NP-MRD: Showing NP-Card for (E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one (NP0052427)

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Record Information

Version

2.0

Created at

2022-04-27 23:28:36 UTC

Updated at

2022-04-27 23:28:36 UTC

NP-MRD ID

NP0052427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one

Description

Fulvinervin b 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, fulvinervin b is considered to be a flavonoid. (E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one is found in Tephrosia fulvinervis. Based on a literature review very few articles have been published on Fulvinervin b.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201282D          

 29 32  0  0  0  0            999 V2000
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    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 C   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 O   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   -0.3020    0.0000 O   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
    4.0145    0.4125    0.0000 C   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    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  5 13  1  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
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 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
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.8850   -2.7744    1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2097   -1.8281    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9382   -0.7415    0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7365   -1.8520    1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268   -0.9176    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -0.7799    0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    0.3402   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2140    0.5986   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001   -0.3047    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3668   -0.0127    0.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002   -0.7916    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6957   -0.4077    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7530   -1.1393    0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0718   -0.7419    0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3615    0.3954   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3130    1.1258   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0137    0.7317   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -1.9127    1.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -2.2639    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -3.2934    2.0948 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611   -1.4086    0.8920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -1.6655    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -2.7369    1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6972    1.7635   -1.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1448    2.6109   -1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5980    2.3901   -1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1701    3.6021   -0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486    2.4030   -2.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    1.2621   -0.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154   -3.6065    2.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9641   -2.7945    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5186   -0.5700   -0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0107   -0.9630    0.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785    0.2095    0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2433   -2.6425    1.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -0.1360    0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5797   -2.0306    1.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -1.3220    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3939    0.7004   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4962    2.0253   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692    1.3155   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825   -2.5625    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449   -3.4927    2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    1.9304   -1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292    3.4945   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675    4.5482   -1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    3.4561    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772    3.5180   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411    3.4408   -3.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938    1.7746   -3.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    2.0556   -3.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 29  1  0
 29 26  1  0
 26 27  1  0
 26 28  1  0
 26 25  1  0
 25 24  2  0
 24  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 22  6  1  0
 17 12  1  0
  8  7  1  0
 21  9  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  1 30  1  0
  1 31  1  0
  4 35  1  0
  5 36  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 25 45  1  0
 24 44  1  0
 18 42  1  0
 23 43  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
M  END


  Mrv1652304282201282D          

 29 32  0  0  0  0            999 V2000
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    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 C   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 O   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   -0.3020    0.0000 O   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
    4.0145    0.4125    0.0000 C   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    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  5 13  1  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
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 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
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)\C=C\C1=C2OC(C)(C)C=CC2=C2OC(=CC(=O)C2=C1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H22O4/c1-15(2)10-11-17-22(27)21-19(26)14-20(16-8-6-5-7-9-16)28-24(21)18-12-13-25(3,4)29-23(17)18/h5-14,27H,1H2,2-4H3/b11-10+

> <INCHI_KEY>
JJVHZBYZKZAVDJ-ZHACJKMWSA-N

> <FORMULA>
C25H22O4

> <MOLECULAR_WEIGHT>
386.447

> <EXACT_MASS>
386.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
43.382464495674455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-8,8-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]-2-phenyl-4H,8H-pyrano[2,3-h]chromen-4-one

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
5.721722192

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.10243226447602

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.529574316957735

> <JCHEM_PKA_STRONGEST_BASIC>
-4.815840965174726

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
117.63240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fulvinervin B

> <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       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.566   1.493   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.804  -3.231   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.034  -4.565   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.564   7.438   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.874   8.772   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9    1                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
CONECT   18   14   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24    3                                                            
CONECT   25    2   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₂O₄

Average Mass

386.4470 Da

Monoisotopic Mass

386.15181 Da

IUPAC Name

5-hydroxy-8,8-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]-2-phenyl-4H,8H-pyrano[2,3-h]chromen-4-one

Traditional Name

fulvinervin B

CAS Registry Number

Not Available

SMILES

CC(=C)\C=C\C1=C2OC(C)(C)C=CC2=C2OC(=CC(=O)C2=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H22O4/c1-15(2)10-11-17-22(27)21-19(26)14-20(16-8-6-5-7-9-16)28-24(21)18-12-13-25(3,4)29-23(17)18/h5-14,27H,1H2,2-4H3/b11-10+

InChI Key

JJVHZBYZKZAVDJ-ZHACJKMWSA-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
Tephrosia fulvinervis	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
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
Styrene
Alkyl aryl ether
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110179 )

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	5.11	ALOGPS
logP	5.72	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	7.53	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	117.63 m³·mol⁻¹	ChemAxon
Polarizability	43.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00004044

Chemspider ID

24843239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257641

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one (NP0052427)

MOL for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

3D MOL for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

3D SDF for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

3D-SDF for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

PDB for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

3D PDB for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

SMILES for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

INCHI for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

Structure for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)

3D Structure for NP0052427 ((E)-5-Hydroxy-8,8-dimethyl-6-(3-methyl-1,3-butadienyl)-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one)