NP-MRD: Showing NP-Card for (2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid (NP0160558)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:32:12 UTC

Updated at

2022-09-02 18:32:13 UTC

NP-MRD ID

NP0160558

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid

Description

Isariotin L belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. (2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid is found in Gibellula formosana. Based on a literature review very few articles have been published on Isariotin L.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309022220322D          

 29 30  0  0  1  0            999 V2000
   -6.1719    7.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6869    7.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0225    8.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376    9.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    9.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2322    9.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815    8.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    8.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    7.8002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0595    7.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    6.8082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2588    6.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    5.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    5.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    5.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1715    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    4.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7269    6.4727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8985    5.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2790    7.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  9 29  1  6  0  0  0
M  END

     RDKit          3D

 62 63  0  0  0  0  0  0  0  0999 V2000
    5.4094    2.4516    0.4736 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9778    1.3550    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2812    1.3329    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5975    0.2502    2.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6736   -0.8857    2.1478 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4575   -2.0521    2.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074   -1.1081    0.9568 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4699   -1.9473    0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631    0.1168    0.3132 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7977    0.3350    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.9583   -0.6217 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9414    0.6331   -0.9940 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515   -0.4013   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420   -1.5644   -0.3672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332   -0.4029   -1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740    0.6732   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653    0.7207   -2.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7912    1.7885   -1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7741    1.4410   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    0.1200   -0.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772    0.2204   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6394   -1.0730   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6983   -1.4662    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3784   -0.4170    2.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7946   -0.1599    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6064   -1.2805    1.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034    0.6387   -1.6560 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8298   -0.0777   -2.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623    0.0097   -1.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9062    2.1980    1.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5539    0.1989    2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0750   -0.8349    3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1655   -2.7783    1.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9268   -1.7223    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4566   -1.5691   -0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    1.0386    1.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -0.6168    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938    2.0852   -0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3777   -1.8750    0.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -1.2890   -1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5627   -2.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9580    1.0487   -3.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5137   -0.2704   -2.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683    2.7760   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8077    1.9739   -2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    1.4109    0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2771    2.2596    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9124   -0.6935   -0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4330   -0.0350    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516    0.3519   -1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3507    1.0978   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1106   -1.8793   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6333   -0.9535   -0.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7080   -1.6563    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2865   -2.4023    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8465    0.5446    2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3921   -0.7805    3.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8381    0.3641    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2199    0.5717    2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3564   -1.1190    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7150    1.5957   -2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -0.8123   -2.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9 29  1  6
 29 27  1  0
 27 28  1  0
  9  7  1  0
  7  8  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
 27 11  1  0
  2  9  1  0
 26 60  1  0
 25 58  1  0
 25 59  1  0
 24 56  1  0
 24 57  1  0
 23 54  1  0
 23 55  1  0
 22 52  1  0
 22 53  1  0
 21 50  1  0
 21 51  1  0
 20 48  1  0
 20 49  1  0
 19 46  1  0
 19 47  1  0
 18 44  1  0
 18 45  1  0
 17 42  1  0
 17 43  1  0
 16 41  1  0
 15 40  1  0
 14 39  1  0
 11 38  1  1
 10 36  1  0
 10 37  1  0
 27 61  1  6
 28 62  1  0
  7 34  1  1
  8 35  1  0
  5 32  1  1
  6 33  1  0
  4 31  1  0
  3 30  1  0
M  END

  Mrv1652309022220322D          

 29 30  0  0  1  0            999 V2000
   -6.1719    7.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6869    7.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0225    8.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376    9.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    9.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2322    9.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3815    8.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    8.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665    7.8002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0595    7.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    6.8082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2588    6.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    5.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    5.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    5.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5443    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1715    4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    3.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004    4.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7269    6.4727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8985    5.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2790    7.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  9 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0160558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCCC\C=C\C(O)=N[C@H]1C[C@]2(O[C@H]1O)C(O)C(O)C=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H33NO7/c23-13-9-7-5-3-1-2-4-6-8-10-18(26)22-15-14-21(29-20(15)28)17(25)12-11-16(24)19(21)27/h8,10-12,15-16,19-20,23-24,27-28H,1-7,9,13-14H2,(H,22,26)/b10-8+/t15-,16?,19?,20+,21+/m0/s1

> <INCHI_KEY>
DQJCNOUNYPRLKJ-JYODQQALSA-N

> <FORMULA>
C21H33NO7

> <MOLECULAR_WEIGHT>
411.495

> <EXACT_MASS>
411.225702407

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.73554068984184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-12-hydroxy-N-[(2R,3S,5S)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
2.0283800649999995

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.757218033735027

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.32035392828692

> <JCHEM_PKA_STRONGEST_BASIC>
3.055352434696969

> <JCHEM_POLAR_SURFACE_AREA>
139.81

> <JCHEM_REFRACTIVITY>
108.68749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-12-hydroxy-N-[(2R,3S,5S)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0     -11.521  13.476   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -10.616  14.721   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.242  16.128   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.337  17.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.805  17.213   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.900  18.459   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -8.179  15.806   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.647  15.645   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -9.084  14.560   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.578  14.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.417  12.709   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -6.083  11.939   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -6.083  10.399   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -7.417   9.629   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.749   9.629   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.749   8.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.416   7.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.082   8.089   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.748   7.319   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.585   8.089   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.919   7.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.253   8.089   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.586   7.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.920   8.089   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.254   7.319   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.587   8.089   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -8.824  12.082   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -9.144  10.576   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -9.854  13.227   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10   29                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   11   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    9                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₃NO₇

Average Mass

411.4950 Da

Monoisotopic Mass

411.22570 Da

IUPAC Name

(2E)-12-hydroxy-N-[(2R,3S,5S)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid

Traditional Name

(2E)-12-hydroxy-N-[(2R,3S,5S)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid

CAS Registry Number

Not Available

SMILES

OCCCCCCCCC\C=C\C(O)=N[C@H]1C[C@]2(O[C@H]1O)C(O)C(O)C=CC2=O

InChI Identifier

InChI=1S/C21H33NO7/c23-13-9-7-5-3-1-2-4-6-8-10-18(26)22-15-14-21(29-20(15)28)17(25)12-11-16(24)19(21)27/h8,10-12,15-16,19-20,23-24,27-28H,1-7,9,13-14H2,(H,22,26)/b10-8+/t15-,16?,19?,20+,21+/m0/s1

InChI Key

DQJCNOUNYPRLKJ-JYODQQALSA-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
Gibellula formosana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Tetrahydrofuran
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Hydrocarbon derivative
Organic nitrogen compound
Primary alcohol
Organonitrogen compound
Alcohol
Organopnictogen compound
Organic oxide
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	1.74	ALOGPS
logP	2.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.32	ChemAxon
pKa (Strongest Basic)	3.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	139.81 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	108.69 m³·mol⁻¹	ChemAxon
Polarizability	44.74 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

78437717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102452712

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid (NP0160558)

MOL for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

3D MOL for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

3D SDF for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

3D-SDF for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

PDB for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

3D PDB for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

SMILES for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

INCHI for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

Structure for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)

3D Structure for NP0160558 ((2e)-12-hydroxy-n-[(2r,3s,5s)-2,9,10-trihydroxy-6-oxo-1-oxaspiro[4.5]dec-7-en-3-yl]dodec-2-enimidic acid)