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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:34:06 UTC

Update Date

2021-09-24 06:34:07 UTC

HMDB ID

HMDB0304029

Secondary Accession Numbers

None

Metabolite Identification

Common Name

16alpha, 17-epoxy gibberellin A12

Description

16alpha, 17-epoxy gibberellin a12 is also known as 16α, 17-epoxy ga12. 16alpha, 17-epoxy gibberellin a12 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 16alpha, 17-epoxy gibberellin a12 can be found in a number of food items such as brassicas, cereals and cereal products, rosemary, and custard apple, which makes 16alpha, 17-epoxy gibberellin a12 a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533007131514082D          

 29 33  0  0  1  0            999 V2000
    3.2448    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5293    3.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7605    1.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    0.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0431    1.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7665    2.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    1.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2128    2.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2360    1.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897    1.3649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5397    1.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5493    2.9470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3376    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283    3.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5899    3.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316    1.8541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0550    3.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0019    2.2982    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5509    2.1583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5295    3.9479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9062    4.3306    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3133    4.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4013    3.5654    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.0573    2.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    0.9553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247    1.4639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    3.5137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    2.2615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 14 13  1  0  0  0  0
 13 15  1  1  0  0  0
 17  1  1  6  0  0  0
 17  6  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  1  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  6  0  0  0
 19  8  1  6  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 20 25  1  6  0  0  0
 11 26  1  6  0  0  0
 27 12  1  0  0  0  0
 13 28  1  6  0  0  0
 29 14  1  0  0  0  0
M  CHG  2  22  -1  24  -1
M  END

HMDB0304029
     RDKit          3D
16alpha, 17-epoxy gibberellin A12
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.4707   -1.5397    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.9015   -0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7602   -1.4403   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -1.0204   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    0.3803   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.0576    0.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5808    2.5566   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    0.9671    1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    0.4373    1.6927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    1.4172    2.5354 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1164    0.5990   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    1.2216    0.3699 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4563    2.4500   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406    3.3055    0.1542 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    2.7467   -1.6351 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1421    0.2188    0.2373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8271   -0.0987    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785   -0.8148    1.0455 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6858   -2.0126    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -2.2235    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -1.0442   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.2432    0.0639 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8637    0.5686   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    1.3499    0.8525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.6104   -0.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -2.5993    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.0601    1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -1.7105    0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7148   -2.5482   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -1.1631   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438   -1.1881   -2.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973   -1.7371   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    0.4318   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423    0.9899   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    3.1777    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    2.8181    0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    2.7168   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852    0.8415   -1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464    1.5036    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696   -0.7327    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1103    0.8712    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7953   -1.0333    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838   -1.9153   -0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -2.8950    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -2.4793    1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868   -3.1154   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -1.0593   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740    1.1955   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    0.0105    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2851   -0.0060   -1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3423    1.6518   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  1
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 11  2  1  0
 21 16  1  0
 22 24  1  1
 21  2  1  0
 16 25  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  0
 12 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 25 51  1  0
M  CHG  2  10  -1  15  -1
M  END


  Mrv1533007131514082D          

 29 33  0  0  1  0            999 V2000
    3.2448    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5293    3.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7605    1.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012    0.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0431    1.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7665    2.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    1.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2128    2.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2360    1.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897    1.3649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5397    1.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5493    2.9470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3376    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283    3.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5899    3.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316    1.8541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0550    3.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0019    2.2982    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5509    2.1583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5295    3.9479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9062    4.3306    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3133    4.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4013    3.5654    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.0573    2.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    0.9553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247    1.4639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    3.5137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    2.2615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 14 13  1  0  0  0  0
 13 15  1  1  0  0  0
 17  1  1  6  0  0  0
 17  6  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  1  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  6  0  0  0
 19  8  1  6  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 20 25  1  6  0  0  0
 11 26  1  6  0  0  0
 27 12  1  0  0  0  0
 13 28  1  6  0  0  0
 29 14  1  0  0  0  0
M  CHG  2  22  -1  24  -1
M  END
> <DATABASE_ID>
HMDB0304029

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@]3(C[C@]11CO1)C([H])(CC2)[C@]1(C)CCC[C@@](C)(C([O-])=O)C1([H])[C@]3([H])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-17-6-3-7-18(2,16(23)24)14(17)13(15(21)22)19-8-11(4-5-12(17)19)20(9-19)10-25-20/h11-14H,3-10H2,1-2H3,(H,21,22)(H,23,24)/p-2/t11-,12?,13-,14?,17+,18-,19-,20+/m1/s1

> <INCHI_KEY>
HURSLIFUDKOZCY-OSBQAZNLSA-L

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.424

> <EXACT_MASS>
346.179121097

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.10009709988631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'R,2R,2'S,4'R,8'S,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane]-2',4'-dicarboxylate

