NP-MRD: Showing NP-Card for Phaseic acid (NP0007879)

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Record Information

Version

2.0

Created at

2020-12-09 05:26:58 UTC

Updated at

2021-07-15 16:58:48 UTC

NP-MRD ID

NP0007879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phaseic acid

Provided By

NPAtlas

Description

Phaseic acid is also known as phaseate. Phaseic acid is found in Dicksonia antarctica, Illicium dunnianum, Nigrospora, Nigrospora sp. PSU-F5, Vigna unguiculata and Xanthium sibiricum. Phaseic acid was first documented in 2021 (PMID: 34201662). Based on a literature review very few articles have been published on Phaseic acid (PMID: 33803638) (PMID: 33658745) (PMID: 33627081).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106043D          

 40 41  0  0  0  0            999 V2000
    2.6906   -1.6587   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -0.6155   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.2532    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    0.7272    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5852    0.9858    1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505    1.4387    1.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398   -0.0232    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -0.4268   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    0.1669    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5547    0.6225    1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -0.7173    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9394   -1.7924    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3476    0.7169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5945    1.5184    0.1423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334    1.3357   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4458    2.5325   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.9449   -1.8461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4818   -0.1909   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.2351   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -1.2989   -0.9286 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2772   -1.2510   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -2.4880   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -2.1579   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -0.7475   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    2.4094    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.7339    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -1.1885   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0214    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.6019    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -2.0363    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -2.7301    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.5062    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.0374    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    2.3527   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    3.4406   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    2.6594    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.6448   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    1.8739   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2727   -1.8072   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605   -2.0367   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15  9  1  0  0  0  0
 20 11  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6906   -1.6587   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -0.6155   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.2532    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    0.7272    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5852    0.9858    1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505    1.4387    1.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398   -0.0232    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -0.4268   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    0.1669    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5547    0.6225    1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -0.7173    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9394   -1.7924    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3476    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    1.5184    0.1423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334    1.3357   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4458    2.5325   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.9449   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818   -0.1909   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.2351   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -1.2989   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -1.2510   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -2.4880   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -2.1579   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -0.7475   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    2.4094    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.7339    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -1.1885   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0214    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.6019    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -2.0363    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -2.7301    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.5062    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.0374    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    2.3527   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    3.4406   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    2.6594    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.6448   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    1.8739   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2727   -1.8072   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605   -2.0367   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 15  9  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
M  END


  Mrv1652306242106043D          

 40 41  0  0  0  0            999 V2000
    2.6906   -1.6587   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -0.6155   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.2532    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    0.7272    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5852    0.9858    1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505    1.4387    1.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398   -0.0232    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -0.4268   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    0.1669    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5547    0.6225    1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -0.7173    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9394   -1.7924    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3476    0.7169 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5945    1.5184    0.1423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334    1.3357   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4458    2.5325   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.9449   -1.8461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4818   -0.1909   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.2351   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -1.2989   -0.9286 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2772   -1.2510   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -2.4880   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -2.1579   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -0.7475   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    2.4094    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.7339    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -1.1885   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0214    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.6019    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -2.0363    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -2.7301    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.5062    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.0374    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    2.3527   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    3.4406   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    2.6594    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.6448   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    1.8739   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2727   -1.8072   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605   -2.0367   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15  9  1  0  0  0  0
 20 11  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(/C(/[H])=C(\[H])[C@@]1(O[H])[C@@]2(OC([H])([H])[C@@]1(C([H])([H])[H])C([H])([H])C(=O)C2([H])[H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t13-,14-,15+/m1/s1

> <INCHI_KEY>
IZGYIFFQBZWOLJ-XMZIYANTSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.32

> <EXACT_MASS>
280.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.348724603442992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4E)-5-[(5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
0.9386962089999997

