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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:12:49 UTC

Update Date

2022-03-07 02:56:40 UTC

HMDB ID

HMDB0040651

Secondary Accession Numbers

HMDB40651

Metabolite Identification

Common Name

Gibberellin A91

Description

Gibberellin A91 (GA91) belongs to the class of organic compounds known as C19-gibberellin 6-carboxylic acids. These are C19-gibberellins with a carboxyl group at the 6-position. Gibberellin A91 is found in cereals and cereal products. Gibberellin A91 is a constituent of Triticum aestivum (wheat).

Structure

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


  Mrv1652307272022382D          

 28 32  0  0  1  0            999 V2000
    0.1402   -0.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0861    0.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1399    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.7794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8608    1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4440    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203    0.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7879    0.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -1.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.5212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6433   -0.3038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6433    1.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.9319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3619   -0.7261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031   -0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.5212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0732   -0.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659   -1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    0.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433   -1.1253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -0.0036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876    0.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    1.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354    1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 18 19  1  6  0  0  0
 20 21  1  0  0  0  0
 15 24  1  1  0  0  0
 14  5  1  0  0  0  0
 15  1  1  0  0  0  0
  5 25  1  1  0  0  0
 17 27  1  1  0  0  0
 20 26  1  1  0  0  0
  6 28  1  0  0  0  0
M  END

HMDB0040651
     RDKit          3D
Gibberellin A91
 50 54  0  0  0  0  0  0  0  0999 V2000
    3.8561   -1.1520   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402   -0.3791   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    0.1606   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.4859   -0.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0750    1.1471    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2009    0.1188    0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4406    0.6614    0.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -1.0106    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -1.0935    1.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5492   -0.7611    0.5030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8725   -0.5048    0.7749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1034    0.4817    1.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.0115    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.6122    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    0.7597   -0.0073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1243    2.0012   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4029   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -1.7327   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5396   -2.2986   -1.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6821    0.9633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0923   -2.8928    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912    0.3038   -0.4673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2067    1.3392   -0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1046    2.1606   -1.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361    2.0663   -2.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    3.1312   -1.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6465   -1.4497   -2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.4986   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009    1.0982   -1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -0.5746   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    1.2202    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024    2.1118    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8465    0.8609   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.9509    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -0.8442    2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -2.1621    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.5028    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6448   -1.5968   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897    2.3596   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205    2.8313   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.7649   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303   -0.2930   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108   -0.3083    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4377    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7440   -2.8970   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -1.5880    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771   -3.2557    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.3262   -1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013    1.9920    0.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    3.9158   -1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 22 11  1  0
 23  4  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  6
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  6
 23 49  1  1
 26 50  1  0
M  END


  Mrv1652307272022382D          

 28 32  0  0  1  0            999 V2000
    0.1402   -0.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0861    0.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1399    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.7794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8608    1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4440    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203    0.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7879    0.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -1.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.5212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6433   -0.3038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6433    1.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.9319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3619   -0.7261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031   -0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.5212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0732   -0.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659   -1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    0.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433   -1.1253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -0.0036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876    0.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    1.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354    1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 18 19  1  6  0  0  0
 20 21  1  0  0  0  0
 15 24  1  1  0  0  0
 14  5  1  0  0  0  0
 15  1  1  0  0  0  0
  5 25  1  1  0  0  0
 17 27  1  1  0  0  0
 20 26  1  1  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040651

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)C[C@@H](O)[C@@H](O)[C@@]21OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O7/c1-8-5-17-7-18(8,25)4-3-10(17)19-12(11(17)14(22)23)16(2,15(24)26-19)6-9(20)13(19)21/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10-,11-,12-,13-,16-,17+,18+,19-/m1/s1

> <INCHI_KEY>
VDQMXBWLDLPSSR-VAIUBWJFSA-N

> <FORMULA>
C19H24O7

> <MOLECULAR_WEIGHT>
364.394

> <EXACT_MASS>
364.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.370831939683605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,8S,9S,10R,11R,13R,14R)-5,13,14-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

> <ALOGPS_LOGP>
-0.41

> <JCHEM_LOGP>
-0.517976126666666

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.986743288764526

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.110560782065914

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049290624413885

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
86.81439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8S,9S,10R,11R,13R,14R)-5,13,14-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040651
     RDKit          3D
Gibberellin A91
 50 54  0  0  0  0  0  0  0  0999 V2000
    3.8561   -1.1520   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402   -0.3791   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    0.1606   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.4859   -0.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0750    1.1471    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2009    0.1188    0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4406    0.6614    0.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -1.0106    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -1.0935    1.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5492   -0.7611    0.5030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8725   -0.5048    0.7749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1034    0.4817    1.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.0115    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.6122    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    0.7597   -0.0073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1243    2.0012   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4029   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -1.7327   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5396   -2.2986   -1.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6821    0.9633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0923   -2.8928    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912    0.3038   -0.4673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2067    1.3392   -0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1046    2.1606   -1.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361    2.0663   -2.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    3.1312   -1.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6465   -1.4497   -2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.4986   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009    1.0982   -1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -0.5746   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    1.2202    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024    2.1118    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8465    0.8609   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.9509    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -0.8442    2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -2.1621    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.5028    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6448   -1.5968   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897    2.3596   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205    2.8313   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.7649   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303   -0.2930   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108   -0.3083    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4377    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7440   -2.8970   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -1.5880    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771   -3.2557    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.3262   -1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013    1.9920    0.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    3.9158   -1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 22 11  1  0
 23  4  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  6
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  6
 23 49  1  1
 26 50  1  0
M  END

HEADER    PROTEIN                                 27-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-JUL-20         0                                  
HETATM    1  C   UNK     0       0.262  -1.044   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.027   1.750   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.703   2.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.128   3.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.271   1.455   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.473   2.767   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.695   0.103   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.725   1.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.158   0.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.204   0.816   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.739  -2.508   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.246  -2.827   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.290  -3.653   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.201   0.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.201  -0.567   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.201   2.506   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.542   1.740   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.542  -1.355   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.366  -0.134   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.870   0.973   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.870  -0.567   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.550  -2.881   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.237   0.043   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      -1.201  -2.101   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.214  -0.007   0.000  0.00  0.00           H+0
HETATM   26  O   UNK     0      -5.204   1.743   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.546   3.279   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.733   3.653   0.000  0.00  0.00           O+0
CONECT    1    9   11   15                                                  
CONECT    2    9    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9   14   25                                             
CONECT    6    4    8    2   28                                             
CONECT    7    8    9                                                       
CONECT    8    6    7   10                                                  
CONECT    9    5    7    2    1                                             
CONECT   10    8                                                            
CONECT   11    1   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15   16   17    5                                             
CONECT   15   14   18   24    1                                             
CONECT   16   14   19                                                       
CONECT   17   14   20   27                                                  
CONECT   18   15   21   22   19                                             
CONECT   19   16   23   18                                                  
CONECT   20   17   21   26                                                  
CONECT   21   18   20                                                       
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   15                                                            
CONECT   25    5                                                            
CONECT   26   20                                                            
CONECT   27   17                                                            
CONECT   28    6                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0040651
HETATM    1  C1  UNL     1       3.856  -1.152  -1.610  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.040  -0.379  -0.932  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.749   0.161  -1.490  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.008   0.486  -0.205  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.075   1.147   0.601  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.201   0.119   0.486  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.441   0.661   0.709  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.844  -1.011   1.416  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.375  -1.093   1.717  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.549  -0.761   0.503  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.873  -0.505   0.775  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.103   0.482   1.772  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.349   1.012   1.454  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.163   1.612   2.202  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.628   0.760  -0.007  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.124   2.001  -0.683  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.589  -0.403  -0.165  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.909  -1.733  -0.032  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.540  -2.299  -1.234  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.747  -1.682   0.963  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.092  -2.893   0.970  1.00  0.00           O  
HETATM   22  C17 UNL     1      -1.291   0.304  -0.467  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.207   1.339  -0.451  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.105   2.161  -1.659  1.00  0.00           C  
HETATM   25  O6  UNL     1      -0.836   2.066  -2.650  1.00  0.00           O  
HETATM   26  O7  UNL     1       0.904   3.131  -1.693  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.647  -1.450  -2.620  1.00  0.00           H  
HETATM   28  H2  UNL     1       4.762  -1.499  -1.142  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.001   1.098  -1.980  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.229  -0.575  -2.104  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.847   1.220   1.683  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.402   2.112   0.178  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.847   0.861  -0.193  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.251  -1.951   0.992  1.00  0.00           H  
HETATM   35  H9  UNL     1       3.401  -0.844   2.373  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.159  -2.162   1.975  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.085  -0.503   2.609  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.645  -1.597  -0.201  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.090   2.360  -0.218  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.421   2.831  -0.555  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.396   1.765  -1.725  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.030  -0.293  -1.197  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.411  -0.308   0.574  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.663  -2.438   0.428  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.744  -2.897  -1.087  1.00  0.00           H  
HETATM   46  H20 UNL     1      -2.248  -1.588   1.972  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.977  -3.256   1.905  1.00  0.00           H  
HETATM   48  H22 UNL     1      -1.293  -0.326  -1.366  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.401   1.992   0.443  1.00  0.00           H  
HETATM   50  H24 UNL     1       0.912   3.916  -1.034  1.00  0.00           H  
CONECT    1    2    2   27   28
CONECT    2    3    6
CONECT    3    4   29   30
CONECT    4    5   10   23
CONECT    5    6   31   32
CONECT    6    7    8
CONECT    7   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38
CONECT   11   12   20   22
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   17   22
CONECT   16   39   40   41
CONECT   17   18   42   43
CONECT   18   19   20   44
CONECT   19   45
CONECT   20   21   46
CONECT   21   47
CONECT   22   23   48
CONECT   23   24   49
CONECT   24   25   25   26
CONECT   26   50
END

HMDB0040651
     RDKit          3D
Gibberellin A91
 50 54  0  0  0  0  0  0  0  0999 V2000
    3.8561   -1.1520   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402   -0.3791   -0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486    0.1606   -1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.4859   -0.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0750    1.1471    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2009    0.1188    0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4406    0.6614    0.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -1.0106    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -1.0935    1.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5492   -0.7611    0.5030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8725   -0.5048    0.7749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1034    0.4817    1.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.0115    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    1.6122    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    0.7597   -0.0073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1243    2.0012   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -0.4029   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -1.7327   -0.0318 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5396   -2.2986   -1.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7469   -1.6821    0.9633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0923   -2.8928    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912    0.3038   -0.4673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2067    1.3392   -0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1046    2.1606   -1.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361    2.0663   -2.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    3.1312   -1.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6465   -1.4497   -2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.4986   -1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009    1.0982   -1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -0.5746   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    1.2202    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4024    2.1118    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8465    0.8609   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.9509    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -0.8442    2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -2.1621    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -0.5028    2.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6448   -1.5968   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897    2.3596   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4205    2.8313   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.7649   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303   -0.2930   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108   -0.3083    0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628   -2.4377    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7440   -2.8970   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482   -1.5880    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771   -3.2557    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.3262   -1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013    1.9920    0.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    3.9158   -1.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 22 11  1  0
 23  4  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  6
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  6
 23 49  1  1
 26 50  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
GA91	HMDB
Gibberellin A91	HMDB

Chemical Formula

C₁₉H₂₄O₇

Average Molecular Weight

364.394

Monoisotopic Molecular Weight

364.152203113

IUPAC Name

(1R,2R,5S,8S,9S,10R,11R,13R,14R)-5,13,14-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

Traditional Name

(1R,2R,5S,8S,9S,10R,11R,13R,14R)-5,13,14-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

CAS Registry Number

160965-01-5

SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)C[C@@H](O)[C@@H](O)[C@@]21OC3=O

InChI Identifier

InChI=1S/C19H24O7/c1-8-5-17-7-18(8,25)4-3-10(17)19-12(11(17)14(22)23)16(2,15(24)26-19)6-9(20)13(19)21/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10-,11-,12-,13-,16-,17+,18+,19-/m1/s1

InChI Key

VDQMXBWLDLPSSR-VAIUBWJFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-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

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
2-hydroxy,20-norgibberellane
Diterpene lactone
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040651)

Source

Endogenous

Endogenous (HMDB: HMDB0040651)

Plant

Poaceae (HMDB: HMDB0040651)
Fabaceae (HMDB: HMDB0040651)

Animal

Animal (HMDB: HMDB0040651)

Exogenous

Food

Food (HMDB: HMDB0040651)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Wheat (FooDB: FOOD00561)
Common wheat (FooDB: FOOD00187)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Exogenous (HMDB: HMDB0040651)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040651)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040651)

Lipid metabolism pathway (HMDB: HMDB0040651)

Cellular process

Cell signaling (HMDB: HMDB0040651)

Biochemical process

Lipid transport (HMDB: HMDB0040651)