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.7332388043333333

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.723470588269233

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.050219177336331

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204690179149989

> <JCHEM_POLAR_SURFACE_AREA>
92.78999999999999

> <JCHEM_REFRACTIVITY>
110.61489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,2'S,4'R,8'S,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane]-2',4'-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304029
     RDKit          3D
16alpha, 17-epoxy gibberellin A12
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.4707   -1.5397    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.9015   -0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7602   -1.4403   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -1.0204   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    0.3803   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.0576    0.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5808    2.5566   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    0.9671    1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    0.4373    1.6927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    1.4172    2.5354 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1164    0.5990   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    1.2216    0.3699 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4563    2.4500   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406    3.3055    0.1542 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    2.7467   -1.6351 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1421    0.2188    0.2373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8271   -0.0987    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785   -0.8148    1.0455 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6858   -2.0126    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -2.2235    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -1.0442   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.2432    0.0639 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8637    0.5686   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    1.3499    0.8525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.6104   -0.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -2.5993    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.0601    1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -1.7105    0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7148   -2.5482   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -1.1631   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438   -1.1881   -2.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973   -1.7371   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    0.4318   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423    0.9899   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    3.1777    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    2.8181    0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    2.7168   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852    0.8415   -1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464    1.5036    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696   -0.7327    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1103    0.8712    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7953   -1.0333    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838   -1.9153   -0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -2.8950    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -2.4793    1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868   -3.1154   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -1.0593   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740    1.1955   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    0.0105    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2851   -0.0060   -1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3423    1.6518   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  1
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 11  2  1  0
 21 16  1  0
 22 24  1  1
 21  2  1  0
 16 25  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  0
 12 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 25 51  1  0
M  CHG  2  10  -1  15  -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       6.057   1.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.588   6.948   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.886   3.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.616   1.253   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.200   1.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.547   2.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.897   4.982   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.773   3.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.264   5.096   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.441   3.566   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.661   2.548   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.741   2.971   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.759   5.501   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.230   5.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.346   6.985   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.568   6.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.219   3.461   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.569   5.761   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.737   4.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.028   4.029   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.855   7.369   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.425   8.084   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       8.052   8.385   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.082   6.655   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0      -0.107   5.069   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       0.324   1.783   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.219   2.733   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.878   6.559   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       7.558   4.221   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3    6    7                                                       
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    3   17                                                       
CONECT    7    3   18                                                       
CONECT    8   11   19                                                       
CONECT    9   19   20                                                       
CONECT   10   20   25                                                       
CONECT   11    4    8   20   26                                             
CONECT   12    5   17   19   27                                             
CONECT   13   14   15   19   28                                             
CONECT   14   13   17   18   29                                             
CONECT   15   13   21   22                                                  
CONECT   16   18   23   24                                                  
CONECT   17    1    6   12   14                                             
CONECT   18    2    7   14   16                                             
CONECT   19    8    9   12   13                                             
CONECT   20    9   10   11   25                                             
CONECT   21   15                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25   10   20                                                       
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0304029
HETATM    1  C1  UNL     1      -1.471  -1.540   1.019  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.940  -0.902  -0.229  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.760  -1.440  -1.382  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.185  -1.020  -1.239  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.454   0.380  -0.868  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.463   1.058   0.043  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.581   2.557  -0.302  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.892   0.967   1.440  1.00  0.00           C  
HETATM    9  O1  UNL     1      -4.006   0.437   1.693  1.00  0.00           O  
HETATM   10  O2  UNL     1      -2.182   1.417   2.535  1.00  0.00           O1-
HETATM   11  C9  UNL     1      -1.116   0.599  -0.305  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.060   1.222   0.370  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.456   2.450  -0.360  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.241   3.305   0.154  1.00  0.00           O  
HETATM   15  O4  UNL     1       0.010   2.747  -1.635  1.00  0.00           O1-
HETATM   16  C12 UNL     1       1.142   0.219   0.237  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.827  -0.099   1.549  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.078  -0.815   1.045  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.686  -2.013   0.213  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.173  -2.223   0.232  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.522  -1.044  -0.376  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.567   0.243   0.064  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.864   0.569  -0.185  1.00  0.00           C  
HETATM   24  O5  UNL     1       4.171   1.350   0.852  1.00  0.00           O  
HETATM   25  C20 UNL     1       2.294   0.610  -0.648  1.00  0.00           C  
HETATM   26  H1  UNL     1      -1.057  -2.599   0.982  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.192  -1.060   1.954  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.550  -1.710   0.977  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.715  -2.548  -1.322  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.340  -1.163  -2.369  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.644  -1.188  -2.265  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.797  -1.737  -0.612  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.456   0.432  -0.383  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.542   0.990  -1.790  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.883   3.178   0.251  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.610   2.818   0.110  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.676   2.717  -1.374  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.985   0.842  -1.407  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.146   1.504   1.420  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.270  -0.733   2.226  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.110   0.871   1.999  1.00  0.00           H  
HETATM   42  H17 UNL     1       3.795  -1.033   1.838  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.984  -1.915  -0.836  1.00  0.00           H  
HETATM   44  H19 UNL     1       3.187  -2.895   0.642  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.925  -2.479   1.256  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.987  -3.115  -0.397  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.781  -1.059  -1.473  1.00  0.00           H  
HETATM   48  H23 UNL     1       5.174   1.195  -1.048  1.00  0.00           H  
HETATM   49  H24 UNL     1       5.714   0.011   0.246  1.00  0.00           H  
HETATM   50  H25 UNL     1       2.285  -0.006  -1.599  1.00  0.00           H  
HETATM   51  H26 UNL     1       2.342   1.652  -0.943  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   11   21
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    8   11
CONECT    7   35   36   37
CONECT    8    9    9   10
CONECT   11   12   38
CONECT   12   13   16   39
CONECT   13   14   14   15
CONECT   16   17   21   25
CONECT   17   18   40   41
CONECT   18   19   22   42
CONECT   19   20   43   44
CONECT   20   21   45   46
CONECT   21   47
CONECT   22   23   24   25
CONECT   23   24   48   49
CONECT   25   50   51
END

