NP-MRD: Showing NP-Card for Aceronidin (NP0085021)

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Record Information

Version

2.0

Created at

2022-04-29 05:36:20 UTC

Updated at

2022-04-29 05:36:20 UTC

NP-MRD ID

NP0085021

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aceronidin

Description

Aceronidin belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol. Aceronidin is found in Malpighia emarginata . Aceronidin was first documented in 2007 (PMID: 17485835). Based on a literature review very few articles have been published on Aceronidin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207362D          

 36 40  0  0  1  0            999 V2000
    4.2251   -3.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8748   -1.4584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4951    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4149    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0647    0.8802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
  8 35  1  0  0  0  0
  7 36  2  0  0  0  0
  2 36  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.3833   -3.5721    0.1566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6180   -2.2480    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -1.5294    0.9025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4463   -1.6122   -0.1238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -0.8435    0.0911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2950   -1.1299   -0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653   -0.1180   -1.0850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1095    1.2317   -1.2269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7228    1.5015   -0.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251    0.5798    0.1501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5102    0.7550    1.4330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8598    2.0561    1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.1451    1.2953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4447   -0.2056    2.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    2.2853   -1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4000    3.4948   -1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492    3.6926   -2.2153 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3142    4.4985   -2.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637    4.3396   -1.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5178    5.3939   -2.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0845    3.1233   -1.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    2.0814   -1.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791    0.8532   -0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6949    0.0497   -0.1009 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2609   -1.2049    0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -1.6625    1.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.8497    2.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3038   -3.6091    1.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8148   -4.8046    1.8998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314   -3.1776    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814   -3.9708   -0.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.9816   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9502   -3.6258   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531   -2.0847    1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9203   -1.7301   -0.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -2.0800    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9393   -1.1292    1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302   -0.3381   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8503    1.1314   -2.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4618    0.7450   -0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    0.3117    2.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    2.3025    2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3504    0.3038    0.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4001    0.0235    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384    4.5863   -2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193    5.4474   -2.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7207    6.0775   -1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    2.9708   -1.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    0.6405    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2959   -1.1081    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2087   -3.1955    3.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569   -5.0877    2.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7743   -3.7355   -1.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3972   -1.6972   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8 15  1  0
 15 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 32  2  0
 32 30  1  0
 30 31  1  0
 30 28  2  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
 24  7  1  0
  7  6  1  0
 22 21  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 10  5  1  0
  7  8  1  0
  6  5  1  0
 16 15  1  0
 26 25  1  0
  5 37  1  1
  3 36  1  1
  2 34  1  0
  2 35  1  0
  1 33  1  0
 13 43  1  6
 14 44  1  0
 11 41  1  1
 12 42  1  0
 10 40  1  6
  8 39  1  6
 24 49  1  1
 32 54  1  0
 31 53  1  0
 29 52  1  0
 27 51  1  0
 26 50  1  0
  7 38  1  6
 21 48  1  0
 20 47  1  0
 18 46  1  0
 17 45  1  0
M  END


  Mrv1652304292207362D          

 36 40  0  0  1  0            999 V2000
    4.2251   -3.1734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8748   -1.4584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4951    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4149    1.3480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0647    0.8802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
  8 35  1  0  0  0  0
  7 36  2  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085021

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@H](CO)[C@@H](O)[C@H](O)[C@@]1([H])O[C@@]1([H])C3=C(O[C@H](C4=CC(O)=C(O)C=C4)[C@@]1([H])O2)C=C(O)C=C3O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c22-6-13-15(27)16(28)19-21(30-13)32-20-17(7-1-2-9(24)10(25)3-7)29-12-5-8(23)4-11(26)14(12)18(20)31-19/h1-5,13,15-28H,6H2/t13-,15-,16+,17-,18+,19-,20-,21+/m1/s1

> <INCHI_KEY>
WMTIAYYAPVISNW-WNHXRGPRSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83304504456514

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,4aR,5aS,11R,11aS,12aS)-11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.26697879500000044

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.357808511255842

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.728815917131254

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837792140106

> <JCHEM_POLAR_SURFACE_AREA>
178.52999999999997

> <JCHEM_REFRACTIVITY>
104.1104

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,4aR,5aS,11R,11aS,12aS)-11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

> <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  O   UNK     0       7.887  -5.924   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.375  -5.633   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.366  -6.797   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.870  -8.252   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.854  -6.506   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.350  -5.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.358  -3.887   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       5.366  -2.722   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0       6.375  -1.558   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       8.391   0.770   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0       8.895  -0.685   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.415   0.188   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.424   1.352   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.407   3.098   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.383   3.680   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       6.375   2.516   0.000  0.00  0.00           H+0
HETATM   24  O   UNK     0       5.366   1.352   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       3.854   1.643   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.691   1.352   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.350   3.098   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.342  -2.140   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.870  -4.178   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10   11   25                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   22                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   12   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24    9   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28   33                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   27   34                                                  
CONECT   34   33                                                            
CONECT   35   28    8                                                       
CONECT   36    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

(2R,3S,4S,4aR,5aS,11R,11aS,12aS)-11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

Traditional Name

(2R,3S,4S,4aR,5aS,11R,11aS,12aS)-11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@H](CO)[C@@H](O)[C@H](O)[C@@]1([H])O[C@@]1([H])C3=C(O[C@H](C4=CC(O)=C(O)C=C4)[C@@]1([H])O2)C=C(O)C=C3O

InChI Identifier

InChI=1S/C21H22O11/c22-6-13-15(27)16(28)19-21(30-13)32-20-17(7-1-2-9(24)10(25)3-7)29-12-5-8(23)4-11(26)14(12)18(20)31-19/h1-5,13,15-28H,6H2/t13-,15-,16+,17-,18+,19-,20-,21+/m1/s1

InChI Key

WMTIAYYAPVISNW-WNHXRGPRSA-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
Malpighia emarginata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
Leucoanthocyanidin-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
7-hydroxyflavonoid
Benzopyran
1-benzopyran
Chromane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Para-dioxane
Monosaccharide
Monocyclic benzene moiety
Oxane
Benzenoid
Secondary alcohol
Ether
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Organooxygen compound
Primary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
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	0.6	ALOGPS
logP	0.27	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.11 m³·mol⁻¹	ChemAxon
Polarizability	43.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

C00054707

Chemspider ID

10029423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11854951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kawaguchi M, Tanabe H, Nagamine K: Isolation and characterization of a novel flavonoid possessing a 4,2''-glycosidic linkage from green mature acerola (Malpighia emarginata DC.) fruit. Biosci Biotechnol Biochem. 2007 May;71(5):1130-5. doi: 10.1271/bbb.60513. Epub 2007 May 7. [PubMed:17485835 ]

Showing NP-Card for Aceronidin (NP0085021)

MOL for NP0085021 (Aceronidin)

3D MOL for NP0085021 (Aceronidin)

3D SDF for NP0085021 (Aceronidin)

3D-SDF for NP0085021 (Aceronidin)

PDB for NP0085021 (Aceronidin)

3D PDB for NP0085021 (Aceronidin)

SMILES for NP0085021 (Aceronidin)

INCHI for NP0085021 (Aceronidin)

Structure for NP0085021 (Aceronidin)

3D Structure for NP0085021 (Aceronidin)