NP-MRD: Showing NP-Card for Fagopyrine (NP0045858)

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Record Information

Version

2.0

Created at

2022-03-17 19:44:24 UTC

Updated at

2022-03-17 19:44:24 UTC

NP-MRD ID

NP0045858

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fagopyrine

Description

Fagopyrine belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system. Fagopyrine is a very strong basic compound (based on its pKa). Outside of the human body, fagopyrine has been detected, but not quantified in, cereals and cereal products and common buckwheats. This could make fagopyrine a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061305042D          

 50 59  0  0  0  0            999 V2000
    0.7145    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1955   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -6.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -7.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -6.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -6.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -5.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -4.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -3.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555   -1.7507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -5.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.0557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -4.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -0.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -5.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    0.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13 11  2  0  0  0  0
 14  2  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 25 23  1  0  0  0  0
 26 20  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  2  0  0  0  0
 28 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  2  0  0  0  0
 32 30  2  0  0  0  0
 32 31  1  0  0  0  0
 33 29  1  0  0  0  0
 34 30  1  0  0  0  0
 35 21  2  0  0  0  0
 35 31  1  0  0  0  0
 36 22  2  0  0  0  0
 36 32  1  0  0  0  0
 37 21  1  0  0  0  0
 37 33  2  0  0  0  0
 38 22  1  0  0  0  0
 38 34  2  0  0  0  0
 39 23  1  0  0  0  0
 39 33  1  0  0  0  0
 40 24  1  0  0  0  0
 40 34  1  0  0  0  0
 41  9  1  0  0  0  0
 41 15  1  0  0  0  0
 42 10  1  0  0  0  0
 42 16  1  0  0  0  0
 43 17  1  0  0  0  0
 44 18  1  0  0  0  0
 45 35  1  0  0  0  0
 46 36  1  0  0  0  0
 47 37  1  0  0  0  0
 48 38  1  0  0  0  0
 49 39  2  0  0  0  0
 50 40  2  0  0  0  0
M  END


  Mrv0541 05061305042D          

 50 59  0  0  0  0            999 V2000
    0.7145    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1955   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -6.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -7.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -6.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -6.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -5.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -3.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -4.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -3.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555   -1.7507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -5.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.0557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -4.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -0.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -5.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    0.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13 11  2  0  0  0  0
 14  2  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 25 23  1  0  0  0  0
 26 20  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  2  0  0  0  0
 28 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  2  0  0  0  0
 32 30  2  0  0  0  0
 32 31  1  0  0  0  0
 33 29  1  0  0  0  0
 34 30  1  0  0  0  0
 35 21  2  0  0  0  0
 35 31  1  0  0  0  0
 36 22  2  0  0  0  0
 36 32  1  0  0  0  0
 37 21  1  0  0  0  0
 37 33  2  0  0  0  0
 38 22  1  0  0  0  0
 38 34  2  0  0  0  0
 39 23  1  0  0  0  0
 39 33  1  0  0  0  0
 40 24  1  0  0  0  0
 40 34  1  0  0  0  0
 41  9  1  0  0  0  0
 41 15  1  0  0  0  0
 42 10  1  0  0  0  0
 42 16  1  0  0  0  0
 43 17  1  0  0  0  0
 44 18  1  0  0  0  0
 45 35  1  0  0  0  0
 46 36  1  0  0  0  0
 47 37  1  0  0  0  0
 48 38  1  0  0  0  0
 49 39  2  0  0  0  0
 50 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045858

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=C2C(=O)C3=C(O)C(C4CCCCN4)=C(O)C4=C3C3=C2C1=C1C(C)=CC(O)=C2C(=O)C5=C(O)C(C6CCCCN6)=C(O)C4=C5C3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C40H34N2O8/c1-13-11-17(43)23-25-19(13)20-14(2)12-18(44)24-26(20)28-27(25)29-31(35(45)21(15-7-3-5-9-41-15)37(47)33(29)39(23)49)32-30(28)34(40(24)50)38(48)22(36(32)46)16-8-4-6-10-42-16/h11-12,15-16,41-48H,3-10H2,1-2H3

> <INCHI_KEY>
ROFJUMITFMRBRF-UHFFFAOYSA-N

> <FORMULA>
C40H34N2O8

> <MOLECULAR_WEIGHT>
670.7066

> <EXACT_MASS>
670.231516074

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
73.62516173367528

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,11,18,22,24-hexahydroxy-13,16-dimethyl-6,23-bis(piperidin-2-yl)octacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
6.497134203935324

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.846979009490579

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.129221696155484

> <JCHEM_PKA_STRONGEST_BASIC>
11.662466849769773

> <JCHEM_POLAR_SURFACE_AREA>
179.57999999999998

> <JCHEM_REFRACTIVITY>
189.43220000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,11,18,22,24-hexahydroxy-13,16-dimethyl-6,23-bis(piperidin-2-yl)octacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione

