NP-MRD: Showing NP-Card for (2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate (NP0160739)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 18:45:08 UTC

Updated at

2022-09-02 18:45:09 UTC

NP-MRD ID

NP0160739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate

Description

CHEMBL376400 belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. (2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate is found in Alvaradoa haitiensis. Based on a literature review very few articles have been published on CHEMBL376400.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022220452D          

 34 37  0  0  1  0            999 V2000
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  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
    3.5724    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  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    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 13 30  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    7.9336    2.6471    0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5502    2.1755   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3611    1.4930    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5110    1.9066   -0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657    1.1226   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3534    0.5621    0.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841    0.9700   -0.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    0.1909   -0.2858 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0146    1.0373    0.2190 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3835    2.3898   -0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036    0.8644   -0.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -0.2822   -0.8449 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9720   -0.7094   -0.3642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5960   -1.8383   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -2.4563   -2.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4971   -3.6009   -2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6501   -4.1695   -2.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2669   -3.5354   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4575   -4.0258   -0.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -2.3707   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5393   -1.6056    0.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5962   -2.1073    0.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541   -0.2785    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8932    0.5514    1.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0526   -0.0648    2.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    1.8775    1.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643    2.3880    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425    3.8241    1.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    1.5625    0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759    0.2363    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -1.4044   -0.4325 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4723   -1.4508    0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6994   -0.9817   -1.0499 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4848   -0.8381   -2.3979 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3762    3.1318   -0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5995    1.8454    0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633    3.4303    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165    2.0357    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3810    0.4835    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3261    1.8416    1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123    2.3563   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.2441    0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0034    1.0530    1.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7281    2.8569    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684   -0.1665   -1.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217   -1.3047    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0383   -2.0088   -2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9563   -4.0763   -3.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522   -5.0642   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8766   -4.8878   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7529    0.3638    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2561    2.5127    2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089    3.8577    1.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    4.3202    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7563    4.3123    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692    2.0345    0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144   -2.3876   -0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8405   -2.3624    1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3612   -1.8707   -0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388   -1.7129   -2.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 33  8  1  0
 30 13  1  0
 20 14  1  0
 30 23  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  8 42  1  1
  9 43  1  1
 10 44  1  0
 12 45  1  6
 31 57  1  6
 32 58  1  0
 33 59  1  6
 34 60  1  0
 13 46  1  1
 15 47  1  0
 16 48  1  0
 17 49  1  0
 19 50  1  0
 25 51  1  0
 26 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
M  END


  Mrv1652309022220452D          

 34 37  0  0  1  0            999 V2000
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  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
    3.5724    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  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    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 13 30  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0160739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(=O)O[C@H]1[C@@H](O)O[C@@H]([C@H](O)[C@H]1O)[C@@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)C=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O9/c1-10(2)7-16(28)33-24-22(31)21(30)23(34-25(24)32)17-12-5-4-6-14(26)18(12)20(29)19-13(17)8-11(3)9-15(19)27/h4-9,17,21-27,30-32H,1-3H3/t17-,21-,22-,23-,24-,25+/m1/s1

> <INCHI_KEY>
XSVRTNDEOWGZRL-JZZVODJTSA-N

> <FORMULA>
C25H26O9

> <MOLECULAR_WEIGHT>
470.474

> <EXACT_MASS>
470.157682417

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.31231150276762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9,10-dihydroanthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
4.022619899666665

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.094230439113284

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.443434970646607

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6307896222864917

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
120.84049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   14   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   23   13                                                  
CONECT   31   12   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    8   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₉

Average Mass

470.4740 Da

Monoisotopic Mass

470.15768 Da

IUPAC Name

(2S,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9,10-dihydroanthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate

Traditional Name

(2S,3R,4R,5R,6R)-6-[(9R)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC(C)=CC(=O)O[C@H]1[C@@H](O)O[C@@H]([C@H](O)[C@H]1O)[C@@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)C=C(C)C=C12

InChI Identifier

InChI=1S/C25H26O9/c1-10(2)7-16(28)33-24-22(31)21(30)23(34-25(24)32)17-12-5-4-6-14(26)18(12)20(29)19-13(17)8-11(3)9-15(19)27/h4-9,17,21-27,30-32H,1-3H3/t17-,21-,22-,23-,24-,25+/m1/s1

InChI Key

XSVRTNDEOWGZRL-JZZVODJTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alvaradoa haitiensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Not Available

Direct Parent

Anthracenes

Alternative Parents

Substituents

Anthracene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Monosaccharide
Oxane
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Ketone
1,2-diol
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen 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	1.73	ALOGPS
logP	4.02	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.84 m³·mol⁻¹	ChemAxon
Polarizability	47.31 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

Not Available

Chemspider ID

23284789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44424602

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate (NP0160739)

MOL for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

3D MOL for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

3D SDF for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

3D-SDF for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

PDB for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

3D PDB for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

SMILES for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

INCHI for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

Structure for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)

3D Structure for NP0160739 ((2s,3r,4r,5r,6r)-6-[(9r)-4,5-dihydroxy-2-methyl-10-oxo-9h-anthracen-9-yl]-2,4,5-trihydroxyoxan-3-yl 3-methylbut-2-enoate)