NP-MRD: Showing NP-Card for Gentiopicrin (NP0051770)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:00:39 UTC

Updated at

2022-04-27 23:00:39 UTC

NP-MRD ID

NP0051770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gentiopicrin

Description

Gentiopicrin is found in Aster auriculatus, Centaurium erythraea , Chironia purpurascens, Coutoubea spicata, Curtia tenuifolia, Eustoma exaltatum, Exacum affine, Fagraea fragrans, Gentiana algida, Gentiana asclepiadea, Gentiana crassicaulis , Gentiana cruciata , Gentiana gelida, Gentiana kurroo , Gentiana lawrencei, Gentiana linearis, Gentiana lutea , Gentiana macrophylla , Gentiana manshurica , Gentiana officinalis , Gentiana olivieri, Gentiana punctata, Gentiana purpurea, Gentiana rhodantha, Gentiana rigescens , Gentiana scabra , Gentiana septemfida, Gentiana sino-ornata, Gentiana siphonantha, Gentiana spathacea, Gentiana straminea , Gentiana thunbergii, Gentiana tibetica, Gentiana triflora, Gentianella campestris, Ixanthus viscosus, Radix gentianae, Sertia mussotii, Swertia angustifolia , Swertia calycina, Swertia davidii, Swertia franchetiana, Swertia japonica and Swertia pubescens.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272007472D          

 26 28  0  0  0  0            999 V2000
 9998.911510001.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.626010002.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.337910000.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7669 9998.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4825 9997.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.766910001.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.195910000.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.1959 9999.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053410001.2470    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4864 9998.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.767610000.8336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.053110000.4211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0531 9999.5960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7676 9999.1836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.4821 9999.5960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.482110000.4211    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.911510000.8299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9115 9999.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6260 9999.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.626010000.4174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.485810000.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.771310000.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7713 9999.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4858 9999.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2003 9999.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200310000.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  4  5  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17  1  1  1  0  0  0
 20  3  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 10  2  0  0  0  0
 17 26  1  0  0  0  0
 25 18  2  0  0  0  0
  3 12  1  0  0  0  0
 12  9  1  6  0  0  0
 14  4  1  1  0  0  0
 15  8  1  6  0  0  0
 16  7  1  1  0  0  0
 11  6  1  6  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    1.9018   -0.8216    2.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.1115    1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1021   -0.1842   -0.0474 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2113    0.6829   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1913    1.0130    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    1.8591    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    2.3420   -1.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4260    2.0719   -2.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4607    2.5076   -3.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2924    1.2097   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479    0.9104   -2.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741    0.0913   -2.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.0119   -0.9316 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0647   -0.9667   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2682   -0.4847   -0.2580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6362   -1.0639    0.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.4552    1.4038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1389   -0.8344    2.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081   -0.4584    3.6828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564   -0.9194    0.5310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1696   -0.4771    1.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.3658   -0.8550 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6230   -0.8914   -1.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3286   -0.8633   -1.2780 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0178   -0.3660   -2.5402 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570   -0.6268    3.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2723   -1.8095    2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3843    1.0897    1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4582   -1.2400   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0914    0.6003    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2947    1.3137    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4001    2.7480    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3996    1.2943   -3.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438    0.9780   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2283    0.6311   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504    0.6514    1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0285   -0.2354    3.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -1.8867    2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -0.5945    3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9255   -2.0317    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7778   -1.2603    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515    0.7421   -0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -1.0368   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -1.9720   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4014   -0.9902   -2.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 15  1  0
  3 13  1  0
  4 10  1  0
 15 35  1  1
 13 34  1  1
 11 33  1  0
  6 31  1  0
  6 32  1  0
  5 30  1  0
  3 29  1  1
  2 28  1  0
  1 26  1  0
  1 27  1  0
 17 36  1  1
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  6
 21 41  1  0
 22 42  1  1
 23 43  1  0
 24 44  1  6
 25 45  1  0
M  END


  Mrv1652309272007472D          

 26 28  0  0  0  0            999 V2000
 9998.911510001.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.626010002.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.337910000.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7669 9998.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4825 9997.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.766910001.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.195910000.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.1959 9999.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053410001.2470    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4864 9998.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.767610000.8336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.053110000.4211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0531 9999.5960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7676 9999.1836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.4821 9999.5960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.482110000.4211    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.911510000.8299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9115 9999.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6260 9999.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.626010000.4174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.485810000.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.771310000.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7713 9999.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4858 9999.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2003 9999.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200310000.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  4  5  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17  1  1  1  0  0  0
 20  3  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 10  2  0  0  0  0
 17 26  1  0  0  0  0
 25 18  2  0  0  0  0
  3 12  1  0  0  0  0
 12  9  1  6  0  0  0
 14  4  1  1  0  0  0
 15  8  1  6  0  0  0
 16  7  1  1  0  0  0
 11  6  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0051770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(O[C@@H]2OC=C3C(=O)OCC=C3[C@H]2C=C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

> <INCHI_KEY>
DUAGQYUORDTXOR-GPQRQXLASA-N

> <FORMULA>
C16H20O9

> <MOLECULAR_WEIGHT>
356.327

> <EXACT_MASS>
356.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.08578995655845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-1.378866751666667