> <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       1.334   0.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.326  -0.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.432  -6.178   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.870 -12.872   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.440  -5.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.383 -13.163   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.919  -5.887   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.366 -11.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.936  -3.559   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.391 -11.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.854   1.098   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.179  -3.559   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.846  -0.067   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.830  -2.395   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.415  -4.432   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.374 -10.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.366   0.807   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.326  -5.014   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.350  -1.522   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.342  -2.686   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.903  -4.141   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.870  -8.798   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.870  -0.649   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.838  -5.305   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.862  -1.813   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.846  -4.141   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.366  -3.268   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.358  -4.432   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.879  -3.559   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.862  -5.887   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.383  -5.014   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.374  -6.178   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.887  -2.395   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.854  -7.051   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.895  -5.305   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.879  -7.633   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.399  -2.686   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.358  -8.507   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.383  -0.940   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.342  -6.760   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      12.424  -3.268   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0       7.887 -10.544   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0       6.374   1.971   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -0.683  -6.178   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       9.399  -6.760   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       8.391  -7.924   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      10.407  -1.522   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       3.350  -9.671   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.391   0.224   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.334  -7.924   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3    5    7                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4   10                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9    5   41                                                       
CONECT   10    6   42                                                       
CONECT   11   13   17                                                       
CONECT   12   14   18                                                       
CONECT   13    1   11   19                                                  
CONECT   14    2   12   20                                                  
CONECT   15    7   21   41                                                  
CONECT   16    8   22   42                                                  
CONECT   17   11   23   43                                                  
CONECT   18   12   24   44                                                  
CONECT   19   13   20   25                                                  
CONECT   20   14   19   26                                                  
CONECT   21   15   35   37                                                  
CONECT   22   16   36   38                                                  
CONECT   23   17   25   39                                                  
CONECT   24   18   26   40                                                  
CONECT   25   19   23   27                                                  
CONECT   26   20   24   28                                                  
CONECT   27   25   28   29                                                  
CONECT   28   26   27   30                                                  
CONECT   29   27   31   33                                                  
CONECT   30   28   32   34                                                  
CONECT   31   29   32   35                                                  
CONECT   32   30   31   36                                                  
CONECT   33   29   37   39                                                  
CONECT   34   30   38   40                                                  
CONECT   35   21   31   45                                                  
CONECT   36   22   32   46                                                  
CONECT   37   21   33   47                                                  
CONECT   38   22   34   48                                                  
CONECT   39   23   33   49                                                  
CONECT   40   24   34   50                                                  
CONECT   41    9   15                                                       
CONECT   42   10   16                                                       
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   35                                                            
CONECT   46   36                                                            
CONECT   47   37                                                            
CONECT   48   38                                                            
CONECT   49   39                                                            
CONECT   50   40                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  118    0
END

View in JSmol

Synonyms

Value	Source
1,3,4,6,8,13-Hexahydroxy-10,11-dimethyl-2,5-di-2-piperidinylphenanthro[1,10,9,8-opqra]perylene-7,14-dione, 9ci	HMDB
3-Carbomethoxy-rifamycin S	HMDB
Fagopyrin	MeSH

Chemical Formula

C₄₀H₃₄N₂O₈

Average Mass

670.7066 Da

Monoisotopic Mass

670.23152 Da

IUPAC Name

5,7,11,18,22,24-hexahydroxy-13,16-dimethyl-6,23-bis(piperidin-2-yl)octacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione

Traditional Name

CAS Registry Number

72393-03-4

SMILES

CC1=CC(O)=C2C(=O)C3=C(O)C(C4CCCCN4)=C(O)C4=C3C3=C2C1=C1C(C)=CC(O)=C2C(=O)C5=C(O)C(C6CCCCN6)=C(O)C4=C5C3=C12

InChI Identifier

InChI=1S/C40H34N2O8/c1-13-11-17(43)23-25-19(13)20-14(2)12-18(44)24-26(20)28-27(25)29-31(35(45)21(15-7-3-5-9-41-15)37(47)33(29)39(23)49)32-30(28)34(40(24)50)38(48)22(36(32)46)16-8-4-6-10-42-16/h11-12,15-16,41-48H,3-10H2,1-2H3

InChI Key

ROFJUMITFMRBRF-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
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Benzo-a-pyrene
Benzo-e-pyrene
Phenanthro-perylenequinone
Perylenequinone
Chrysene
Triphenylene
Phenanthrol
Anthracene
Phenanthrene
2-naphthol
1-naphthol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidine
Vinylogous acid
Polyol
Organoheterocyclic compound
Azacycle
Secondary aliphatic amine
Secondary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.83	ALOGPS
logP	6.5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	11.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	179.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	189.43 m³·mol⁻¹	ChemAxon
Polarizability	73.63 Å³	ChemAxon
Number of Rings	10	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

HMDB0030196

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002014

KNApSAcK ID

Not Available

Chemspider ID

4589856

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5488537

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fagopyrine (NP0045858)

MOL for NP0045858 (Fagopyrine)

3D MOL for NP0045858 (Fagopyrine)

3D SDF for NP0045858 (Fagopyrine)

3D-SDF for NP0045858 (Fagopyrine)

PDB for NP0045858 (Fagopyrine)

3D PDB for NP0045858 (Fagopyrine)

SMILES for NP0045858 (Fagopyrine)

INCHI for NP0045858 (Fagopyrine)

Structure for NP0045858 (Fagopyrine)

3D Structure for NP0045858 (Fagopyrine)