NP-MRD: Showing NP-Card for [(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid (NP0298229)

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Record Information

Version

2.0

Created at

2022-09-10 09:18:21 UTC

Updated at

2022-09-10 09:18:21 UTC

NP-MRD ID

NP0298229

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid

Description

J3.624.815G belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review very few articles have been published on J3.624.815G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102211182D          

 34 38  0  0  1  0            999 V2000
    6.6902   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -1.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5350   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4744    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.4887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4421   -0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  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
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  1  0  0  0
  6 32  1  0  0  0  0
 32 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
    5.3728    3.1920   -0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7929    2.2089    0.5170 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.6083    0.0411 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.7776   -4.3971   -0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -4.0831   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -5.1157   -0.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9349   -2.7495   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300   -1.7309   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4329   -0.3611   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226    0.5625   -0.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8291   -0.0777    0.1089 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1726   -0.7346    1.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -1.1017    0.1649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3623   -2.3723   -0.5379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6519   -2.2275   -1.9018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.6862   -0.0208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9977   -1.8524    0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4444    0.3927    0.7649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710    1.4984    0.6657 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5143    2.5737   -0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7733    3.8436   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2499    4.4465    0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445    4.4003   -1.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3631    1.3116   -0.0502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5701    1.5552   -1.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956   -0.1671    0.9616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9704    0.8785    1.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1333    1.8735    2.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363    2.8479   -1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6491    4.0151   -0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2131    3.6564    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4552    1.5338    0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8994    2.4992   -0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772    0.6836   -1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4155    1.5279   -2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -1.1333   -1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -0.3014   -2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285   -1.0174    0.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515   -2.4342    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1492   -2.2611   -0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7450   -3.6847   -0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0835   -5.4372   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762   -4.9740   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0325   -3.1615   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250   -2.1244   -2.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080   -0.5138   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -2.6458   -0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9445   -1.4981    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -2.2924    1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4496    1.8919    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4086    2.8171    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8938    2.2049   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8959    5.0759   -1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    2.0221    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3542    0.7715   -1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3672    1.3158    2.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    2.4874    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    2.5294    2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  6  8  1  0
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 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
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 27 28  2  0
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 33  3  1  0
 14  8  1  0
 19 17  1  0
 20 13  1  0
 30 17  1  0
  1 35  1  0
  1 36  1  0
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  2 38  1  0
  3 39  1  6
  4 40  1  0
  4 41  1  0
  5 42  1  0
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  7 44  1  0
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 33 62  1  1
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  9 47  1  0
 10 48  1  0
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 22 52  1  6
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 29 59  1  0
 30 60  1  1
 31 61  1  0
 20 50  1  1
 21 51  1  0
M  END


  Mrv1652309102211182D          

 34 38  0  0  1  0            999 V2000
    6.6902   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777   -1.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5350   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4744    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.4887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4421   -0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
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  5  6  1  0  0  0  0
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  6  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
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 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  1  0  0  0
  6 32  1  0  0  0  0
 32 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0298229

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN[C@H]1CC[C@@](C)(O[C@@H]1C)C1=CC=C(O)C2=C1C(=O)C13OC1([C@@H](C)OC(CC(O)=O)[C@@H]3O)[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C24H31NO9/c1-10-13(25-4)7-8-22(3,33-10)12-5-6-14(26)18-17(12)20(30)24-19(29)15(9-16(27)28)32-11(2)23(24,34-24)21(18)31/h5-6,10-11,13,15,19,21,25-26,29,31H,7-9H2,1-4H3,(H,27,28)/t10-,11-,13+,15?,19+,21+,22-,23?,24?/m1/s1

> <INCHI_KEY>
XWUWMLWKKUKFFW-ZWIWDNHISA-N

> <FORMULA>
C24H31NO9

> <MOLECULAR_WEIGHT>
477.51

> <EXACT_MASS>
477.199881582

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
48.73393405608172

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0^{1,10}.0^{3,8}]pentadeca-3(8),4,6-trien-13-yl]acetic acid

> <JCHEM_LOGP>
-2.1218403159067525

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.04611649603229

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0190880775910593

> <JCHEM_PKA_STRONGEST_BASIC>
9.96161221268706

> <JCHEM_POLAR_SURFACE_AREA>
158.07999999999998

> <JCHEM_REFRACTIVITY>
116.85290000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0^{1,10}.0^{3,8}]pentadeca-3(8),4,6-trien-13-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      12.488  -3.272   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      10.972  -3.539   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       9.982  -2.359   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.465  -2.627   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.475  -1.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.485   0.267   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.519   0.267   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.509  -0.912   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.025  -0.645   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   32                                             
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   30                                             
CONECT   18   17   19                                                       
CONECT   19   18   17   20   22                                             
CONECT   20   19   13   21                                                  
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   17   31                                                  
CONECT   31   30                                                            
CONECT   32    6   33                                                       
CONECT   33   32    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₁NO₉

Average Mass

477.5100 Da

Monoisotopic Mass

477.19988 Da

IUPAC Name

2-[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0^{1,10}.0^{3,8}]pentadeca-3(8),4,6-trien-13-yl]acetic acid

Traditional Name

[(9S,11R,14S)-4-[(2R,5S,6R)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0^{1,10}.0^{3,8}]pentadeca-3(8),4,6-trien-13-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CN[C@H]1CC[C@@](C)(O[C@@H]1C)C1=CC=C(O)C2=C1C(=O)C13OC1([C@@H](C)OC(CC(O)=O)[C@@H]3O)[C@H]2O

InChI Identifier

InChI=1S/C24H31NO9/c1-10-13(25-4)7-8-22(3,33-10)12-5-6-14(26)18-17(12)20(30)24-19(29)15(9-16(27)28)32-11(2)23(24,34-24)21(18)31/h5-6,10-11,13,15,19,21,25-26,29,31H,7-9H2,1-4H3,(H,27,28)/t10-,11-,13+,15?,19+,21+,22-,23?,24?/m1/s1

InChI Key

XWUWMLWKKUKFFW-ZWIWDNHISA-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 naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Pyranone
Dioxepane
1,4-dioxepane
Benzenoid
Pyran
Oxane
Monosaccharide
Amino acid
Secondary alcohol
Ketone
Amino acid or derivatives
Oxacycle
Secondary amine
Polyol
Monocarboxylic acid or derivatives
Ether
Oxirane
Secondary aliphatic amine
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	-2.1	ChemAxon
pKa (Strongest Acidic)	3.02	ChemAxon
pKa (Strongest Basic)	9.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.85 m³·mol⁻¹	ChemAxon
Polarizability	48.73 Å³	ChemAxon
Number of Rings	5	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

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

132497940

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid (NP0298229)

MOL for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

3D MOL for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

3D SDF for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

3D-SDF for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

PDB for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

3D PDB for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

SMILES for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

INCHI for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

Structure for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)

3D Structure for NP0298229 ([(9s,11r,14s)-4-[(2r,5s,6r)-2,6-dimethyl-5-(methylamino)oxan-2-yl]-7,9,14-trihydroxy-11-methyl-2-oxo-12,15-dioxatetracyclo[8.4.1.0¹,¹⁰.0³,⁸]pentadeca-3(8),4,6-trien-13-yl]acetic acid)