NP-MRD: Showing NP-Card for (+)-Xylogranatin G (NP0082124)

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Record Information

Version

2.0

Created at

2022-04-29 03:10:53 UTC

Updated at

2022-04-29 03:10:53 UTC

NP-MRD ID

NP0082124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Xylogranatin G

Description

Xylogranatin G belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. (+)-Xylogranatin G is found in Xylocarpus granatum . (+)-Xylogranatin G was first documented in 2008 (PMID: 18046683). Based on a literature review very few articles have been published on Xylogranatin G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205102D          

 36 41  0  0  1  0            999 V2000
    2.7659    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623   -0.2329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8607   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358   -0.9661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6342   -1.6868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576   -2.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825   -2.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -3.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9021   -1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484    1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    1.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920    1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0887   -1.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1161    1.1332    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5176    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425    1.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6927    1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    1.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376    2.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    3.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1919    2.5874    0.0000 C   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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 16  1  0  0  0  0
  8 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  7 20  1  0  0  0  0
  7 21  1  6  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
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 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  2  0  0  0  0
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
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   -0.1772    0.8344    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    0.2217    0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680   -0.8806   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -1.3366   -1.0610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4847   -0.7588   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7428   -1.3800   -1.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5023   -1.7927   -2.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -2.5817   -0.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1168   -2.5235    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626   -3.4152    1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8753   -1.2890   -0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9510   -0.5420   -0.9672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6897    0.8657   -0.5362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9554    1.5435   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    1.6253   -1.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0644   -1.6088   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -0.7469   -1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4805   -0.0521    0.1397 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6700   -1.0735    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2870    0.7413    0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782    1.8641    1.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7025    2.3511    1.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424    3.4122    2.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224    1.5877    1.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482    0.8663    0.0019 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8882    0.1652   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4025    0.1324   -1.6962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5601   -0.6252   -1.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7207   -1.0177   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7436   -0.5663    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5544    1.4757    4.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861   -0.1326    3.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1395    0.3067    4.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    2.0674    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1764    1.6889    1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950   -1.7243   -3.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -2.8542   -2.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -1.1868   -3.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808   -0.7647    0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8295   -1.5824   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -0.4846   -1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7843    1.3403   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3076    1.2655    0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7715    2.6549   -0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676    2.0758   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8444    2.4298   -2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -2.5644   -0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3009    0.0177   -1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719   -1.4016   -1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6162   -0.7343    1.4242 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
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  6  7  2  0
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  8  9  2  0
  9 22  1  0
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 30 28  1  0
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 32 36  2  0
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 35 34  1  0
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 15 16  2  0
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 17 18  1  0
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 19 21  1  0
 19  5  1  0
 11  6  1  0
 18 12  1  0
 26  8  1  0
 33 32  1  0
 26 24  1  0
  1 37  1  0
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M  END


  Mrv1652304292205102D          

 36 41  0  0  1  0            999 V2000
    2.7659    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7876   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0141    0.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    0.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623   -0.2329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8607   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358   -0.9661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6342   -1.6868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576   -2.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825   -2.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -3.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9021   -1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8484    1.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    1.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920    1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5394    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0887   -1.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104    0.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.5176    1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6927    1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9539    1.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376    2.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4295    3.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1919    2.5874    0.0000 C   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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
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 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 16  1  0  0  0  0
  8 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  7 20  1  0  0  0  0
  7 21  1  6  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
 28 31  1  1  0  0  0
 27 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0082124

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C2=CC3=C(CC[C@@]4(C)[C@@H](OC(=O)C=C34)C3=COC=C3)N=C2[C@@]2(C)OC(=O)C[C@H]2C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H29NO7/c1-14(30)34-25-17-10-16-18-11-21(31)35-24(15-7-9-33-13-15)27(18,4)8-6-19(16)29-23(17)28(5)20(26(25,2)3)12-22(32)36-28/h7,9-11,13,20,24-25H,6,8,12H2,1-5H3/t20-,24-,25-,27+,28-/m0/s1

> <INCHI_KEY>
HGFHCUWWDIJQON-DVORCMKRSA-N

> <FORMULA>
C28H29NO7

> <MOLECULAR_WEIGHT>
491.54

> <EXACT_MASS>
491.194402278

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
51.401534812888045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,8S,10R,18R,19R)-18-(furan-3-yl)-4,9,9,19-tetramethyl-6,16-dioxo-5,17-dioxa-2-azapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-1(13),2,11,14-tetraen-10-yl acetate