HMDB0304029
     RDKit          3D
16alpha, 17-epoxy gibberellin A12
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.4707   -1.5397    1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -0.9015   -0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7602   -1.4403   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -1.0204   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    0.3803   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.0576    0.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5808    2.5566   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8924    0.9671    1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0060    0.4373    1.6927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1821    1.4172    2.5354 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1164    0.5990   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    1.2216    0.3699 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4563    2.4500   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406    3.3055    0.1542 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    2.7467   -1.6351 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1421    0.2188    0.2373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8271   -0.0987    1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785   -0.8148    1.0455 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6858   -2.0126    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -2.2235    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -1.0442   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.2432    0.0639 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8637    0.5686   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    1.3499    0.8525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    0.6104   -0.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -2.5993    0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.0601    1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -1.7105    0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7148   -2.5482   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -1.1631   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6438   -1.1881   -2.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973   -1.7371   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    0.4318   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423    0.9899   -1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832    3.1777    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    2.8181    0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    2.7168   -1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852    0.8415   -1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464    1.5036    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2696   -0.7327    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1103    0.8712    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7953   -1.0333    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838   -1.9153   -0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -2.8950    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252   -2.4793    1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868   -3.1154   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -1.0593   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740    1.1955   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141    0.0105    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2851   -0.0060   -1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3423    1.6518   -0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  1
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 11  2  1  0
 21 16  1  0
 22 24  1  1
 21  2  1  0
 16 25  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  0
 12 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 25 51  1  0
M  CHG  2  10  -1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
16α, 17-epoxy ga12	MetaCyc

Chemical Formula

C₂₀H₂₆O₅

Average Molecular Weight

346.424

Monoisotopic Molecular Weight

346.179121097

IUPAC Name

(1'R,2R,2'S,4'R,8'S,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane]-2',4'-dicarboxylate

Traditional Name

(1'R,2R,2'S,4'R,8'S,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane]-2',4'-dicarboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@]3(C[C@]11CO1)C([H])(CC2)[C@]1(C)CCC[C@@](C)(C([O-])=O)C1([H])[C@]3([H])C([O-])=O

InChI Identifier

InChI=1S/C20H28O5/c1-17-6-3-7-18(2,16(23)24)14(17)13(15(21)22)19-8-11(4-5-12(17)19)20(9-19)10-25-20/h11-14H,3-10H2,1-2H3,(H,21,22)(H,23,24)/p-2/t11-,12?,13-,14?,17+,18-,19-,20+/m1/s1

InChI Key

HURSLIFUDKOZCY-OSBQAZNLSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C20-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

Gibberellane-6-carboxylic acid
Dicarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic anion
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.78	ALOGPS
logP	2.73	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	92.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	110.61 m³·mol⁻¹	ChemAxon
Polarizability	36.1 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	180.175	32859911
AllCCS	[M+H-H2O]+	177.52	32859911
AllCCS	[M+Na]+	183.326	32859911
AllCCS	[M+NH4]+	182.624	32859911
AllCCS	[M-H]-	184.921	32859911
AllCCS	[M+Na-2H]-	184.585	32859911
AllCCS	[M+HCOO]-	184.357	32859911
DeepCCS	[M-2H]-	201.442	30932474
DeepCCS	[M+Na]+	177.65	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

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

FDB030273

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

46173115

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 16alpha, 17-epoxy gibberellin A12 (HMDB0304029)

MOL for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

3D MOL for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

3D SDF for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

3D-SDF for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

PDB for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

3D PDB for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

SMILES for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

INCHI for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

Structure for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

3D Structure for HMDB0304029 (16alpha, 17-epoxy gibberellin A12)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices