Marvin  08081214162D          

 28 30  0  0  1  0            999 V2000
    7.6949   -5.8131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4036   -6.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791   -6.2237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6983   -4.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4036   -7.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1193   -5.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791   -7.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2669   -5.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9827   -4.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6949   -7.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1193   -7.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8281   -6.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1193   -4.9887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2669   -4.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861   -3.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8281   -7.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5403   -7.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2560   -7.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9646   -7.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6804   -7.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3890   -7.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3650   -5.3920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -6.7675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5429   -5.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5436   -4.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2571   -6.2247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9791   -7.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -7.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  6 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
 11 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 10  1  0  0  0  0
  9 14  1  0  0  0  0
 12 16  1  0  0  0  0
  1 22  1  6  0  0  0
  3 23  1  1  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 12 24  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
M  END
> <ID>
CHEBI:67078

> <NAME>
Delta(9)-tetrahydrocannabinolic acid

> <DEFINITION>
A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Δ9-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.

> <STAR>
3

> <SYNONYM>
delta(9)-Tetrahydrocannabinolic acid; 9-Carboxy-thc; 9-Carboxy-delta(9)-thc

> <IUPAC_NAME>
(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid

> <FORMULA>
C22H30O4

> <MASS>
358.47120

> <MONOISOTOPIC_MASS>
358.21441

> <CHARGE>
0

> <SMILES>
[H][C@@]12CCC(C)=C[C@@]1([H])c1c(O)c(C(O)=O)c(CCCCC)cc1OC2(C)C

> <INCHI>
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)/t15-,16-/m1/s1

> <INCHIKEY>
UCONUSSAWGCZMV-HZPDHXFCSA-N

> <CAS_REGISTRY_NUMBER>
23978-85-0

> <REAXYS_REGISTRY_NUMBER>
1397267

> <CHEMIDPLUS>
23978-85-0

> <METACYC_ACCESSION>
CPD-7169

> <PUBMED_CITATION>
15190053; 16511162

$$$$