NP-MRD: Showing NP-Card for 10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol (NP0044860)

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Record Information

Version

2.0

Created at

2022-03-10 18:36:45 UTC

Updated at

2022-03-10 22:16:49 UTC

NP-MRD ID

NP0044860

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol

Description

10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol 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. 10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol is one of more than 120 cannabinoid compounds that are known in cannabis plants (PMID: 6991645 ). 10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol is an ethoxylated derivative of cannabitriol (CBT). Unlike the methylated derivatives, which are naturally produced by the action of the SAM enzyme (PMID: 16766004 ), Ethoxylated metabolites are very rarely found as plant natural products and are instead often found as artifacts produced during extraction procedures employing ethanol as the extraction solvent. The isolation of 10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol from Cannabis sativa extracts was reported in 1977, together with cannabitriol (PMID: 895385 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652307312018222D          

 28 30  0  0  1  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3895   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3289   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2848    1.6002    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
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8151    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  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  5  1  6  0  0  0
 23 12  1  0  0  0  0
 23 21  1  0  0  0  0
 24 17  1  0  0  0  0
 23 25  1  1  0  0  0
 26  7  1  0  0  0  0
 21 26  1  1  0  0  0
 27 18  1  0  0  0  0
 27 22  1  0  0  0  0
 21 28  1  6  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    5.4514    2.8315    0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6983    1.3706    0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7204    0.8479   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686   -0.6117   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9979   -1.1342   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -1.0179   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.1424   -1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    0.3220   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0564    1.4915   -1.5112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -0.6701   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6016   -1.8664   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332   -2.0054   -0.5701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -2.8940    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441   -2.7855    0.9008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5035   -3.1004    2.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837   -3.8821    0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -1.5227    0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164   -0.5099   -0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681    0.6423   -0.3167 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9292    1.9046   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816    2.8439    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    4.1809   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4988    0.1751   -1.0851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3218    1.3786   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218   -0.5996   -2.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2935   -0.7331   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4408   -1.2833    0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    3.2427    1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3118    3.3699   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921    2.9593    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7287    1.2875    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    0.7712    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993    0.9628    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606    1.4804   -1.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0211   -1.2087    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9841   -0.6588   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1226   -0.5320   -2.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1820   -2.1752   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767    0.9617   -2.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    2.2507   -2.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -2.9333   -0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5358   -3.4415    2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -3.9684    2.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -2.2764    3.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -3.4978   -0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810   -4.1002    0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5711   -4.7633   -0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.7429    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620    2.6055    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2202    2.9297    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9203    4.2568   -1.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    5.0306    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209    4.1158    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8969    1.1316   -2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.2291   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0508    1.5513   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340   -1.2863   -2.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -1.5311   -0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1014   -0.0838    0.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4902   -0.6708    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9165   -2.2668    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 18  1  0
 18 17  2  0
 17 27  1  0
 27 26  1  0
 26 23  1  0
 23 24  1  0
 23 25  1  6
 17 14  1  0
 14 15  1  1
 14 16  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 12  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 23 19  1  0
 10 11  1  0
 10 18  1  0
 19 48  1  1
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 27 60  1  0
 27 61  1  0
 26 58  1  0
 26 59  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 12 41  1  0
  5 37  1  0
  5 38  1  0
  4 35  1  0
  4 36  1  0
  3 33  1  0
  3 34  1  0
  2 31  1  0
  2 32  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 39  1  0
  9 40  1  0
M  END


  Mrv1652307312018222D          

 28 30  0  0  1  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3895   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3289   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2848    1.6002    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
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8151    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  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  5  1  6  0  0  0
 23 12  1  0  0  0  0
 23 21  1  0  0  0  0
 24 17  1  0  0  0  0
 23 25  1  1  0  0  0
 26  7  1  0  0  0  0
 21 26  1  1  0  0  0
 27 18  1  0  0  0  0
 27 22  1  0  0  0  0
 21 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0044860

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(OCC)C2=C(CC[C@]1(C)O)C(C)(C)OC1=CC(CCCCC)=CC(O)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O4/c1-6-8-9-10-15-13-17(24)20-18(14-15)27-22(3,4)16-11-12-23(5,25)21(19(16)20)26-7-2/h13-14,21,24-25H,6-12H2,1-5H3/t21-,23+/m1/s1

> <INCHI_KEY>
HRAUOPAWWNBNRN-GGAORHGYSA-N

> <FORMULA>
C23H34O4

> <MOLECULAR_WEIGHT>
374.521

> <EXACT_MASS>
374.245709575

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.12402785619634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,10R)-10-ethoxy-6,6,9-trimethyl-3-pentyl-6H,7H,8H,9H,10H-cyclohexa[c]chromene-1,9-diol

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.804963702333334

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.959419383305917

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.24047693675013

> <JCHEM_PKA_STRONGEST_BASIC>
-3.254033136952607

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
108.85629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10R)-10-ethoxy-6,6,9-trimethyl-3-pentyl-7H,8H,10H-cyclohexa[c]chromene-1,9-diol

> <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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.660  -1.950   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.681  -1.950   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.198   2.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   4.620   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      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.672   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      20.188   1.273   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      17.338   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      18.672   3.080   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   22                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6    1    8                                                       
CONECT    7    2   26                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   15                                                       
CONECT   11   12   16                                                       
CONECT   12   11   23                                                       
CONECT   13   15   17                                                       
CONECT   14   15   18                                                       
CONECT   15   10   13   14                                                  
CONECT   16   11   19   22                                                  
CONECT   17   13   20   24                                                  
CONECT   18   14   20   27                                                  
CONECT   19   16   20   21                                                  
CONECT   20   17   18   19                                                  
CONECT   21   19   23   26   28                                             
CONECT   22    3    4   16   27                                             
CONECT   23    5   12   21   25                                             
CONECT   24   17                                                            
CONECT   25   23                                                            
CONECT   26    7   21                                                       
CONECT   27   18   22                                                       
CONECT   28   21                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
(9S)-3-Pentyl-6,6,9-trimethyl-10a-ethoxy-7,8,9,10-tetrahydro-6H-dibenzo[b,D]pyran-1,9a-diol	Generator
(9S)-3-Pentyl-6,6,9-trimethyl-10α-ethoxy-7,8,9,10-tetrahydro-6H-dibenzo[b,D]pyran-1,9α-diol	Generator

Chemical Formula

C₂₃H₃₄O₄

Average Mass

374.5210 Da

Monoisotopic Mass

374.24571 Da

IUPAC Name

(9S,10R)-10-ethoxy-6,6,9-trimethyl-3-pentyl-6H,7H,8H,9H,10H-cyclohexa[c]chromene-1,9-diol

Traditional Name

(9S,10R)-10-ethoxy-6,6,9-trimethyl-3-pentyl-7H,8H,10H-cyclohexa[c]chromene-1,9-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(OCC)C2=C(CC[C@]1(C)O)C(C)(C)OC1=CC(CCCCC)=CC(O)=C21

InChI Identifier

InChI=1S/C23H34O4/c1-6-8-9-10-15-13-17(24)20-18(14-15)27-22(3,4)16-11-12-23(5,25)21(19(16)20)26-7-2/h13-14,21,24-25H,6-12H2,1-5H3/t21-,23+/m1/s1

InChI Key

HRAUOPAWWNBNRN-GGAORHGYSA-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

Classification

Not classified

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	4.82	ALOGPS
logP	4.8	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.24	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.86 m³·mol⁻¹	ChemAxon
Polarizability	44.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

49871313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol (NP0044860)

MOL for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

3D MOL for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

3D SDF for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

3D-SDF for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

PDB for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

3D PDB for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

SMILES for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

INCHI for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

Structure for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)

3D Structure for NP0044860 (10-Ethoxy-9-hydroxy-delta-6a-tetrahydrocannabinol)