NP-MRD: Showing NP-Card for Daurichromenic acid (NP0139191)

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Record Information

Version

2.0

Created at

2022-06-29 19:43:16 UTC

Updated at

2022-06-29 19:43:16 UTC

NP-MRD ID

NP0139191

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daurichromenic acid

Description

Daurichromenic acid, also known as daurichromenate, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Daurichromenic acid is found in Rhododendron anthopogon and Rhododendron dauricum. Daurichromenic acid was first documented in 2018 (PMID: 30097469). Based on a literature review a small amount of articles have been published on Daurichromenic acid (PMID: 31791817) (PMID: 34460246) (PMID: 32906602) (PMID: 29286881).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292221432D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9679   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -2.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -3.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2432   -4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4187   -4.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -4.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930   -5.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -6.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -6.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801   -7.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184   -6.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  1  0  0  0
  8 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
   -7.2262   -0.2801   -1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9653   -0.1607   -1.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9934    0.4483   -3.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.5971   -1.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7949   -1.2016   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114   -0.4875    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5673   -0.3049    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    0.4993   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6486   -0.8467    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -0.7106    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799   -0.0025    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8900    0.1763    2.4687 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2709    0.9108    3.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884   -1.1092    2.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4926   -1.4295    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660   -0.5252    0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2024    0.6892    0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931    1.6248   -0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4322    1.3247   -1.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642    2.3111   -2.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0774    0.1187   -1.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0831   -0.2586   -2.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601   -1.3850   -2.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4099    0.6365   -3.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8115   -0.8430   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -2.0402   -0.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2635    0.9973    1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1078    0.2775   -0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0757    0.1759   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4980   -1.3099   -0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    0.4672   -3.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6620   -0.1371   -3.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4093    1.4623   -3.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -0.5011   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8519   -1.2521    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -2.2466   -0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293    0.5704    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2017   -0.8654    2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.1058   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.1519   -1.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648    1.1885   -0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -1.4055    2.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283   -0.3131    0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306   -1.7520    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613    0.9819    2.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2101   -0.6557    3.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306    1.5362    4.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.4525    3.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043    0.1165    4.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3699   -1.8657    3.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9859   -2.4048    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.5793   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897    3.2093   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    2.6522   -2.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5257    1.9457   -3.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488    0.3216   -4.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000   -2.7367    0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 12 27  1  0
 27 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 16 25  1  0
 25 26  1  0
 25 21  2  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 14 12  1  0
 18 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 13 47  1  0
 13 48  1  0
 13 49  1  0
 15 51  1  0
 14 50  1  0
 26 57  1  0
 24 56  1  0
 20 53  1  0
 20 54  1  0
 20 55  1  0
 18 52  1  0
M  END


  Mrv1652306292221432D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9679   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933   -2.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6305   -3.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2432   -4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4187   -4.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -4.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930   -5.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302   -6.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -6.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801   -7.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184   -6.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  1  0  0  0
  8 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC[C@]1(C)OC2=C(C=C1)C(O)=C(C(O)=O)C(C)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O4/c1-15(2)8-6-9-16(3)10-7-12-23(5)13-11-18-19(27-23)14-17(4)20(21(18)24)22(25)26/h8,10-11,13-14,24H,6-7,9,12H2,1-5H3,(H,25,26)/b16-10+/t23-/m0/s1

> <INCHI_KEY>
UYLFTJMQPWWDCW-MVLVPLOLSA-N

> <FORMULA>
C23H30O4

> <MOLECULAR_WEIGHT>
370.489

> <EXACT_MASS>
370.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.862768409002584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-5-hydroxy-2,7-dimethyl-2H-chromene-6-carboxylic acid

> <ALOGPS_LOGP>
5.80

> <JCHEM_LOGP>
6.788690473666666

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.450679247834096

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9100610118935313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.934650444078194

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
112.25789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-5-hydroxy-2,7-dimethylchromene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.540  -2.364   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.817  -3.616   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.094  -4.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.910  -6.282   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.187  -7.641   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.648  -7.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.003  -8.947   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.280 -10.307   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.096 -11.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.373 -12.973   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.189 -14.279   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.834 -13.027   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8    4                                                       
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    5   23   27                                                  
CONECT   23   22    2   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
Daurichromenate	Generator

