NP-MRD: Showing NP-Card for Cannabinolic acid (NP0044854)

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Record Information

Version

2.0

Created at

2022-03-10 18:36:39 UTC

Updated at

2022-03-10 22:19:20 UTC

NP-MRD ID

NP0044854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cannabinolic acid

Description

Cannabinolic acid (CBNA), belongs to the class of organic compounds known as dibenzopyrans. These are organic heterocyclic compounds with a structure containing a dibenzopyran moiety, made up of two benzene rings fused to a central pyran ring. It is one of the 120 cannabinoid compounds found in cannabis plants (PMID: 6991645 ). CBNA, belongs to a subclass of cannabis compounds known as cannabinols or CBNs. The best known and most abundant CBN is cannabinol. Cannabinolic acid is formed through the degradation THCA (Tetrahydrocannabinolic acid). CBNA was first isolated in 1965 (PMID: 5879350 ) And is a non-psychoactive compound. Heating can lead to the decarboxylation of CBNA resulting in the formation of the more psychoactive CBN.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652307312018222D          

 26 28  0  0  0  0            999 V2000
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    3.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    4.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  1  0  0  0  0
 22  3  1  0  0  0  0
 22  4  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 26 22  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    7.0731   -1.1906    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5577   -1.1959    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084    0.2424    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    0.3945    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830   -0.2456   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -0.0178   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100   -1.0123   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6345   -0.8438    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140    0.3332   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    1.3510   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331    2.4914   -1.3884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    1.1407   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    2.1934   -1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    3.2521   -2.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    2.1272   -1.8274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796    0.4486   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332    1.5855   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7164    1.6534   -0.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730    2.9208   -0.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4568    0.6320    0.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073   -0.5016    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172   -0.6051    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7731   -1.8383    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883   -2.0259    2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3686   -3.0703    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -1.8512    0.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4890   -0.1728    0.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770   -1.8966   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4643   -1.5110    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177   -1.7369    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353   -1.7548   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677    0.7586   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4654    0.7053    1.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    1.4420    0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.1075    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1041   -1.3934   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255    0.0364   -1.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -1.9395    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8667    3.3394   -1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842    2.7943   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506    2.4246   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9146    3.8076   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4521    2.9178   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2294    2.9865   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5403    0.7345    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3468   -1.3205    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8888   -3.1122    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1450   -1.5290    2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660   -1.6352    2.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3436   -2.9895   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -3.9148    0.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3608   -3.3008    0.4837 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 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
  9 16  1  0
 16 22  2  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  1  0
 18 17  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 12  6  1  0
 17 16  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
 11 39  1  0
 15 40  1  0
 21 46  1  0
 20 45  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 17 41  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
M  END


  Mrv1652307312018222D          

 26 28  0  0  0  0            999 V2000
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    3.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    4.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  1  0  0  0  0
 22  3  1  0  0  0  0
 22  4  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 26 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1=CC2=C(C(O)=C1C(O)=O)C1=C(C=CC(C)=C1)C(C)(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h9-12,23H,5-8H2,1-4H3,(H,24,25)

> <INCHI_KEY>
KXKOBIRSQLNUPS-UHFFFAOYSA-N

> <FORMULA>
C22H26O4

> <MOLECULAR_WEIGHT>
354.446

> <EXACT_MASS>
354.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.76316259520225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-hydroxy-6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromene-2-carboxylic acid

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
6.720313931666666

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.111791388506786

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8514811909631965

> <JCHEM_PKA_STRONGEST_BASIC>
-4.942082670515388

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
102.99249999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cannabinolic acid A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-JUL-20         0                                  
HETATM    1  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.519   7.433   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.529   9.147   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   13                                                            
CONECT    3   22                                                            
CONECT    4   22                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   14                                                       
CONECT    9   10   13                                                       
CONECT   10    9   16                                                       
CONECT   11   13   15                                                       
CONECT   12   14   17                                                       
CONECT   13    2    9   11                                                  
CONECT   14    8   12   18                                                  
CONECT   15   11   16   19                                                  
CONECT   16   10   15   22                                                  
CONECT   17   12   19   26                                                  
CONECT   18   14   20   21                                                  
CONECT   19   15   17   20                                                  
CONECT   20   18   19   23                                                  
CONECT   21   18   24   25                                                  
CONECT   22    3    4   16   26                                             
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25   21                                                            
CONECT   26   17   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
1-Hydroxy-6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromene-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₆O₄

Average Mass

354.4460 Da

Monoisotopic Mass

354.18311 Da

IUPAC Name

1-hydroxy-6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromene-2-carboxylic acid

Traditional Name

cannabinolic acid A

CAS Registry Number

2808-39-1

SMILES

CCCCCC1=CC2=C(C(O)=C1C(O)=O)C1=C(C=CC(C)=C1)C(C)(C)O2

InChI Identifier

InChI=1S/C22H26O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h9-12,23H,5-8H2,1-4H3,(H,24,25)

InChI Key

KXKOBIRSQLNUPS-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
Cannabis sativa	NULL	Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzopyrans. These are organic heterocyclic compounds with a structure containing a dibenzopyran moiety, made up of two benzene rings fused to a central pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Dibenzopyrans

Alternative Parents

Substituents

Dibenzopyran
Hydroxybenzoic acid
Salicylic acid or derivatives
2-benzopyran
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Oxacycle
Carboxylic acid derivative
Ether
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	5.47	ALOGPS
logP	6.72	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	2.85	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	5	ChemAxon
Refractivity	102.99 m³·mol⁻¹	ChemAxon
Polarizability	40.76 Å³	ChemAxon
Number of Rings	3	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

3081990

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cannabinolic acid (NP0044854)

MOL for NP0044854 (Cannabinolic acid)

3D MOL for NP0044854 (Cannabinolic acid)

3D SDF for NP0044854 (Cannabinolic acid)

3D-SDF for NP0044854 (Cannabinolic acid)

PDB for NP0044854 (Cannabinolic acid)

3D PDB for NP0044854 (Cannabinolic acid)

SMILES for NP0044854 (Cannabinolic acid)

INCHI for NP0044854 (Cannabinolic acid)

Structure for NP0044854 (Cannabinolic acid)

3D Structure for NP0044854 (Cannabinolic acid)