NP-MRD: Showing NP-Card for Cannabichromenic acid (NP0045040)

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Record Information

Version

2.0

Created at

2022-03-10 18:53:11 UTC

Updated at

2022-03-10 22:18:48 UTC

NP-MRD ID

NP0045040

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cannabichromenic acid

Description

Cannabichromenic acid (CBCA) is a biosynthetic derivative of cannabigerolic acid (CBGA). It is a non-psychoactive component of cannabis and is one of the more than 100 cannabinoids found in Cannabis sativa plants. As its precursor, cannabigerolic acid, CBCA is a phytocannabinoid that belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Cannabichromenic acid is characterized by the presence of a chromene moiety in the center of the structure. This chromene arrangement results from the cyclization of the isoprenoid sidechain on to the hydroxyl group in position four of cannabigerolic acid, yielding a pyrane type ring. Cannabichromenic acid is a molecule of mixed biosynthetic origin, in which its aromatic moiety (derived from olivetolic acid) occurs through the polyketide biosynthetic pathway while the prenylated sidechain derives from the MEP pathway of the terpenoids (DOI: 10.1016/B978-0-12-800756-3.00002-8). As such, cannabichromenic acid can be considered a polyketide, a monoterpenoid and a resorcinol, due to the meta arrangement of its two hydroxyl groups on the benzene ring. CBC is not active at the¬† cannabinoid-1 (CB1) and cannabinoid-2 (CB2) receptors, but is an agonist of¬† transient receptor potential ankyrin 1 TRPA1 and less potently, an agonist of¬† transient receptor potential cation channel, subfamily V, member 3 and 4 (TRPV3;¬† TRPV4;¬† PMID 28120231 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303192001353D          

 26 27  0  0  0  0            999 V2000
    5.9231    0.1544    2.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2513   -0.4433   -0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3908    1.7175    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5288   -0.5529    2.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0639    0.2580    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673    0.7315    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9552    0.8239   -0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0578    0.1189    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389    1.0381    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.2814   -1.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -1.7175   -0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.8285    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105   -1.2948    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260    0.8308   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2398    0.7857    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335    0.4548   -1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -0.9974   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809    0.1436   -0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754   -0.6694   -2.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016   -1.4020   -1.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052   -1.1681   -3.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -0.0904    1.1091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8524   -2.5422   -2.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.6487   -3.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -2.3229   -4.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028    0.5386    0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 15  1  0  0  0  0
  3 15  1  0  0  0  0
  4 22  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 15  2  3  0  0  0
 10 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 22  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 17 20  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 26  1  0  0  0  0
M  END

     RDKit          3D

 56 57  0  0  0  0  0  0  0  0999 V2000
    7.0819    2.5334   -1.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    1.9582   -1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8875    0.7998   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.2164    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.2822   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -0.8795   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336   -0.1014   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863   -0.5438   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283   -1.8154    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2551   -2.6338    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -3.9120    1.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4814   -2.1435    0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262   -3.0298    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -2.7417   -0.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974   -4.3387    0.6134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1607   -2.2863    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2074   -1.4877    0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984   -0.1239    0.3525 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5597    0.9322    1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0906    0.0226   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134   -0.3187   -0.6996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2502    0.4568    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2630    1.2858   -0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6226    1.3972   -1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9633    2.0413    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    0.2507   -0.0989 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1774    2.5608   -2.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8707    1.9275   -0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1314    3.5925   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004    1.6411   -1.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732    2.7586   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5230    0.0325   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4014    1.1008    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -0.4980    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9002    1.0537    0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -0.9019   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592    0.6328   -1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.9238   -0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760   -4.3094    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674   -4.3920    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2648   -3.2920    1.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1556   -1.8895    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183    1.4906    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746    1.7342    0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9419    0.4950    2.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325    1.0594   -1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6379   -0.6286   -1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5502   -1.4288   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960   -0.2582   -1.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    0.3738    1.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4036    2.1805   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6900    1.7056   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9576    0.4261   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8210    1.4956    1.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4496    3.0200    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0511    2.1377    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 18 26  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 12  6  1  0
 26  8  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 11 39  1  0
 15 40  1  0
M  END