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.211825704356869

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.297929273261634

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847629851693

> <JCHEM_POLAR_SURFACE_AREA>
134.91

> <JCHEM_REFRACTIVITY>
82.14399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gentiopicroside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.6358669.768   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.9698670.538   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8667.2978668.221   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8669.9658663.601   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8671.3018662.833   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8669.9658669.760   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8672.6328668.221   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8672.6328665.141   0.000  0.00  0.00           O+0
HETATM    9  H   UNK     0    8668.6338668.994   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0    8661.9758663.582   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8669.9668668.223   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6328667.453   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8668.6328665.913   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8669.9668665.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.3008665.913   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3008667.453   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.6358668.216   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6358665.136   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8665.9698665.906   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8665.9698667.446   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8661.9738668.216   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8660.6408667.446   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8660.6408665.906   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0    8661.9738665.136   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8663.3078665.906   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8663.3078667.446   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1                                                            
CONECT    3   20   12                                                       
CONECT    4    5   14                                                       
CONECT    5    4                                                            
CONECT    6   11                                                            
CONECT    7   16                                                            
CONECT    8   15                                                            
CONECT    9   12                                                            
CONECT   10   24                                                            
CONECT   11   12   16    6                                                  
CONECT   12   11   13    3    9                                             
CONECT   13   12   14                                                       
CONECT   14   15   13    4                                                  
CONECT   15   14   16    8                                                  
CONECT   16   11   15    7                                                  
CONECT   17   20    1   26                                                  
CONECT   18   19   25                                                       
CONECT   19   18   20                                                       
CONECT   20   17   19    3                                                  
CONECT   21   22   26                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   25   23   10                                                  
CONECT   25   24   26   18                                                  
CONECT   26   21   25   17                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
Gentiopicroside	Kegg
Gentiopicrin	MeSH

Chemical Formula

C₁₆H₂₀O₉

Average Mass

356.3270 Da

Monoisotopic Mass

356.11073 Da

IUPAC Name

(5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one

Traditional Name

gentiopicroside

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O[C@@H]2OC=C3C(=O)OCC=C3[C@H]2C=C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

InChI Key

DUAGQYUORDTXOR-GPQRQXLASA-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
Aster auriculatus	LOTUS Database	35616633
Centaurium erythraea	Plant	KNApSAcK
Chironia purpurascens	LOTUS Database	35616633
Coutoubea spicata	LOTUS Database	35616633
Curtia tenuifolia	LOTUS Database	35616633
Eustoma exaltatum	LOTUS Database	35616633
Exacum affine	LOTUS Database	35616633
Fagraea fragrans	LOTUS Database	35616633
Gentiana algida	Plant	KNApSAcK
Gentiana asclepiadea	LOTUS Database	35616633
Gentiana crassicaulis	Plant	KNApSAcK
Gentiana cruciata	Plant	KNApSAcK
Gentiana gelida	LOTUS Database	35616633
Gentiana kurroo	Plant	KNApSAcK
Gentiana lawrencei	Plant	KNApSAcK
Gentiana linearis	LOTUS Database	35616633
Gentiana lutea	Plant	KNApSAcK
Gentiana macrophylla	Plant	KNApSAcK
Gentiana manshurica	Plant	KNApSAcK
Gentiana officinalis	Plant	KNApSAcK
Gentiana olivieri	LOTUS Database	35616633
Gentiana punctata	LOTUS Database	35616633
Gentiana purpurea	LOTUS Database	35616633
Gentiana rhodantha	Plant	KNApSAcK
Gentiana rigescens	Plant	KNApSAcK
Gentiana scabra	Plant	KNApSAcK
Gentiana septemfida	LOTUS Database	35616633
Gentiana sino-ornata	LOTUS Database	35616633
Gentiana siphonantha	LOTUS Database	35616633
Gentiana spathacea	LOTUS Database	35616633
Gentiana straminea	Plant	KNApSAcK
Gentiana thunbergii	LOTUS Database	35616633
Gentiana tibetica	LOTUS Database	35616633
Gentiana triflora	Plant	KNApSAcK
Gentianella campestris	LOTUS Database	35616633
Ixanthus viscosus	LOTUS Database	35616633
Radix gentianae	-	KNApSAcK
Sertia mussotii	-	KNApSAcK
Swertia angustifolia	Plant	KNApSAcK
Swertia calycina	LOTUS Database	35616633
Swertia davidii	Plant	KNApSAcK
Swertia franchetiana	Plant	KNApSAcK
Swertia japonica	LOTUS Database	35616633
Swertia pubescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Dihydropyranone
Monosaccharide
Oxane
Pyran
Enoate ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

glycoside (CHEBI:5321 )
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids (C09782 )
Iridoids (C09782 )
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids (LMPR0102070009 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-1	ALOGPS
logP	-1.4	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	5.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.14 m³·mol⁻¹	ChemAxon
Polarizability	34.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

FDB000009

KNApSAcK ID

C00003082

Chemspider ID

Not Available

KEGG Compound ID

C09782

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

88708

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gentiopicrin (NP0051770)

MOL for NP0051770 (Gentiopicrin)

3D MOL for NP0051770 (Gentiopicrin)

3D SDF for NP0051770 (Gentiopicrin)

3D-SDF for NP0051770 (Gentiopicrin)

PDB for NP0051770 (Gentiopicrin)

3D PDB for NP0051770 (Gentiopicrin)

SMILES for NP0051770 (Gentiopicrin)

INCHI for NP0051770 (Gentiopicrin)

Structure for NP0051770 (Gentiopicrin)

3D Structure for NP0051770 (Gentiopicrin)