> <ALOGPS_LOGP>
5.03

> <JCHEM_LOGP>
3.709502780333331

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.3112061035454476

> <JCHEM_POLAR_SURFACE_AREA>
104.93

> <JCHEM_REFRACTIVITY>
126.74999999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,8S,10R,18R,19R)-18-(furan-3-yl)-4,9,9,19-tetramethyl-6,16-dioxo-5,17-dioxa-2-azapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-1(13),2,11,14-tetraen-10-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       5.163   2.162   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.413   0.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.204  -0.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.743  -0.482   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.493   0.864   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.703   2.185   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.033   0.887   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.823  -0.435   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.073  -1.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.534  -1.803   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.784  -3.149   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.574  -4.470   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.114  -4.447   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.824  -5.816   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.392  -2.576   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.150  -3.318   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.324  -0.092   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.462   1.442   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.784   2.232   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.046   2.047   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.385   2.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874   0.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.124  -0.552   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.584  -0.575   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.166  -1.920   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.206   0.747   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.543   2.092   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.083   2.115   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.833   3.460   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.373   3.484   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.293   3.437   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.247   3.414   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.781   3.551   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.124   5.053   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.802   5.843   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.358   4.830   0.000  0.00  0.00           C+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   20   21                                             
CONECT    8    7    9   17                                                  
CONECT    9    8   10   15   16                                             
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17    8   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    7                                                       
CONECT   21    7                                                            
CONECT   22    2   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   22   29   31                                             
CONECT   29   28   30                                                       
CONECT   30   29    1                                                       
CONECT   31   28                                                            
CONECT   32   27   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   32                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₉NO₇

Average Mass

491.5400 Da

Monoisotopic Mass

491.19440 Da

IUPAC Name

(4S,8S,10R,18R,19R)-18-(furan-3-yl)-4,9,9,19-tetramethyl-6,16-dioxo-5,17-dioxa-2-azapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-1(13),2,11,14-tetraen-10-yl acetate

Traditional Name

(4S,8S,10R,18R,19R)-18-(furan-3-yl)-4,9,9,19-tetramethyl-6,16-dioxo-5,17-dioxa-2-azapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-1(13),2,11,14-tetraen-10-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C2=CC3=C(CC[C@@]4(C)[C@@H](OC(=O)C=C34)C3=COC=C3)N=C2[C@@]2(C)OC(=O)C[C@H]2C1(C)C

InChI Identifier

InChI=1S/C28H29NO7/c1-14(30)34-25-17-10-16-18-11-21(31)35-24(15-7-9-33-13-15)27(18,4)8-6-19(16)29-23(17)28(5)20(26(25,2)3)12-22(32)36-28/h7,9-11,13,20,24-25H,6,8,12H2,1-5H3/t20-,24-,25-,27+,28-/m0/s1

InChI Key

HGFHCUWWDIJQON-DVORCMKRSA-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
Xylocarpus granatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridines

Alternative Parents

Substituents

Acridine
Tricarboxylic acid or derivatives
Dihydropyranone
Gamma butyrolactone
Pyran
Pyridine
Furan
Tetrahydrofuran
Heteroaromatic compound
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
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	5.03	ALOGPS
logP	3.71	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	3.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	104.93 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	126.75 m³·mol⁻¹	ChemAxon
Polarizability	51.4 Å³	ChemAxon
Number of Rings	6	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

C00048913

Chemspider ID

27023683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24786718

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu J, Zhang S, Bruhn T, Xiao Q, Ding H, Bringmann G: Xylogranatins F-R: antifeedants from the Chinese mangrove, Xylocarpus granatum, a new biogenetic pathway to tetranortriterpenoids. Chemistry. 2008;14(4):1129-44. doi: 10.1002/chem.200700663. [PubMed:18046683 ]

Showing NP-Card for (+)-Xylogranatin G (NP0082124)

MOL for NP0082124 ((+)-Xylogranatin G)

3D MOL for NP0082124 ((+)-Xylogranatin G)

3D SDF for NP0082124 ((+)-Xylogranatin G)

3D-SDF for NP0082124 ((+)-Xylogranatin G)

PDB for NP0082124 ((+)-Xylogranatin G)

3D PDB for NP0082124 ((+)-Xylogranatin G)

SMILES for NP0082124 ((+)-Xylogranatin G)

INCHI for NP0082124 ((+)-Xylogranatin G)

Structure for NP0082124 ((+)-Xylogranatin G)

3D Structure for NP0082124 ((+)-Xylogranatin G)