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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:37:01 UTC

Update Date

2021-09-24 10:37:01 UTC

HMDB ID

HMDB0304545

Secondary Accession Numbers

None

Metabolite Identification

Common Name

delta-9-tetrahydrocannabinolate

Description

delta9-tetrahydrocannabinolate is also known as thca or δ9-tetrahydrocannabinolic acid. delta9-tetrahydrocannabinolate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). delta9-tetrahydrocannabinolate can be found in a number of food items such as devilfish, arrowhead, potato, and cereals and cereal products, which makes delta9-tetrahydrocannabinolate a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533007131517172D          

 28 30  0  0  1  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  2  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  5  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
    3.5724    3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 H   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  1  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  1  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
 27 15  1  0  0  0  0
 16 28  1  1  0  0  0
M  CHG  1  23  -1
M  END

HMDB0304545
     RDKit          3D
delta-9-tetrahydrocannabinolate
 55 57  0  0  0  0  0  0  0  0999 V2000
    6.5959    0.0237   -1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    1.1173   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.7773    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.5815   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287    0.2498    0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8046    0.0253    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    1.0643    0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    0.8880    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -0.3569   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -1.3295   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.5663   -0.8764 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4144   -1.1860    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967   -2.3314   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989   -2.4893   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857   -3.2545    0.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -0.5935   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015   -1.6060    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.6413    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7666   -2.6852    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.6654   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4441    0.2836   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    0.5881   -0.9642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7359    1.8464    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.4296    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3659    3.1494   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    1.9803    0.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450   -0.9486   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5768    0.1333   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    0.1128   -2.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    2.0820   -1.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5151    1.1991   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.1015    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4946    1.6346    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056    1.5968   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181   -0.1630   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367   -0.6965    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    1.0669    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931    2.0181    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -3.1756    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -1.1280   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.3365    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5595   -2.2863    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -3.5064    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0253   -3.1710    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7233   -0.0988    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619   -1.2370   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0647    1.2211   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163   -0.1883   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005    1.0209   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4035    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    0.6560    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    1.2305   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    3.0502   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054    3.4306    0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.8819   -0.2263 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 14  2  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 12  6  1  0
 22 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
 15 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  6
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  CHG  1  11  -1
M  END


  Mrv1533007131517172D          

 28 30  0  0  1  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  2  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  5  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
    3.5724    3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 H   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  1  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  1  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
 27 15  1  0  0  0  0
 16 28  1  1  0  0  0
M  CHG  1  23  -1
M  END
> <DATABASE_ID>
HMDB0304545

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(C)=CC1([H])C1=C(OC2(C)C)C=C(CCCCC)C(C(O)=O)=C1[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O4/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/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/p-1/t15?,16-/m1/s1

> <INCHI_KEY>
UCONUSSAWGCZMV-OEMAIJDKSA-M

> <FORMULA>
C22H29O4

> <MOLECULAR_WEIGHT>
357.471

> <EXACT_MASS>
357.207132994

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.084309383301715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6aR)-2-carboxy-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-olate

