NP-MRD: Showing NP-Card for (2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone (NP0060488)

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Record Information

Version

2.0

Created at

2022-04-28 05:31:52 UTC

Updated at

2022-04-28 05:31:52 UTC

NP-MRD ID

NP0060488

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone

Description

Sanggenol o belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, sanggenol O is considered to be a flavonoid. (2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone is found in Morus australis . (2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone was first documented in 2010 (PMID: 20931850). Based on a literature review a small amount of articles have been published on Sanggenol o (PMID: 25981820) (PMID: 34326429).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207312D          

 31 35  0  0  1  0            999 V2000
   -1.3480   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -3.1599    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14 27  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
  3 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
   -5.2365   -2.4519    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3423   -1.7312   -0.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1373   -1.2610   -2.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -2.6819   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -2.4675   -1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298   -1.2435   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   -1.0005   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3177    0.1348    0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302    0.2463    0.6132 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5831    1.1199   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009    0.8638    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7527    1.6970    0.6969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4613   -0.5152    0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -0.8680   -0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7063    0.1137   -0.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1029   -2.2293   -0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1508   -3.2116   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4652   -4.5842   -0.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8587   -2.8445    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840   -1.5097    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130   -1.1332    0.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    1.0196    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    0.7956    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708   -0.3376   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255   -0.5834   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9377    1.8923    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053    3.0532    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    3.3305    1.2814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7112    4.3170    2.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5669    4.0164   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839    2.1780    1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9077   -3.1963   -0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8633   -1.7158    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915   -2.9577    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6147   -0.2983   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041   -2.0061   -2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -1.0979   -2.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6382   -3.5884   -1.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -3.1672   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4975   -1.7667   -0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    0.5382    1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374    0.9421   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3745    2.1867    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6131    1.0867   -0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1158   -2.4997   -0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3741   -4.9498   -1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861   -3.6235    0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9845    1.7293    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    3.8604    1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    4.5896    2.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0590    4.0256    3.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3770    5.3164    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5287    3.8827   -0.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177    5.0826    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214    3.5033   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  2 25  1  0
 25 24  1  0
 24  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 28 31  1  0
  4  2  1  0
 21  9  1  0
 31 22  1  0
 23 24  1  0
 20 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  5 39  1  0
  4 38  1  0
  7 40  1  0
  9 41  1  1
 10 42  1  0
 10 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 26 48  1  0
 27 49  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END


  Mrv1652304282207312D          

 31 35  0  0  1  0            999 V2000
   -1.3480   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -3.1599    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14 27  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
  3 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060488

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C=C1)C=C([C@@H]1CC(=O)C3=C(O)C=C(O)C=C3O1)C1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O6/c1-24(2)7-5-13-9-16(23-15(22(13)30-24)6-8-25(3,4)31-23)19-12-18(28)21-17(27)10-14(26)11-20(21)29-19/h5-11,19,26-27H,12H2,1-4H3/t19-/m0/s1

> <INCHI_KEY>
NJVSYIMNJLJFLD-IBGZPJMESA-N

> <FORMULA>
C25H24O6

> <MOLECULAR_WEIGHT>
420.461

> <EXACT_MASS>
420.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.40180062681823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-{2,2,8,8-tetramethyl-2H,8H-pyrano[2,3-h]chromen-6-yl}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
4.939920175999999

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.508082862887406

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.866692700292044

> <JCHEM_PKA_STRONGEST_BASIC>
-4.459389126901663

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
118.09570000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sanggenol O

> <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      -2.516  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.746  -7.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206  -7.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.564  -3.231   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.104  -5.898   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.874  -7.232   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.566   1.493   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.184   2.104   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.777   3.643   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.030   2.920   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.564  -8.566   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.056  -5.898   0.000  0.00  0.00           O+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22   23                                             
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   15   25                                                       
CONECT   25   24   26   28   29                                             
CONECT   26   25   27                                                       
CONECT   27   26   14                                                       
CONECT   28   25                                                            
CONECT   29   25                                                            
CONECT   30    3                                                            
CONECT   31    1                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₆

Average Mass

420.4610 Da

Monoisotopic Mass

420.15729 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-{2,2,8,8-tetramethyl-2H,8H-pyrano[2,3-h]chromen-6-yl}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

sanggenol O

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C=C([C@@H]1CC(=O)C3=C(O)C=C(O)C=C3O1)C1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C25H24O6/c1-24(2)7-5-13-9-16(23-15(22(13)30-24)6-8-25(3,4)31-23)19-12-18(28)21-17(27)10-14(26)11-20(21)29-19/h5-11,19,26-27H,12H2,1-4H3/t19-/m0/s1

InChI Key

NJVSYIMNJLJFLD-IBGZPJMESA-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
Morus australis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Flavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-benzopyran
Chromane
Benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Vinylogous acid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140524 )

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	4.47	ALOGPS
logP	4.94	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.87	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	118.1 m³·mol⁻¹	ChemAxon
Polarizability	44.4 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

C00014245

Chemspider ID

24846536

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608050

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jung JW, Ko WM, Park JH, Seo KH, Oh EJ, Lee DY, Lee DS, Kim YC, Lim DW, Han D, Baek NI: Isoprenylated flavonoids from the root bark of Morus alba and their hepatoprotective and neuroprotective activities. Arch Pharm Res. 2015 Nov;38(11):2066-75. doi: 10.1007/s12272-015-0613-8. Epub 2015 May 16. [PubMed:25981820 ]
Wu D, Zhang X, Huang X, He X, Wang G, Ye W: [Chemical constituents from root barks of Morus atropurpurea]. Zhongguo Zhong Yao Za Zhi. 2010 Aug;35(15):1978-82. doi: 10.4268/cjcmm20101514. [PubMed:20931850 ]
Jimenez-Avalos G, Vargas-Ruiz AP, Delgado-Pease NE, Olivos-Ramirez GE, Sheen P, Fernandez-Diaz M, Quiliano M, Zimic M: Comprehensive virtual screening of 4.8 k flavonoids reveals novel insights into allosteric inhibition of SARS-CoV-2 M(PRO). Sci Rep. 2021 Jul 29;11(1):15452. doi: 10.1038/s41598-021-94951-6. [PubMed:34326429 ]

Showing NP-Card for (2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone (NP0060488)

MOL for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

3D MOL for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

3D SDF for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

3D-SDF for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

PDB for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

3D PDB for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

SMILES for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

INCHI for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

Structure for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)

3D Structure for NP0060488 ((2S)-5,7-Dihydroxy-bis(6'',6''-dimethylpyrano[2'',3'':2',3'][2'',3'':4',5']flavanone)