NP-MRD: Showing NP-Card for (2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one (NP0059974)

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Record Information

Version

2.0

Created at

2022-04-28 05:06:10 UTC

Updated at

2022-04-28 05:06:11 UTC

NP-MRD ID

NP0059974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one

Description

Pinnatifinoside a belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, pinnatifinoside a is considered to be a flavonoid. (2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one is found in Crataegus pinnatifida. Based on a literature review very few articles have been published on Pinnatifinoside a.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207062D          

 30 34  0  0  1  0            999 V2000
   -0.6453   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7825   -1.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0190    0.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725   -0.1483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9304   -0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191   -1.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2667    0.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.8993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5260    1.1855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0147    0.5380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1904    0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    1.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9861    1.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    0.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834    1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4138    0.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4468    0.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1772   -0.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504    2.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800    2.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    3.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    3.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147    3.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477    2.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513    4.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5129   -1.5224    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  1  0  0  0
 12 15  1  6  0  0  0
 11 16  1  1  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
    2.5930   -4.1668   -0.9769 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -3.0763   -0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.0687   -0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.8649    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9708    0.2219    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430    1.4422    1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0264    2.4913    1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624    2.3691    1.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722    3.4109    2.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9881    1.1927    1.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    0.1281    1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350   -0.7212   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.6319   -0.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1635   -1.4137   -1.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531   -2.3814   -1.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -3.6114   -1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825   -3.8615   -1.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224   -5.0751   -1.8788 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6994   -2.8730   -1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598   -1.8658   -1.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689   -0.4474   -1.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320   -0.2386   -0.8017 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4205    0.9731   -0.8762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7896    1.7793    0.1668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0160    3.2219   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    3.6997   -0.8331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    1.1980    0.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2672    1.4904    2.0504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8096   -0.2962    0.4901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0520   -0.8956    0.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8420   -2.2792    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113    1.5843    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5241    3.4384    1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445    4.3110    2.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0419    1.0227    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290   -0.7922    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0249   -4.3928   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -5.8463   -2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9880    0.1033   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074   -0.2123   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    1.7969    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    3.7871    0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    3.1823   -1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1936    3.9004   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9150    1.5144    0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1577    1.9144    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2727   -0.7560    1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6938   -0.4052    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 22 23  1  6
 22 21  1  0
 21 20  1  0
 20 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 22 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 24  1  0
 14 22  1  0
 11  5  1  0
 14 15  1  0
 13 19  1  0
 26 44  1  0
 25 42  1  0
 25 43  1  0
 24 41  1  1
 21 39  1  0
 21 40  1  0
 16 37  1  0
 18 38  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 29 47  1  1
 30 48  1  0
 27 45  1  6
 28 46  1  0
M  END


  Mrv1652304282207062D          

 30 34  0  0  1  0            999 V2000
   -0.6453   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7825   -1.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0190    0.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783   -0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725   -0.1483    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9304   -0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191   -1.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2667    0.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.8993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5260    1.1855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0147    0.5380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1904    0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    1.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9861    1.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7257    0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    0.8934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834    1.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4138    0.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4468    0.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1772   -0.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504    2.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800    2.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    3.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    3.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147    3.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477    2.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513    4.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5129   -1.5224    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  1  0  0  0
 12 15  1  6  0  0  0
 11 16  1  1  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
  3 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@H]1O[C@]2(COC3=CC(O)=C4C(=O)C=C(OC4=C23)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O9/c22-7-15-18(26)20(27)21(30-15)8-28-14-6-12(25)16-11(24)5-13(29-19(16)17(14)21)9-1-3-10(23)4-2-9/h1-6,15,18,20,22-23,25-27H,7-8H2/t15-,18-,20+,21-/m0/s1

> <INCHI_KEY>
FOVMHAAPEQFGFL-MEGFKASBSA-N

> <FORMULA>
C21H18O9

> <MOLECULAR_WEIGHT>
414.366

> <EXACT_MASS>
414.09508216

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.89694274788522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3'R,4'R,5'S,9R)-3',4',5-trihydroxy-5'-(hydroxymethyl)-2-(4-hydroxyphenyl)-4,8-dihydrospiro[furo[2,3-h]chromene-9,2'-oxolane]-4-one

> <ALOGPS_LOGP>
1.01

> <JCHEM_LOGP>
0.477840997

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.740028843979427

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.276537524871319

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9795966462173116

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
102.4726

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pinnatifinoside A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.205  -2.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.159  -2.949   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.461  -2.126   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.399  -0.587   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.036   0.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.266  -0.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.749  -0.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.603  -1.558   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.649  -2.767   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.231   0.140   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.293   1.679   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.849   2.213   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.894   1.004   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.355   1.066   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.432   3.695   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.574   2.533   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.955   1.851   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.026   1.668   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.276   2.491   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.639   1.775   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.701   0.236   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.064  -0.480   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.214   4.029   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.149   4.745   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.211   6.284   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.091   7.107   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.454   6.391   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.516   4.852   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.029   8.646   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.824  -2.842   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   10   13                                             
CONECT    8    7    9                                                       
CONECT    9    8    1                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   11   17                                                       
CONECT   17   16                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20    4   22                                                  
CONECT   22   21                                                            
CONECT   23   19   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   26                                                            
CONECT   30    3                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₉

Average Mass

414.3660 Da

Monoisotopic Mass

414.09508 Da

IUPAC Name

(3'R,4'R,5'S,9R)-3',4',5-trihydroxy-5'-(hydroxymethyl)-2-(4-hydroxyphenyl)-4,8-dihydrospiro[furo[2,3-h]chromene-9,2'-oxolane]-4-one

Traditional Name

pinnatifinoside A

CAS Registry Number

Not Available

SMILES

OC[C@@H]1O[C@]2(COC3=CC(O)=C4C(=O)C=C(OC4=C23)C2=CC=C(O)C=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H18O9/c22-7-15-18(26)20(27)21(30-15)8-28-14-6-12(25)16-11(24)5-13(29-19(16)17(14)21)9-1-3-10(23)4-2-9/h1-6,15,18,20,22-23,25-27H,7-8H2/t15-,18-,20+,21-/m0/s1

InChI Key

FOVMHAAPEQFGFL-MEGFKASBSA-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
Crataegus pinnatifida	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Pyran
Benzenoid
Monocyclic benzene moiety
Monosaccharide
Vinylogous acid
Oxolane
Heteroaromatic compound
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Polyol
Dialkyl ether
Ether
Oxacycle
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110397 )

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	1.01	ALOGPS
logP	0.48	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.47 m³·mol⁻¹	ChemAxon
Polarizability	39.9 Å³	ChemAxon
Number of Rings	5	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

C00013613

Chemspider ID

24843451

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257853

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one (NP0059974)

MOL for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

3D MOL for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

3D SDF for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

3D-SDF for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

PDB for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

3D PDB for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

SMILES for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

INCHI for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

Structure for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)

3D Structure for NP0059974 ((2R,3S,4S,5R)-4,5-Dihydro-3,4,5'-trihydroxy-5-(hydroxymethyl)-2'-(4-hydroxyphenyl)-spiro[furan-2(3H),8'(9'H)-[4H]furo[2,3-h][1]benzopyran]-4'-one)