1.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1927   -0.6154   -0.9459 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7230   -0.6552    0.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094    0.7569   -1.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5544    0.9128   -2.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    1.1464   -0.7236 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8230    0.0959    0.1571 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4147    0.2097    0.4067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    1.2585    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9473    2.4334    0.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    1.0873    0.3307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7062    2.1017    1.6553 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777    3.8305    1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6236    1.5052   -0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897    0.9358   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.2239   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2998    0.3017   -0.6526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2811   -0.8821   -1.4038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0806    0.0474    0.8148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8017   -1.2739    1.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7298   -0.3551    1.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7760   -0.3163    0.0359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3917   -0.2790    0.4179 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834   -1.2785    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9319   -2.3790    1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354   -3.9353    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -3.6241    3.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7928   -3.7472    1.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -1.8222   -1.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7452   -3.0003   -0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293   -2.5962   -1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9950   -0.9201   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8947    0.2628    0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4782    1.5142   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3638    2.1646   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4139    0.0807    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1934    4.4908    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076    3.9556    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5924    4.2253    2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    0.9407   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6237    2.5856   -1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    2.1195   -1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2898    0.7643   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5842   -1.6444   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7192    0.6200    1.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -0.1632    2.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239   -1.1686   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 16 17  1  1
 16 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
  3  2  1  1
  2  1  1  0
 28 16  1  0
 13  3  1  0
 14 16  1  0
 27 20  1  0
 12  5  1  0
 26 24  1  0
 11  9  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  1
 23 49  1  0
 24 50  1  1
 26 51  1  1
 27 52  1  6
  4 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  6
  8 38  1  0
  9 39  1  6
 11 40  1  6
 12 41  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1533004231522032D          

 30 36  0  0  0  0            999 V2000
    4.2674    3.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732    2.7032    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    1.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7716    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5624    2.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2661    2.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9909    2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6946    2.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0119    1.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0330    0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3082    1.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5835    1.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8056    1.3446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9912   -0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6714    0.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4127    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7090   -0.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9843   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805   -0.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632    0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    1.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696    1.1304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    1.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840    2.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -0.2282    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078   -0.9530    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200061

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC12CC3=CC(O)C4OC4C3N1C(=O)C1(CC3=CC(O)C4OC4C3N1C2=O)SC

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O6S2/c1-29-19-5-7-3-9(23)13-15(27-13)11(7)21(19)18(26)20(30-2)6-8-4-10(24)14-16(28-14)12(8)22(20)17(19)25/h3-4,9-16,23-24H,5-6H2,1-2H3

> <INCHI_KEY>
OEIROMRXQGXKHD-UHFFFAOYSA-N

> <FORMULA>
C20H22N2O6S2

> <MOLECULAR_WEIGHT>
450.52

> <EXACT_MASS>
450.091928784

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19653217344445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
-0.09807912799999871

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.023629434708297

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.421569443380335

> <JCHEM_PKA_STRONGEST_BASIC>
-3.357535005362015

> <JCHEM_POLAR_SURFACE_AREA>
106.13999999999999

> <JCHEM_REFRACTIVITY>
109.6478

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       7.966   6.399   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       7.230   5.046   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       8.034   3.732   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.907   5.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.383   4.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.697   5.366   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.050   4.631   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.363   5.434   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.089   3.091   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.128   1.552   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.775   2.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.422   3.023   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.970   2.510   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.380   1.088   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.317  -0.135   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.853   0.888   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.980  -0.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.504   0.057   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.190  -0.746   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.837  -0.011   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.524  -0.814   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.798   1.529   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.759   3.068   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.112   2.333   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.465   1.597   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.917   2.110   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       6.507   3.532   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.570   4.755   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       7.657  -0.426   0.000  0.00  0.00           S+0
HETATM   30  C   UNK     0       6.921  -1.779   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13   27                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9   11                                                       
CONECT   11   10    9   12                                                  
CONECT   12   11    5   13                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   26   29                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22   24                                                       
CONECT   24   23   22   25                                                  
CONECT   25   24   18   26                                                  
CONECT   26   25   16   27                                                  
CONECT   27   26    3   28                                                  
CONECT   28   27                                                            
CONECT   29   16   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   72    0
END

View in JSmol

Synonyms

Value	Source
8,19-Dihydroxy-1,12-bis(methylsulphanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0,.0,.0,.0,.0,]docosa-9,20-diene-2,13-dione	Generator
8,19-Dihydroxy-1,12-bis(methylsulphanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione	Generator

Chemical Formula

C₂₀H₂₂N₂O₆S₂

Average Mass

450.5200 Da

Monoisotopic Mass

450.09193 Da

IUPAC Name

8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione

Traditional Name

8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione

CAS Registry Number

Not Available

SMILES

CSC12CC3=CC(O)C4OC4C3N1C(=O)C1(CC3=CC(O)C4OC4C3N1C2=O)SC

InChI Identifier

InChI=1S/C20H22N2O6S2/c1-29-19-5-7-3-9(23)13-15(27-13)11(7)21(19)18(26)20(30-2)6-8-4-10(24)14-16(28-14)12(8)22(20)17(19)25/h3-4,9-16,23-24H,5-6H2,1-2H3

InChI Key

OEIROMRXQGXKHD-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
Nigrospora oryzae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Indole or derivatives
Thiodioxopiperazine
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Secondary alcohol
Dialkylthioether
Organoheterocyclic compound
Sulfenyl compound
Dialkyl ether
Oxirane
Ether
Hemithioaminal
Oxacycle
Thioether
Azacycle
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Alcohol
Organic nitrogen compound
Carbonyl group
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	-0.35	ALOGPS
logP	-0.098	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	106.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.65 m³·mol⁻¹	ChemAxon
Polarizability	44.2 Å³	ChemAxon
Number of Rings	7	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

85429528

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione (NP0200061)

MOL for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

3D MOL for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

3D SDF for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

3D-SDF for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

PDB for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

3D PDB for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

SMILES for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

INCHI for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

Structure for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)

3D Structure for NP0200061 (8,19-dihydroxy-1,12-bis(methylsulfanyl)-6,17-dioxa-3,14-diazaheptacyclo[12.8.0.0³,¹².0⁴,¹⁰.0⁵,⁷.0¹⁵,²¹.0¹⁶,¹⁸]docosa-9,20-diene-2,13-dione)