NP-MRD: Showing NP-Card for Cycloheterophyllin (NP0045981)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:25 UTC

Updated at

2022-03-17 19:46:26 UTC

NP-MRD ID

NP0045981

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cycloheterophyllin

Description

Cycloheterophyllin 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, cycloheterophyllin is considered to be a flavonoid lipid molecule. Cycloheterophyllin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Cycloheterophyllin has been detected, but not quantified in, fruits and jackfruits. Cycloheterophyllin is found in Artocarpus integer, Artocarpus champeden Spreng. and Artocarpus lowii. Cycloheterophyllin was first documented in 1996 (PMID: 8864236). This could make cycloheterophyllin a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

  Mrv0541 05061305262D          

 37 41  0  0  0  0            999 V2000
    1.5434    4.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305    4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    2.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    3.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342    3.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213    0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158    1.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418   -0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3361    4.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -1.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1287    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    2.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    1.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271    2.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3545    0.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342    0.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471    0.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305    1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434    1.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    1.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8253    3.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0142    2.1076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324   -0.2949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -0.6381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326    0.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508    1.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  2  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  2  0  0  0  0
 20 13  2  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  2  0  0  0  0
 22 11  1  0  0  0  0
 23 22  1  0  0  0  0
 25 16  2  0  0  0  0
 25 24  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 28 24  2  0  0  0  0
 29 18  1  0  0  0  0
 29 23  2  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 10  1  0  0  0  0
 31 19  1  0  0  0  0
 32 20  1  0  0  0  0
 33 25  1  0  0  0  0
 34 26  2  0  0  0  0
 35 21  1  0  0  0  0
 35 22  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 27  1  0  0  0  0
 37 30  1  0  0  0  0
M  END

  Mrv0541 05061305262D          

 37 41  0  0  0  0            999 V2000
    1.5434    4.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305    4.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1407    2.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    3.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342    3.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398    2.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213    0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158    1.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418   -0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0234    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3361    4.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -1.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1287    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    2.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    1.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271    2.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3545    0.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342    0.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471    0.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305    1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434    1.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    1.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8253    3.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0142    2.1076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324   -0.2949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -0.6381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326    0.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508    1.7644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  7  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  2  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  2  0  0  0  0
 20 13  2  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  2  0  0  0  0
 22 11  1  0  0  0  0
 23 22  1  0  0  0  0
 25 16  2  0  0  0  0
 25 24  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 28 24  2  0  0  0  0
 29 18  1  0  0  0  0
 29 23  2  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 10  1  0  0  0  0
 31 19  1  0  0  0  0
 32 20  1  0  0  0  0
 33 25  1  0  0  0  0
 34 26  2  0  0  0  0
 35 21  1  0  0  0  0
 35 22  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 27  1  0  0  0  0
 37 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045981

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1OC1=C(C(OC3=C1C=C(O)C(O)=C3)C=C(C)C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H30O7/c1-14(2)7-8-17-27-16(9-10-30(5,6)37-27)25(33)24-26(34)23-22(11-15(3)4)35-21-13-20(32)19(31)12-18(21)29(23)36-28(17)24/h7,9-13,22,31-33H,8H2,1-6H3

> <INCHI_KEY>
ZZPIXEJZTXAVCX-UHFFFAOYSA-N

> <FORMULA>
C30H30O7

> <MOLECULAR_WEIGHT>
502.555

> <EXACT_MASS>
502.199153314

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
55.475746013568425

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-2,10,20-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
6.232577830333334