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
6.251740015333334

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.210706279367091

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.886245747514237

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9134948492500214

> <JCHEM_POLAR_SURFACE_AREA>
69.59

> <JCHEM_REFRACTIVITY>
114.53999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6aR)-2-carboxy-6,6,9-trimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromen-1-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304545
     RDKit          3D
delta-9-tetrahydrocannabinolate
 55 57  0  0  0  0  0  0  0  0999 V2000
    6.5959    0.0237   -1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    1.1173   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.7773    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.5815   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287    0.2498    0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8046    0.0253    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    1.0643    0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    0.8880    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -0.3569   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -1.3295   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.5663   -0.8764 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4144   -1.1860    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967   -2.3314   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989   -2.4893   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857   -3.2545    0.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -0.5935   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015   -1.6060    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.6413    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7666   -2.6852    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.6654   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4441    0.2836   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    0.5881   -0.9642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7359    1.8464    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.4296    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3659    3.1494   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    1.9803    0.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450   -0.9486   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5768    0.1333   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    0.1128   -2.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    2.0820   -1.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5151    1.1991   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.1015    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4946    1.6346    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056    1.5968   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181   -0.1630   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367   -0.6965    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    1.0669    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931    2.0181    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -3.1756    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -1.1280   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.3365    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5595   -2.2863    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -3.5064    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0253   -3.1710    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7233   -0.0988    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619   -1.2370   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0647    1.2211   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163   -0.1883   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005    1.0209   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4035    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    0.6560    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    1.2305   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    3.0502   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054    3.4306    0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.8819   -0.2263 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 14  2  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 12  6  1  0
 22 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
 15 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  6
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  CHG  1  11  -1
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         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-1
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
HETATM   27  H   UNK     0       6.668   6.930   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       9.336   6.930   0.000  0.00  0.00           H+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   27                                             
CONECT   16   10   15   22   28                                             
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                                                       
CONECT   27   15                                                            
CONECT   28   16                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0304545
HETATM    1  C1  UNL     1       6.596   0.024  -1.788  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.517   1.117  -0.747  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.536   0.777   0.347  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.138   0.581  -0.213  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.229   0.250   0.922  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.805   0.025   0.516  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.900   1.064   0.649  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.417   0.888   0.272  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.811  -0.357  -0.244  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.072  -1.329  -0.359  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.343  -2.566  -0.876  1.00  0.00           O1-
HETATM   12  C11 UNL     1       1.414  -1.186   0.014  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.297  -2.331  -0.148  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.899  -2.489  -1.225  1.00  0.00           O  
HETATM   15  O3  UNL     1       2.486  -3.254   0.869  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.230  -0.594  -0.678  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.901  -1.606   0.205  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.194  -1.641   0.442  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.767  -2.685   1.334  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.102  -0.665  -0.157  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.444   0.284  -1.135  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.043   0.588  -0.964  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.736   1.846   0.038  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.827   1.430   0.296  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.366   3.149  -0.239  1.00  0.00           C  
HETATM   26  O4  UNL     1      -1.305   1.980   0.429  1.00  0.00           O  
HETATM   27  H1  UNL     1       6.545  -0.949  -1.246  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.577   0.133  -2.301  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.798   0.113  -2.548  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.235   2.082  -1.190  1.00  0.00           H  
HETATM   31  H5  UNL     1       7.515   1.199  -0.280  1.00  0.00           H  
HETATM   32  H6  UNL     1       5.871  -0.101   0.934  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.495   1.635   1.035  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.806   1.597  -0.586  1.00  0.00           H  
HETATM   35  H9  UNL     1       4.118  -0.163  -1.012  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.537  -0.696   1.446  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.215   1.067   1.676  1.00  0.00           H  
HETATM   38  H12 UNL     1       1.193   2.018   1.042  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.074  -3.176   1.782  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.112  -1.128  -1.667  1.00  0.00           H  
HETATM   41  H15 UNL     1      -2.268  -2.337   0.660  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.559  -2.286   2.004  1.00  0.00           H  
HETATM   43  H17 UNL     1      -5.203  -3.506   0.695  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.025  -3.171   1.979  1.00  0.00           H  
HETATM   45  H19 UNL     1      -5.723  -0.099   0.594  1.00  0.00           H  
HETATM   46  H20 UNL     1      -5.862  -1.237  -0.732  1.00  0.00           H  
HETATM   47  H21 UNL     1      -5.065   1.221  -1.261  1.00  0.00           H  
HETATM   48  H22 UNL     1      -4.516  -0.188  -2.136  1.00  0.00           H  
HETATM   49  H23 UNL     1      -2.700   1.021  -1.917  1.00  0.00           H  
HETATM   50  H24 UNL     1      -3.911   1.404   0.333  1.00  0.00           H  
HETATM   51  H25 UNL     1      -2.577   0.656   1.146  1.00  0.00           H  
HETATM   52  H26 UNL     1      -2.157   1.231  -0.649  1.00  0.00           H  
HETATM   53  H27 UNL     1      -3.856   3.050  -1.236  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.205   3.431   0.450  1.00  0.00           H  
HETATM   55  H29 UNL     1      -2.640   3.882  -0.226  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    7   12
CONECT    7    8   38
CONECT    8    9    9   26
CONECT    9   10   16
CONECT   10   11   12   12
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   39
CONECT   16   17   22   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42   43   44
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23   49
CONECT   23   24   25   26
CONECT   24   50   51   52
CONECT   25   53   54   55
END

