NP-MRD: Showing NP-Card for (1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate (NP0229848)

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Record Information

Version

2.0

Created at

2022-09-06 10:05:17 UTC

Updated at

2022-09-06 10:05:18 UTC

NP-MRD ID

NP0229848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate

Description

(1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,9-tetrahydroxy-2-methyl-10-oxo-1H,2H,3H,4H,10H-benzo[b]fluoren-5-olate belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group. (1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate is found in Streptomyces murayamaensis. Based on a literature review very few articles have been published on (1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,9-tetrahydroxy-2-methyl-10-oxo-1H,2H,3H,4H,10H-benzo[b]fluoren-5-olate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062212052D          

 30 33  0  0  1  0            999 V2000
    0.4626   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -2.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8236   -2.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404   -1.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200   -2.3798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7412   -2.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.7070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5537   -0.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -1.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -0.4060    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.1354    0.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2276   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3902   -0.8393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.8467   -2.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6841   -3.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -3.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832   -2.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5014   -2.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -3.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628   -2.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -3.2069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9291   -3.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639   -3.1297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2864   -3.8025    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  3  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 13 25  1  0  0  0  0
 25 26  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  CHG  2  11   1  18  -1
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    4.5309    2.3923   -1.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1350    0.9862   -1.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135    0.1038   -1.8681 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2949    0.5846   -0.1180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -0.7017    0.1988 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0090   -1.6472    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9527   -1.3682   -0.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3520   -1.0939   -2.0706 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -0.9692   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -1.3505   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -2.2486   -2.2325 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7010   -2.9823   -3.0982 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7364   -0.6595   -0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375   -0.6401   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -1.4581   -1.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9701    0.1864   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291    0.1713   -0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7825   -0.6597   -1.3429 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.2157    0.9500    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7784    1.7721    1.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4233    1.7879    1.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    1.0092    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988    1.0147    1.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6330    1.7421    2.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1944    0.1818    0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -0.0308    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1346    0.5911    1.3331 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6873    1.7256    0.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -0.5207    1.5632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4448   -1.6826    1.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6476    2.4265   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    3.0868   -0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1368    2.7763   -2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -2.5575    0.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120   -2.0125   -0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910   -1.2393    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9915   -2.4978   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.7577   -2.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -2.4271   -1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2792    0.9104    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    2.3644    1.9820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    2.4201    2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894    0.8531    2.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1539    2.0954    0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799   -0.2703    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169   -2.3568    2.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  4  1  6
  5  6  1  0
  5 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 26  1  0
 26 25  2  0
 25 13  1  0
 13 10  1  0
 10 11  1  0
 11 12  3  0
 10  9  2  0
  9  7  1  0
  7  8  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  7  5  1  0
 22 16  1  0
  9 26  1  0
 23 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
 29 45  1  1
 30 46  1  0
 27 43  1  1
 28 44  1  0
  7 37  1  1
  8 38  1  0
 15 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  CHG  2  11   1  18  -1
M  END


  Mrv1652309062212052D          

 30 33  0  0  1  0            999 V2000
    0.4626   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -2.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8236   -2.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404   -1.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200   -2.3798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7412   -2.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.7070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5537   -0.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -1.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -0.4060    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.1354    0.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2276   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3902   -0.8393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.8467   -2.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6841   -3.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -3.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832   -2.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5014   -2.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -3.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628   -2.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -3.2069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9291   -3.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639   -3.1297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2864   -3.8025    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  3  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 13 25  1  0  0  0  0
 25 26  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  CHG  2  11   1  18  -1
M  END
> <DATABASE_ID>
NP0229848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@]1(C)[C@H](O)[C@@H](O)C2=C3C(C([N+]#N)=C2[C@H]1O)=C(O)C1=C([O-])C=CC=C1C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16N2O8/c1-6(23)30-20(2)18(28)13-11(17(27)19(20)29)10-12(14(13)22-21)16(26)9-7(15(10)25)4-3-5-8(9)24/h3-5,17-19,27-29H,1-2H3,(H-,24,25,26)/t17-,18+,19+,20+/m0/s1

> <INCHI_KEY>
XECYOSZTKNJQDI-MTQWCTHYSA-N

> <FORMULA>
C20H16N2O8

> <MOLECULAR_WEIGHT>
412.354

> <EXACT_MASS>
412.090665483

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
40.04970628065343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1H,2H,3H,4H,5H-benzo[b]fluoren-9-olate

> <JCHEM_LOGP>
-1.6588784619999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.338334688164036

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.05113749087353

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526308046176176

> <JCHEM_POLAR_SURFACE_AREA>
175.5

> <JCHEM_REFRACTIVITY>
134.2716

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1H,3H,4H-benzo[b]fluoren-9-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.864  -2.639   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.945  -3.735   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.537  -5.220   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.436  -3.346   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.517  -4.442   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.250  -5.317   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.409  -3.186   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.767  -1.787   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.942  -3.331   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.075  -2.288   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.897  -0.758   0.000  0.00  0.00           N+1
HETATM   12  N   UNK     0       7.719   0.772   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       9.417  -3.043   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.876  -2.551   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.180  -1.041   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.032  -3.569   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.491  -3.077   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.795  -1.567   0.000  0.00  0.00           O-1
HETATM   19  C   UNK     0      14.647  -4.094   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.344  -5.604   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.884  -6.096   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.729  -5.078   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.269  -5.570   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.966  -7.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.114  -4.553   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.584  -4.730   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.693  -5.986   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.334  -7.386   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.159  -5.842   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.268  -7.098   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   29                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   26                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   25                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   16   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   13   26                                                  
CONECT   26   25    9   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    5   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3R,4S)-2-(Acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,9-tetrahydroxy-2-methyl-10-oxo-1H,2H,3H,4H,10H-benzo[b]fluoren-5-olic acid	Generator

Chemical Formula

C₂₀H₁₆N₂O₈

Average Mass

412.3540 Da

Monoisotopic Mass

412.09067 Da

IUPAC Name

(1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1H,2H,3H,4H,5H-benzo[b]fluoren-9-olate

Traditional Name

(1R,2R,3R,4S)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1H,3H,4H-benzo[b]fluoren-9-olate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@]1(C)[C@H](O)[C@@H](O)C2=C3C(C([N+]#N)=C2[C@H]1O)=C(O)C1=C([O-])C=CC=C1C3=O

InChI Identifier

InChI=1S/C20H16N2O8/c1-6(23)30-20(2)18(28)13-11(17(27)19(20)29)10-12(14(13)22-21)16(26)9-7(15(10)25)4-3-5-8(9)24/h3-5,17-19,27-29H,1-2H3,(H-,24,25,26)/t17-,18+,19+,20+/m0/s1

InChI Key

XECYOSZTKNJQDI-MTQWCTHYSA-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
Streptomyces murayamaensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl ketones

Alternative Parents

Substituents

Aryl ketone
Phenoxide
Benzenoid
Cyclitol or derivatives
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic zwitterion
Organonitrogen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	-1.7	ChemAxon
pKa (Strongest Acidic)	5.05	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	175.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	134.27 m³·mol⁻¹	ChemAxon
Polarizability	40.05 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

186611

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

215244

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate (NP0229848)

MOL for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

3D MOL for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

3D SDF for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

3D-SDF for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

PDB for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

3D PDB for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

SMILES for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

INCHI for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

Structure for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)

3D Structure for NP0229848 ((1r,2r,3r,4s)-2-(acetyloxy)-11-(diazyn-1-ium-1-yl)-1,3,4,10-tetrahydroxy-2-methyl-5-oxo-1h,3h,4h-benzo[b]fluoren-9-olate)