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.87081660449261

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.525682411124252

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7304082710824202

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
73.86540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4E)-5-[(5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6906   -1.6587   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -0.6155   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.2532    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    0.7272    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5852    0.9858    1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505    1.4387    1.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398   -0.0232    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -0.4268   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    0.1669    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5547    0.6225    1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -0.7173    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9394   -1.7924    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3476    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    1.5184    0.1423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334    1.3357   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4458    2.5325   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.9449   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818   -0.1909   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.2351   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -1.2989   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -1.2510   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -2.4880   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -2.1579   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -0.7475   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    2.4094    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.7339    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -1.1885   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0214    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.6019    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -2.0363    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -2.7301    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.5062    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.0374    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    2.3527   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    3.4406   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    2.6594    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.6448   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    1.8739   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2727   -1.8072   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605   -2.0367   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 15  9  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
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 10 28  1  0
 12 29  1  0
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 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       2.691  -1.659  -1.400  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.821  -0.616  -0.353  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.019  -0.253   0.018  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.369   0.727   1.004  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.585   0.986   1.270  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.450   1.439   1.712  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.640  -0.023   0.234  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.415  -0.427  -0.178  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.758   0.167   0.410  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.555   0.623   1.710  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.982  -0.717   0.432  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.939  -1.792   1.450  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.022   0.348   0.717  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.595   1.518   0.142  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.333   1.336  -0.375  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.446   2.533  -0.295  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.524   0.945  -1.846  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.482  -0.191  -1.925  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.391  -0.235  -2.755  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.287  -1.299  -0.929  0.00  0.00           C+0
HETATM   21  H   UNK     0       2.277  -1.251  -2.347  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.014  -2.488  -1.049  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.668  -2.158  -1.594  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.899  -0.748  -0.472  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.280   2.409   1.469  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.617   0.734   0.994  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.397  -1.188  -0.942  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.021  -0.021   2.249  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.309  -1.602   2.318  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.001  -2.036   1.735  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.573  -2.730   0.945  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.987   0.506   1.835  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.042   0.037   0.416  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.410   2.353  -1.007  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.955   3.441  -0.622  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.004   2.659   0.707  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.577   0.645  -2.307  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.944   1.874  -2.328  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.273  -1.807  -0.843  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.561  -2.037  -1.264  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4   25                                                       
CONECT    7    2    8   26                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   11   15                                             
CONECT   10    9   28                                                       
CONECT   11    9   12   13   20                                             
CONECT   12   11   29   30   31                                             
CONECT   13   11   14   32   33                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   17    9                                             
CONECT   16   15   34   35   36                                             
CONECT   17   15   18   37   38                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   39   40                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28   10                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   16                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    2.6906   -1.6587   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -0.6155   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.2532    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3685    0.7272    1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5852    0.9858    1.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505    1.4387    1.7117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398   -0.0232    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4148   -0.4268   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7584    0.1669    0.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5547    0.6225    1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -0.7173    0.4323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9394   -1.7924    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3476    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945    1.5184    0.1423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334    1.3357   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4458    2.5325   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.9449   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4818   -0.1909   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -0.2351   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870   -1.2989   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -1.2510   -2.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136   -2.4880   -1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6681   -2.1579   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -0.7475   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2803    2.4094    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.7339    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972   -1.1885   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0214    2.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088   -1.6019    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -2.0363    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -2.7301    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.5062    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.0374    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    2.3527   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9551    3.4406   -0.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    2.6594    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770    0.6448   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    1.8739   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2727   -1.8072   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605   -2.0367   -1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 15  9  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Phaseate	Generator
(2Z,4E)-5-[(5R,8S)-8-Hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate	Generator

Chemical Formula

C₁₅H₂₀O₅

Average Mass

280.3200 Da

Monoisotopic Mass

280.13107 Da

IUPAC Name

(2Z,4E)-5-[(5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid

Traditional Name

(2Z,4E)-5-[(5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid

CAS Registry Number

Not Available

SMILES

C\C(\C=C\[C@]1(O)C2(C)CO[C@]1(C)CC(=O)C2)=C\C(O)=O

InChI Identifier

InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t13?,14-,15+/m1/s1

InChI Key

IZGYIFFQBZWOLJ-XMZIYANTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dicksonia antarctica	LOTUS Database	35616633
Illicium dunnianum	LOTUS Database	35616633
Nigrospora	NPAtlas	18646829
Nigrospora sp. PSU-F5	-	KNApSAcK
Phaseolus coccineus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phaseolus multiflorus	KNApSAcK Database	22123792
Vigna unguiculata	LOTUS Database	35616633
Xanthium sibiricum	LOTUS Database	35616633
Xylocarpus granatum	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1	ALOGPS
logP	0.94	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.53	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.87 m³·mol⁻¹	ChemAxon
Polarizability	28.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017070

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003170

Chemspider ID

78438311

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phaseic acid

METLIN ID

Not Available

PubChem Compound

139587846

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bulley SM, Cooney JM, Laing W: Elevating Ascorbate in Arabidopsis Stimulates the Production of Abscisic Acid, Phaseic Acid, and to a Lesser Extent Auxin (IAA) and Jasmonates, Resulting in Increased Expression of DHAR1 and Multiple Transcription Factors Associated with Abiotic Stress Tolerance. Int J Mol Sci. 2021 Jun 23;22(13). pii: ijms22136743. doi: 10.3390/ijms22136743. [PubMed:34201662 ]
Paponov M, Arakelyan A, Dobrev PI, Verheul MJ, Paponov IA: Nitrogen Deficiency and Synergism between Continuous Light and Root Ammonium Supply Modulate Distinct but Overlapping Patterns of Phytohormone Composition in Xylem Sap of Tomato Plants. Plants (Basel). 2021 Mar 18;10(3). pii: plants10030573. doi: 10.3390/plants10030573. [PubMed:33803638 ]
Tosetti R, Waters A, Chope GA, Cools K, Alamar MC, McWilliam S, Thompson AJ, Terry LA: New insights into the effects of ethylene on ABA catabolism, sweetening and dormancy in stored potato tubers. Postharvest Biol Technol. 2021 Mar;173:111420. doi: 10.1016/j.postharvbio.2020.111420. [PubMed:33658745 ]
Boldizsar A, Soltesz A, Tanino K, Kalapos B, Marozsan-Toth Z, Monostori I, Dobrev P, Vankova R, Galiba G: Elucidation of molecular and hormonal background of early growth cessation and endodormancy induction in two contrasting Populus hybrid cultivars. BMC Plant Biol. 2021 Feb 24;21(1):111. doi: 10.1186/s12870-021-02828-7. [PubMed:33627081 ]

Showing NP-Card for Phaseic acid (NP0007879)

MOL for NP0007879 (Phaseic acid)

3D MOL for NP0007879 (Phaseic acid)

3D SDF for NP0007879 (Phaseic acid)

3D-SDF for NP0007879 (Phaseic acid)

PDB for NP0007879 (Phaseic acid)

3D PDB for NP0007879 (Phaseic acid)

SMILES for NP0007879 (Phaseic acid)

INCHI for NP0007879 (Phaseic acid)

Structure for NP0007879 (Phaseic acid)

3D Structure for NP0007879 (Phaseic acid)