HMDB0304545
     RDKit          3D
delta-9-tetrahydrocannabinolate
 55 57  0  0  0  0  0  0  0  0999 V2000
    6.5959    0.0237   -1.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    1.1173   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.7773    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.5815   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287    0.2498    0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8046    0.0253    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8997    1.0643    0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172    0.8880    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -0.3569   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -1.3295   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433   -2.5663   -0.8764 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4144   -1.1860    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967   -2.3314   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989   -2.4893   -1.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857   -3.2545    0.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -0.5935   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015   -1.6060    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -1.6413    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7666   -2.6852    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020   -0.6654   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4441    0.2836   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    0.5881   -0.9642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7359    1.8464    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267    1.4296    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3659    3.1494   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    1.9803    0.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450   -0.9486   -1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5768    0.1333   -2.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    0.1128   -2.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2353    2.0820   -1.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5151    1.1991   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.1015    0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4946    1.6346    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056    1.5968   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181   -0.1630   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367   -0.6965    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155    1.0669    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931    2.0181    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -3.1756    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116   -1.1280   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.3365    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5595   -2.2863    2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -3.5064    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0253   -3.1710    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7233   -0.0988    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8619   -1.2370   -0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0647    1.2211   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163   -0.1883   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005    1.0209   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    1.4035    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    0.6560    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    1.2305   -0.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    3.0502   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2054    3.4306    0.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.8819   -0.2263 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 14  2  0
 13 15  1  0
  9 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 12  6  1  0
 22 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
 15 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  6
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  CHG  1  11  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6AR)-2-carboxy-6,6,9-trimethyl-3-pentyl-6H,6ah,7H,8H,10ah-benzo[c]isochromen-1-olic acid	Generator
1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid	MetaCyc
THCA	MetaCyc
Δ9-tetrahydrocannabinolic acid	MetaCyc
1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylate	Generator
(6Ar)-2-carboxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-olic acid	Generator
Δ9-tetrahydrocannabinolate	Generator
Δ9-tetrahydrocannabinolic acid	Generator

Chemical Formula

C₂₂H₂₉O₄

Average Molecular Weight

357.471

Monoisotopic Molecular Weight

357.207132994

IUPAC Name

(6aR)-2-carboxy-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromen-1-olate

Traditional Name

(6aR)-2-carboxy-6,6,9-trimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromen-1-olate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(C)=CC1([H])C1=C(OC2(C)C)C=C(CCCCC)C(C(O)=O)=C1[O-]

InChI Identifier

InChI=1S/C22H30O4/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/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/p-1/t15?,16-/m1/s1

InChI Key

UCONUSSAWGCZMV-OEMAIJDKSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Phenoxide
Benzenoid
Vinylogous acid
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.47	ALOGPS
logP	6.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.54 m³·mol⁻¹	ChemAxon
Polarizability	41.08 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	188.423	32859911
AllCCS	[M+H-H2O]+	185.599	32859911
AllCCS	[M+Na]+	191.78	32859911
AllCCS	[M+NH4]+	191.031	32859911
AllCCS	[M-H]-	193.684	32859911
AllCCS	[M+Na-2H]-	194.357	32859911
AllCCS	[M+HCOO]-	195.249	32859911
DeepCCS	[M-2H]-	227.76	30932474
DeepCCS	[M+Na]+	202.987	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	22.3906 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2991.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	678.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	269.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	333.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1094.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1035.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	102.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1965.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	685.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1926.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	720.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	455.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	636.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.4 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-9-tetrahydrocannabinolate 10V, Negative-QTOF	splash10-08fr-0009000000-c6898608247c002a560f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-9-tetrahydrocannabinolate 20V, Negative-QTOF	splash10-03di-0009000000-781d19b00d63f07a2101	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta-9-tetrahydrocannabinolate 40V, Negative-QTOF	splash10-0f72-1983000000-69d22587cf91451f75d1	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031309

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

25245187

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for delta-9-tetrahydrocannabinolate (HMDB0304545)

MOL for HMDB0304545 (delta-9-tetrahydrocannabinolate)

3D MOL for HMDB0304545 (delta-9-tetrahydrocannabinolate)

3D SDF for HMDB0304545 (delta-9-tetrahydrocannabinolate)

3D-SDF for HMDB0304545 (delta-9-tetrahydrocannabinolate)

PDB for HMDB0304545 (delta-9-tetrahydrocannabinolate)

3D PDB for HMDB0304545 (delta-9-tetrahydrocannabinolate)

SMILES for HMDB0304545 (delta-9-tetrahydrocannabinolate)

INCHI for HMDB0304545 (delta-9-tetrahydrocannabinolate)

Structure for HMDB0304545 (delta-9-tetrahydrocannabinolate)

3D Structure for HMDB0304545 (delta-9-tetrahydrocannabinolate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra