NP-MRD: Showing NP-Card for (2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol (NP0309730)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 04:31:57 UTC

Updated at

2022-09-11 04:31:57 UTC

NP-MRD ID

NP0309730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol

Description

(4R,5R,6S,7R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1(17),2,8,10,12(16)-pentaene-5,6,9,11-tetrol belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Based on a literature review very few articles have been published on (4R,5R,6S,7R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1(17),2,8,10,12(16)-pentaene-5,6,9,11-tetrol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112206312D          

 33 37  0  0  1  0            999 V2000
   -3.3461   -1.3364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022   -0.8509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1901   -0.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582   -0.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1539   -0.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.2866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2463   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -4.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -3.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675   -4.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -3.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -2.8384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1827   -2.6932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3492   -3.3239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -1.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9098   -1.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -2.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -1.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    0.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4067    1.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507    0.5557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0310    1.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2825   -0.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0946    0.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 19  1  1  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    6.5452   -1.9436   -1.6139 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2558   -1.6177   -2.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6195   -0.6212   -1.0484 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3552   -0.2801   -1.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078   -0.3772   -0.4038 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2073    0.0842   -0.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201    1.2086   -0.2460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5404    0.7764    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946    0.8166   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9750    0.4822    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0368    1.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2620   -0.3437    2.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4353   -0.1621    1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3987    0.3481    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5238    0.5665   -0.6060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1611    0.6687   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677    1.2073   -1.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2642    1.4190   -2.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9293    1.4764   -2.2436 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    1.3095   -1.6797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8753    2.5762   -1.6264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9158    3.2577   -2.8412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5538    2.3850   -1.1709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8915    3.5610   -0.4923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5168   -0.5545    2.2000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -1.2468    3.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.8664    3.3581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694   -1.8477   -0.0403 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2572   -2.1812    0.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561   -2.0891    0.7532 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0286   -3.4304    0.6859 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -1.1593    0.3452 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9612   -0.1219    1.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -2.9009   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6155   -2.5140   -2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3496   -1.1631   -3.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2585    0.2866   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8018    0.2192    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3983    1.5433    0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4901    0.4427    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152   -0.1818    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4614    0.3740   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8673    2.2134   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310    0.5488   -2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773    3.2395   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533    4.1675   -2.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386    2.2356   -2.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250    3.3614    0.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1042   -2.3214    3.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5259   -0.8760    4.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -2.4844   -0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5400   -2.3608    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990   -1.8830    1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414   -3.8521    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7085   -1.7574    0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7362    0.3992    0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 20  1  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 16  1  0
 16 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  2  0
 12 27  1  0
 27 26  1  0
 26 25  1  0
 12 11  1  0
 11 10  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  3  1  0
 23  7  1  0
 10  9  1  0
 10 16  1  0
 25 13  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  1
  5 38  1  1
  7 39  1  1
  8 40  1  0
 20 44  1  6
 18 43  1  0
 15 42  1  0
 26 49  1  0
 26 50  1  0
 11 41  1  0
 21 45  1  1
 22 46  1  0
 23 47  1  6
 24 48  1  0
 28 51  1  6
 29 52  1  0
 30 53  1  1
 31 54  1  0
 32 55  1  6
 33 56  1  0
M  END


  Mrv1652309112206312D          

 33 37  0  0  1  0            999 V2000
   -3.3461   -1.3364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022   -0.8509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1901   -0.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582   -0.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1539   -0.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.2866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2463   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -4.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -3.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675   -4.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -3.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -2.8384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1827   -2.6932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3492   -3.3239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -1.9173    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9098   -1.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -2.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -1.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    0.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4067    1.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507    0.5557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0310    1.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2825   -0.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0946    0.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 19  1  1  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0309730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2C=C3[C@@H](N=C(O)C4=C(O)C5=C(OCO5)C=C34)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/t7-,9-,11-,12+,13-,15+,16+,17-,20-/m1/s1

> <INCHI_KEY>
SHDYPIISBMIEEN-DELDWVJASA-N

> <FORMULA>
C20H23NO12

> <MOLECULAR_WEIGHT>
469.399

> <EXACT_MASS>
469.122025185

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.462361753716735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,5R,6S,7R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-13,15-dioxa-8-azatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(17),2,8,10,12(16)-pentaene-5,6,9,11-tetrol

> <JCHEM_LOGP>
-1.8668954610000006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.792762736652097

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.83521640132995

> <JCHEM_PKA_STRONGEST_BASIC>
1.3816993883978754

> <JCHEM_POLAR_SURFACE_AREA>
211.11999999999995

> <JCHEM_REFRACTIVITY>
104.94220000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5R,6S,7R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-13,15-dioxa-8-azatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(17),2,8,10,12(16)-pentaene-5,6,9,11-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      -6.246  -2.495   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.730  -2.766   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.737  -1.588   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.221  -1.859   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.229  -0.682   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.287  -0.953   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.810  -2.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.326  -2.673   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.850  -4.121   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366  -4.392   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.358  -3.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.874  -3.486   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.398  -4.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.405  -6.112   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.928  -7.560   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.889  -5.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.896  -7.018   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.419  -8.466   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       2.380  -6.747   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.857  -5.298   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.341  -5.027   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.652  -6.205   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.182  -3.579   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.698  -3.308   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.937  -4.884   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.365  -3.405   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.090  -2.541   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.752   0.766   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.759   1.944   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.268   1.037   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.791   2.486   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.261  -0.140   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.777   0.131   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    7   24                                                  
CONECT   24   23                                                            
CONECT   25   13   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   12                                                       
CONECT   28    5   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    3   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃NO₁₂

Average Mass

469.3990 Da

Monoisotopic Mass

469.12203 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2C=C3[C@@H](N=C(O)C4=C(O)C5=C(OCO5)C=C34)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/t7-,9-,11-,12+,13-,15+,16+,17-,20-/m1/s1

InChI Key

SHDYPIISBMIEEN-DELDWVJASA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Dihydroisoquinoline
Benzodioxole
1-hydroxy-4-unsubstituted benzenoid
Cyclitol or derivatives
Monosaccharide
Oxane
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Acetal
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Organopnictogen 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

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

162962211

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol (NP0309730)

MOL for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

3D MOL for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

3D SDF for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

3D-SDF for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

PDB for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

3D PDB for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

SMILES for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

INCHI for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

Structure for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)

3D Structure for NP0309730 ((2r,3r,4s,4ar)-2-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2h,3h,4h,4ah,9h-[1,3]dioxolo[4,5-j]phenanthridine-3,4,6,7-tetrol)