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.902958907052914

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.226891882982681

> <JCHEM_PKA_STRONGEST_BASIC>
-4.572761241534584

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
144.6722

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cycloheterophyllin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.881   8.419   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.470   9.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.818  -4.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -2.473   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.596   4.252   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.223   5.679   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.731   6.497   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.621   5.429   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.320   1.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.429   2.653   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.078  -1.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.558   4.148   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.777   2.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.361   7.992   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.188  -2.900   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.840   2.012   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.991   3.934   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.188   2.653   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.037   4.575   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.147   3.507   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.297   1.585   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.448  -0.337   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.662   0.731   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.251   1.371   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.731   0.944   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.141   0.304   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.470   3.507   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.881   2.866   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.292   2.226   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.060   4.148   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.407   6.070   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -5.627   3.934   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.100  -0.550   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.511  -1.191   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.928   0.090   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.401   3.294   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.580   4.575   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7    8   14                                                       
CONECT    8    7   17                                                       
CONECT    9   10   16                                                       
CONECT   10    9   30                                                       
CONECT   11   15   22                                                       
CONECT   12   18   19                                                       
CONECT   13   20   21                                                       
CONECT   14    1    2    7                                                  
CONECT   15    3    4   11                                                  
CONECT   16    9   25   27                                                  
CONECT   17    8   27   28                                                  
CONECT   18   12   21   29                                                  
CONECT   19   12   20   31                                                  
CONECT   20   13   19   32                                                  
CONECT   21   13   18   35                                                  
CONECT   22   11   23   35                                                  
CONECT   23   22   26   29                                                  
CONECT   24   25   26   28                                                  
CONECT   25   16   24   33                                                  
CONECT   26   23   24   34                                                  
CONECT   27   16   17   37                                                  
CONECT   28   17   24   36                                                  
CONECT   29   18   23   36                                                  
CONECT   30    5    6   10   37                                             
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33   25                                                            
CONECT   34   26                                                            
CONECT   35   21   22                                                       
CONECT   36   28   29                                                       
CONECT   37   27   30                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Value	Source
2,3,8-Trihydroxy-11,11-dimethyl-13-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H,11H-bis[1]benzopyrano[4,3-b:6',7'-e]pyran-7-one, 9ci	HMDB

Chemical Formula

C₃₀H₃₀O₇

Average Mass

502.5550 Da

Monoisotopic Mass

502.19915 Da

IUPAC Name

6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-2,10,20-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one

Traditional Name

cycloheterophyllin

CAS Registry Number

36545-53-6

SMILES

CC(C)=CCC1=C2OC(C)(C)C=CC2=C(O)C2=C1OC1=C(C(OC3=C1C=C(O)C(O)=C3)C=C(C)C)C2=O

InChI Identifier

InChI=1S/C30H30O7/c1-14(2)7-8-17-27-16(9-10-30(5,6)37-27)25(33)24-26(34)23-22(11-15(3)4)35-21-13-20(32)19(31)12-18(21)29(23)36-28(17)24/h7,9-13,22,31-33H,8H2,1-6H3

InChI Key

ZZPIXEJZTXAVCX-UHFFFAOYSA-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
Artocarpus champeden	LOTUS Database	35616633
Artocarpus champeden Spreng.	Plant	KNApSAcK
Artocarpus heterophyllus	FooDB	KNAPSACK
Artocarpus lowii	LOTUS Database	35616633

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
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Polyol
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110921 )

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	5.18	ALOGPS
logP	6.23	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.23	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	144.67 m³·mol⁻¹	ChemAxon
Polarizability	55.48 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030685

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002604

KNApSAcK ID

C00004064

Chemspider ID

4475345

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316250

PDB ID

Not Available

ChEBI ID

563917

Good Scents ID

Not Available

References

General References

Lin CN, Lu CM, Lin HC, Fang SC, Shieh BJ, Hsu MF, Wang JP, Ko FN, Teng CM: Novel antiplatelet constituents from formosan moraceous plants. J Nat Prod. 1996 Sep;59(9):834-8. doi: 10.1021/np960376j. [PubMed:8864236 ]

Showing NP-Card for Cycloheterophyllin (NP0045981)

MOL for NP0045981 (Cycloheterophyllin)

3D MOL for NP0045981 (Cycloheterophyllin)

3D SDF for NP0045981 (Cycloheterophyllin)

3D-SDF for NP0045981 (Cycloheterophyllin)

PDB for NP0045981 (Cycloheterophyllin)

3D PDB for NP0045981 (Cycloheterophyllin)

SMILES for NP0045981 (Cycloheterophyllin)

INCHI for NP0045981 (Cycloheterophyllin)

Structure for NP0045981 (Cycloheterophyllin)

3D Structure for NP0045981 (Cycloheterophyllin)