Role

Biological role

Energy source (HMDB: HMDB0040651)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040651)

Physical Properties

State

Solid

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
Water Solubility	12.8 g/L	ALOGPS
logP	-0.41	ALOGPS
logP	-0.52	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.81 m³·mol⁻¹	ChemAxon
Polarizability	36.37 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	212.386	30932474
DeepCCS	[M+Na]+	186.576	30932474
AllCCS	[M+H]+	183.2	32859911
AllCCS	[M+H-H2O]+	180.6	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.3	32859911
AllCCS	[M-H]-	186.7	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	186.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.9 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3242 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1642.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	190.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	116.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	338.2 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	440.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	699.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	277.3 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	1100.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	238.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	399.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.9 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	250.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A91	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)C[C@@H](O)[C@@H](O)[C@@]21OC3=O	4303.7	Standard polar	33892256
Gibberellin A91	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)C[C@@H](O)[C@@H](O)[C@@]21OC3=O	2785.3	Standard non polar	33892256
Gibberellin A91	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)C[C@@H](O)[C@@H](O)[C@@]21OC3=O	3175.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A91,1TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O	2826.6	Semi standard non polar	33892256
Gibberellin A91,1TMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2764.5	Semi standard non polar	33892256
Gibberellin A91,1TMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O	2766.5	Semi standard non polar	33892256
Gibberellin A91,1TMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O	2795.4	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O	2803.1	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O	2826.2	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #3	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2793.2	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2756.0	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #5	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2783.7	Semi standard non polar	33892256
Gibberellin A91,2TMS,isomer #6	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O	2782.0	Semi standard non polar	33892256
Gibberellin A91,3TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O	2817.5	Semi standard non polar	33892256
Gibberellin A91,3TMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2795.8	Semi standard non polar	33892256
Gibberellin A91,3TMS,isomer #3	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2809.8	Semi standard non polar	33892256
Gibberellin A91,3TMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2794.6	Semi standard non polar	33892256
Gibberellin A91,4TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2824.9	Semi standard non polar	33892256
Gibberellin A91,1TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O	3044.2	Semi standard non polar	33892256
Gibberellin A91,1TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	2995.9	Semi standard non polar	33892256
Gibberellin A91,1TBDMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O	2988.2	Semi standard non polar	33892256
Gibberellin A91,1TBDMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O	3007.4	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O	3244.2	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O	3252.3	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #3	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3241.4	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3206.3	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #5	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3222.2	Semi standard non polar	33892256
Gibberellin A91,2TBDMS,isomer #6	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O	3208.1	Semi standard non polar	33892256
Gibberellin A91,3TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O	3454.7	Semi standard non polar	33892256
Gibberellin A91,3TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3458.7	Semi standard non polar	33892256
Gibberellin A91,3TBDMS,isomer #3	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3467.1	Semi standard non polar	33892256
Gibberellin A91,3TBDMS,isomer #4	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3431.0	Semi standard non polar	33892256
Gibberellin A91,4TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12OC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3659.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A91 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 10V, Negative-QTOF	splash10-03di-0009000000-cbbc9df830dd6d6ce0ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 20V, Negative-QTOF	splash10-03di-0009000000-4cd6ef2b14d8b47b4d97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 40V, Negative-QTOF	splash10-0ik9-1009000000-ad00732289cb064c46e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 10V, Positive-QTOF	splash10-014i-0009000000-a4d1f65d0f9e29074439	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 20V, Positive-QTOF	splash10-014i-0019000000-aed6a8b4015431bb6e8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A91 40V, Positive-QTOF	splash10-00n3-0179000000-840037649ad7a8248465	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

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

FDB020446

KNApSAcK ID

C00000216

Chemspider ID

103884037

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101675590

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Gibberellin A91 (HMDB0040651)

MOL for HMDB0040651 (Gibberellin A91)

3D MOL for HMDB0040651 (Gibberellin A91)

3D SDF for HMDB0040651 (Gibberellin A91)

3D-SDF for HMDB0040651 (Gibberellin A91)

PDB for HMDB0040651 (Gibberellin A91)

3D PDB for HMDB0040651 (Gibberellin A91)

SMILES for HMDB0040651 (Gibberellin A91)

INCHI for HMDB0040651 (Gibberellin A91)

Structure for HMDB0040651 (Gibberellin A91)

3D Structure for HMDB0040651 (Gibberellin A91)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra