NP-MRD: Showing NP-Card for Glycocitrine V (NP0072930)

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Record Information

Version

2.0

Created at

2022-04-28 18:12:21 UTC

Updated at

2022-04-28 18:12:21 UTC

NP-MRD ID

NP0072930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glycocitrine V

Description

Glycocitrine V belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Glycocitrine V is found in Glycosmis citrifolia and Glycosmis citrifolia (WILLD.) LINDL.. Based on a literature review very few articles have been published on Glycocitrine V.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220122D          

 31 34  0  0  1  0            999 V2000
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5724   -2.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0574   -3.1729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5724   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7074   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -1.7209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -5.2354    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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
  3 17  1  0  0  0  0
  2 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  1 21  2  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
 19 24  1  0  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    7.0459   -1.0849    1.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072   -0.3296    1.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -0.8151    0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4298   -2.1210    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2106   -2.5666   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9356   -3.9031   -0.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2022   -1.6262   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -2.0380   -0.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154   -3.2515   -0.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1096   -1.1650   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3689   -1.6395   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -0.7594   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    0.5561   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    1.0540   -0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506    2.4018   -0.2851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.8035    1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    0.1917   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4102    0.6082   -0.1442 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323    2.0355   -0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461   -0.2674   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766    0.1454    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    1.4509    0.7025 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9014    2.1168   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388    1.2746   -0.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463    0.3806   -0.9234 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9074    0.1539    0.5044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4275    1.4303    1.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750   -0.8285    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8710   -0.3945    1.2677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810   -0.9334   -1.4165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0760   -0.9890   -2.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7362   -0.4866    1.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5752   -1.2665    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917   -2.0667    1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -2.8316    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6535   -4.6004   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995   -2.6970   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    2.0496    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701    2.9300    1.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    3.7641    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9795    2.4575    0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    2.6667   -0.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.0990   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    1.6479   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    3.1572   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9480    2.0446    0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3005    0.7353   -1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7840    2.0714    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6083    1.9107    1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2853    1.1818    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4435   -0.9525   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7598   -1.8228    0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9519   -0.4530    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -1.2246    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080   -1.8000   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747   -0.4049   -3.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 24  1  0
 24 25  1  0
 25 30  1  0
 30 31  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 20  7  1  0
 17 10  1  0
 30 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
 11 37  1  0
 25 47  1  6
 30 55  1  1
 31 56  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
M  END


  Mrv1652304282220122D          

 31 34  0  0  1  0            999 V2000
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5724   -2.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0574   -3.1729    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5724   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7074   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274   -1.7209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -5.2354    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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
  3 17  1  0  0  0  0
  2 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  1 21  2  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
 19 24  1  0  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C3=CC4=C(O[C@@H]([C@H]4O)C(C)(C)O)C(OC)=C3N(C)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO8/c1-22(2,27)21-17(26)10-7-9-14(20(30-6)18(10)31-21)23(3)15-13(16(9)25)11(24)8-12(28-4)19(15)29-5/h7-8,17,21,24,26-27H,1-6H3/t17-,21-/m0/s1

> <INCHI_KEY>
JDUXUADRHUGSLD-UWJYYQICSA-N

> <FORMULA>
C22H25NO8

> <MOLECULAR_WEIGHT>
431.441

> <EXACT_MASS>
431.158016769

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.94206597194623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2H,3H,5H,10H-furo[3,2-b]acridin-5-one

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
2.026413604333332

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.013528341091256

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.279867825438943

> <JCHEM_PKA_STRONGEST_BASIC>
-3.143109141381313

> <JCHEM_POLAR_SURFACE_AREA>
117.92000000000002

> <JCHEM_REFRACTIVITY>
111.3287

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2H,3H-furo[3,2-b]acridin-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.197  -5.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197  -6.693   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.530  -7.463   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.864  -6.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.530  -2.843   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.198  -4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.531  -5.153   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.198  -7.463   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.198  -9.003   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.864  -9.773   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.865  -7.463   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.199  -6.693   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.530  -9.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.137  -7.463   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.471  -6.693   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.471  -5.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.137  -4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.935  -4.677   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.840  -5.923   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.935  -7.169   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.380  -5.923   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.920  -5.923   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.380  -4.383   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.380  -7.463   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.411  -3.212   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.137  -9.003   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.471  -9.773   0.000  0.00  0.00           C+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14                                                            
CONECT   16    8                                                            
CONECT   17    3                                                            
CONECT   18    2   19   30                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20    1                                                       
CONECT   22   20   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   22                                                            
CONECT   30   18   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅NO₈

Average Mass

431.4410 Da

Monoisotopic Mass

431.15802 Da

IUPAC Name

(2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2H,3H,5H,10H-furo[3,2-b]acridin-5-one

Traditional Name

(2S,3S)-3,6-dihydroxy-2-(2-hydroxypropan-2-yl)-8,9,11-trimethoxy-10-methyl-2H,3H-furo[3,2-b]acridin-5-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C3=CC4=C(O[C@@H]([C@H]4O)C(C)(C)O)C(OC)=C3N(C)C2=C1OC

InChI Identifier

InChI=1S/C22H25NO8/c1-22(2,27)21-17(26)10-7-9-14(20(30-6)18(10)31-21)23(3)15-13(16(9)25)11(24)8-12(28-4)19(15)29-5/h7-8,17,21,24,26-27H,1-6H3/t17-,21-/m0/s1

InChI Key

JDUXUADRHUGSLD-UWJYYQICSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Glycosmis citrifolia	LOTUS Database	35616633
Glycosmis citrifolia (WILLD.) LINDL.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Coumaran
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Azacycle
Oxacycle
Ether
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.95	ALOGPS
logP	2.03	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.33 m³·mol⁻¹	ChemAxon
Polarizability	44.94 Å³	ChemAxon
Number of Rings	4	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

C00033010

Chemspider ID

8702060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10526664

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Glycocitrine V (NP0072930)

MOL for NP0072930 (Glycocitrine V)

3D MOL for NP0072930 (Glycocitrine V)

3D SDF for NP0072930 (Glycocitrine V)

3D-SDF for NP0072930 (Glycocitrine V)

PDB for NP0072930 (Glycocitrine V)

3D PDB for NP0072930 (Glycocitrine V)

SMILES for NP0072930 (Glycocitrine V)

INCHI for NP0072930 (Glycocitrine V)

Structure for NP0072930 (Glycocitrine V)

3D Structure for NP0072930 (Glycocitrine V)