Chemical Formula

C₂₃H₃₀O₄

Average Mass

370.4890 Da

Monoisotopic Mass

370.21441 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC[C@]1(C)OC2=C(C=C1)C(O)=C(C(O)=O)C(C)=C2

InChI Identifier

InChI=1S/C23H30O4/c1-15(2)8-6-9-16(3)10-7-12-23(5)13-11-18-19(27-23)14-17(4)20(21(18)24)22(25)26/h8,10-11,13-14,24H,6-7,9,12H2,1-5H3,(H,25,26)/b16-10+/t23-/m0/s1

InChI Key

UYLFTJMQPWWDCW-MVLVPLOLSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Rhododendron anthopogon	LOTUS Database	35616633
Rhododendron dauricum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Benzopyran
Bicyclic monoterpenoid
Hydroxybenzoic acid
1-benzopyran
Salicylic acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Vinylogous acid
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4977518

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6475854

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Akiba M, Kinoshita K, Kino Y, Sato JI, Koyama K: Isolation of three new meroterpenoids and seven known compounds from Albatrellus yasudae and their Abeta-aggregation inhibitory activity. Bioorg Med Chem Lett. 2020 Jan 15;30(2):126808. doi: 10.1016/j.bmcl.2019.126808. Epub 2019 Nov 21. [PubMed:31791817 ]
Liang C, Kjaerulff L, Hansen PR, Kongstad KT, Staerk D: Dual High-Resolution alpha-Glucosidase and PTP1B Inhibition Profiling Combined with HPLC-PDA-HRMS-SPE-NMR Analysis for the Identification of Potentially Antidiabetic Chromene Meroterpenoids from Rhododendron capitatum. J Nat Prod. 2021 Sep 24;84(9):2454-2467. doi: 10.1021/acs.jnatprod.1c00454. Epub 2021 Aug 30. [PubMed:34460246 ]
Deepak HV, Swamy MMM, Murai Y, Suga Y, Anetai M, Yo T, Kuragano M, Uwai K, Tokuraku K, Monde K: Daurichromenic Acid from the Chinese Traditional Medicinal Plant Rhododendron dauricum Inhibits Sphingomyelin Synthase and Abeta Aggregation. Molecules. 2020 Sep 7;25(18):4077. doi: 10.3390/molecules25184077. [PubMed:32906602 ]
Saeki H, Hara R, Takahashi H, Iijima M, Munakata R, Kenmoku H, Fuku K, Sekihara A, Yasuno Y, Shinada T, Ueda D, Nishi T, Sato T, Asakawa Y, Kurosaki F, Yazaki K, Taura F: An Aromatic Farnesyltransferase Functions in Biosynthesis of the Anti-HIV Meroterpenoid Daurichromenic Acid. Plant Physiol. 2018 Oct;178(2):535-551. doi: 10.1104/pp.18.00655. Epub 2018 Aug 10. [PubMed:30097469 ]
Taura F, Iijima M, Kurosaki F: Daurichromenic acid and grifolic acid: Phytotoxic meroterpenoids that induce cell death in cell culture of their producer Rhododendron dauricum. Plant Signal Behav. 2018 Jan 2;13(1):e1422463. doi: 10.1080/15592324.2017.1422463. Epub 2018 Jan 16. [PubMed:29286881 ]

Showing NP-Card for Daurichromenic acid (NP0139191)

MOL for NP0139191 (Daurichromenic acid)

3D MOL for NP0139191 (Daurichromenic acid)

3D SDF for NP0139191 (Daurichromenic acid)

3D-SDF for NP0139191 (Daurichromenic acid)

PDB for NP0139191 (Daurichromenic acid)

3D PDB for NP0139191 (Daurichromenic acid)

SMILES for NP0139191 (Daurichromenic acid)

INCHI for NP0139191 (Daurichromenic acid)

Structure for NP0139191 (Daurichromenic acid)

3D Structure for NP0139191 (Daurichromenic acid)