  Mrv1652303192001353D          

 26 27  0  0  0  0            999 V2000
    5.9231    0.1544    2.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2513   -0.4433   -0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3908    1.7175    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5288   -0.5529    2.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0639    0.2580    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673    0.7315    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9552    0.8239   -0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0578    0.1189    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2389    1.0381    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.2814   -1.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -1.7175   -0.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.8285    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105   -1.2948    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260    0.8308   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2398    0.7857    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335    0.4548   -1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235   -0.9974   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809    0.1436   -0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754   -0.6694   -2.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016   -1.4020   -1.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052   -1.1681   -3.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -0.0904    1.1091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8524   -2.5422   -2.7089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.6487   -3.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -2.3229   -4.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028    0.5386    0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 15  1  0  0  0  0
  3 15  1  0  0  0  0
  4 22  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 15  2  3  0  0  0
 10 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 22  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 17 20  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1=CC2=C(C=C[C@](C)(CCC=C(C)C)O2)C(O)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O4/c1-5-6-7-10-16-14-18-17(20(23)19(16)21(24)25)11-13-22(4,26-18)12-8-9-15(2)3/h9,11,13-14,23H,5-8,10,12H2,1-4H3,(H,24,25)/t22-/m0/s1

> <INCHI_KEY>
HRHJHXJQMNWQTF-QFIPXVFZSA-N

> <FORMULA>
C22H30O4

> <MOLECULAR_WEIGHT>
358.478

> <EXACT_MASS>
358.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.68883177967123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-2H-chromene-6-carboxylic acid

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
6.907250858666666

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.428295285800697

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8676097559468974

> <JCHEM_PKA_STRONGEST_BASIC>
-4.934877736908694

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
106.85929999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentylchromene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       5.923   0.154   2.674  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.251  -0.443  -0.532  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.391   1.718   0.192  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.529  -0.553   2.577  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.064   0.258   1.186  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.767   0.732   0.533  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.955   0.824  -0.972  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.058   0.119   1.297  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.239   1.038   1.146  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.727   1.281  -1.670  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.994  -1.718  -0.654  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.788   0.829   0.943  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.811  -1.295   0.297  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.626   0.831  -0.538  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.240   0.786   0.314  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.534   0.455  -1.524  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.224  -0.997  -0.978  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.481   0.144  -0.241  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.275  -0.669  -2.249  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.102  -1.402  -1.966  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.105  -1.168  -3.322  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.593  -0.090   1.109  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.852  -2.542  -2.709  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.170  -0.649  -3.706  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.735  -2.323  -4.022  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.403   0.539   0.743  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4   22                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    9   12                                                       
CONECT    9    8   15                                                       
CONECT   10    7   16                                                       
CONECT   11   13   17                                                       
CONECT   12    8   22                                                       
CONECT   13   11   22                                                       
CONECT   14   16   18                                                       
CONECT   15    2    3    9                                                  
CONECT   16   10   14   19                                                  
CONECT   17   11   18   20                                                  
CONECT   18   14   17   26                                                  
CONECT   19   16   20   21                                                  
CONECT   20   17   19   23                                                  
CONECT   21   19   24   25                                                  
CONECT   22    4   12   13   26                                             
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25   21                                                            
CONECT   26   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromene-6-carboxylate	Generator

Chemical Formula

C₂₂H₃₀O₄

Average Mass

358.4780 Da

Monoisotopic Mass

358.21441 Da

IUPAC Name

(2S)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-2H-chromene-6-carboxylic acid

Traditional Name

(2S)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentylchromene-6-carboxylic acid

CAS Registry Number

20408-52-0

SMILES

CCCCCC1=CC2=C(C=C[C@](C)(CCC=C(C)C)O2)C(O)=C1C(O)=O

InChI Identifier

InChI=1S/C22H30O4/c1-5-6-7-10-16-14-18-17(20(23)19(16)21(24)25)11-13-22(4,26-18)12-8-9-15(2)3/h9,11,13-14,23H,5-8,10,12H2,1-4H3,(H,24,25)/t22-/m0/s1

InChI Key

HRHJHXJQMNWQTF-QFIPXVFZSA-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
Cannabis sativa	NULL	Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylic acid and derivatives. Salicylic acid and derivatives are compounds containing a 2-hydroxybenzoic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acid and derivatives

Alternative Parents

Substituents

Benzopyran
Salicylic acid or derivatives
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Vinylogous acid
Carboxylic acid derivative
Carboxylic acid
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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
logP	5.69	ALOGPS
logP	6.91	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.86 m³·mol⁻¹	ChemAxon
Polarizability	41.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92448135

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cannabichromenic acid (NP0045040)

MOL for NP0045040 (Cannabichromenic acid)

3D MOL for NP0045040 (Cannabichromenic acid)

3D SDF for NP0045040 (Cannabichromenic acid)

3D-SDF for NP0045040 (Cannabichromenic acid)

PDB for NP0045040 (Cannabichromenic acid)

3D PDB for NP0045040 (Cannabichromenic acid)

SMILES for NP0045040 (Cannabichromenic acid)

INCHI for NP0045040 (Cannabichromenic acid)

Structure for NP0045040 (Cannabichromenic acid)

3D Structure for NP0045040 (Cannabichromenic acid)