Hmdb loader

Showing metabocard for dihydroxyphaseic acid (HMDB0304338)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 09:01:29 UTC
Update Date2021-09-24 09:01:29 UTC
HMDB IDHMDB0304338
Secondary Accession NumbersNone
Metabolite Identification
Common Namedihydroxyphaseic acid
Description5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Based on a literature review very few articles have been published on 5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304338 (dihydroxyphaseic acid)


  Mrv1533005141521442D          

 20 21  0  0  0  0            999 V2000
    2.3135    3.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3991    2.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2349    1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393    1.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    1.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.8022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6156   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    0.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5815    2.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216    3.1884    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.2155    1.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6 13  1  0  0  0  0
  8 14  1  0  0  0  0
  6 15  1  0  0  0  0
  5 16  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  CHG  1  19  -1
M  END
Download

3D MOL for HMDB0304338 (dihydroxyphaseic acid)

HMDB0304338
     RDKit          3D
dihydroxyphaseic acid
 41 42  0  0  0  0  0  0  0  0999 V2000
    2.0488   -1.8969    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -0.7784    0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    0.4494   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    0.8871   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2956    0.4347    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3252   -0.3335    1.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -0.2020   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -1.1482   -1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926    1.0496   -1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914    1.9867   -0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516    1.6237    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632    2.7582    1.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3377    1.0462    1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -0.1083    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    0.3515    0.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3146   -0.8097   -0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -0.8476    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0467   -1.8887    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263   -1.7692    0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6710   -3.0808    1.2661 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6715   -2.8382    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -2.1753    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -1.8025    1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229    1.1782   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067    1.9383   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -1.1462    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828   -0.9980   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -2.1766   -1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -0.9041   -2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    1.3797   -2.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    0.7619   -2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    2.8929    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    3.7269    0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5100    2.4873    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025    0.7235    2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0343    1.8725    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.8443    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    0.9255    0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.8942   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616   -0.8953   -1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934    0.0641   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  2 17  2  3
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11  5  1  0
 16  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
M  CHG  1  20  -1
M  END
Download

3D SDF for HMDB0304338 (dihydroxyphaseic acid)


  Mrv1533005141521442D          

 20 21  0  0  0  0            999 V2000
    2.3135    3.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3991    2.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2349    1.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    1.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393    1.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    1.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.8022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6156   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    0.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5815    2.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216    3.1884    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.2155    1.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6 13  1  0  0  0  0
  8 14  1  0  0  0  0
  6 15  1  0  0  0  0
  5 16  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
HMDB0304338

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C=CC1(O)C2(C)COC1(C)CC(O)C2)=CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/p-1

> <INCHI_KEY>
XIVFQYWMMJWUCD-UHFFFAOYSA-M

> <FORMULA>
C15H21O5

> <MOLECULAR_WEIGHT>
281.329

> <EXACT_MASS>
281.139447356

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.456949631386895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
0.5024939413333337

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.891974587545853

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.566584044161994

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7397165799455063

> <JCHEM_POLAR_SURFACE_AREA>
89.82

> <JCHEM_REFRACTIVITY>
85.841

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304338 (dihydroxyphaseic acid)

HMDB0304338
     RDKit          3D
dihydroxyphaseic acid
 41 42  0  0  0  0  0  0  0  0999 V2000
    2.0488   -1.8969    0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -0.7784    0.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    0.4494   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    0.8871   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2956    0.4347    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3252   -0.3335    1.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517   -0.2020   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -1.1482   -1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926    1.0496   -1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914    1.9867   -0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516    1.6237    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632    2.7582    1.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3377    1.0462    1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -0.1083    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    0.3515    0.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3146   -0.8097   -0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -0.8476    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0467   -1.8887    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263   -1.7692    0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6710   -3.0808    1.2661 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6715   -2.8382    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -2.1753    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -1.8025    1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229    1.1782   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067    1.9383   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -1.1462    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828   -0.9980   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -2.1766   -1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -0.9041   -2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    1.3797   -2.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4377    0.7619   -2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    2.8929    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    3.7269    0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5100    2.4873    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9025    0.7235    2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0343    1.8725    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -0.8443    1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    0.9255    0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.8942   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616   -0.8953   -1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934    0.0641   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  2 17  2  3
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11  5  1  0
 16  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
M  CHG  1  20  -1
M  END
Download

PDB for HMDB0304338 (dihydroxyphaseic acid)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       4.318   6.405   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.057   4.887   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.612   4.355   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.305   2.577   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.134   1.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.567  -0.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.068   0.135   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.736   1.523   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.068   2.910   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.567   3.253   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.704   4.659   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.363   2.293   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.363   0.753   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.482   1.497   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.149  -1.826   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.675   1.037   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.240   3.902   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.685   4.434   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.947   5.952   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0       7.869   3.449   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10   16                                             
CONECT    6    5    7   13   15                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    6                                                       
CONECT   14    8                                                            
CONECT   15    6                                                            
CONECT   16    5                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END
Download

3D PDB for HMDB0304338 (dihydroxyphaseic acid)

COMPND    HMDB0304338
HETATM    1  C1  UNL     1       2.049  -1.897   0.919  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.833  -0.778   0.392  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.234   0.449  -0.081  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.045   0.887  -0.169  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.296   0.435   0.138  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.325  -0.333   1.292  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.052  -0.202  -0.954  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.319  -1.148  -1.849  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.493   1.050  -1.752  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.791   1.987  -0.806  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.252   1.624   0.391  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.563   2.758   1.065  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.338   1.046   1.266  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.024  -0.108   0.633  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.307   0.351   0.233  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.315  -0.810  -0.455  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.160  -0.848   0.330  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.047  -1.889   0.714  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.326  -1.769   0.561  1.00  0.00           O  
HETATM   20  O5  UNL     1       4.671  -3.081   1.266  1.00  0.00           O1-
HETATM   21  H1  UNL     1       2.671  -2.838   0.820  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.157  -2.175   0.301  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.830  -1.803   1.996  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.023   1.178  -0.458  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.007   1.938  -0.623  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.841  -1.146   1.109  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.783  -0.998  -1.848  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.633  -2.177  -1.666  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.641  -0.904  -2.904  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.695   1.380  -2.426  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.438   0.762  -2.291  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.011   2.893   2.087  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.641   3.727   0.561  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.510   2.487   1.276  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.903   0.724   2.251  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.034   1.873   1.507  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.278  -0.844   1.456  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.615   0.926   0.990  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.175  -1.894  -0.174  1.00  0.00           H  
HETATM   40  H20 UNL     1      -3.062  -0.895  -1.314  1.00  0.00           H  
HETATM   41  H21 UNL     1       4.693   0.064  -0.097  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   17   17
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6    7   11
CONECT    6   26
CONECT    7    8    9   16
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11
CONECT   11   12   13
CONECT   12   32   33   34
CONECT   13   14   35   36
CONECT   14   15   16   37
CONECT   15   38
CONECT   16   39   40
CONECT   17   18   41
CONECT   18   19   19   20
END
Download

SMILES for HMDB0304338 (dihydroxyphaseic acid)

CC(C=CC1(O)C2(C)COC1(C)CC(O)C2)=CC([O-])=O
Download

INCHI for HMDB0304338 (dihydroxyphaseic acid)

InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/p-1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acidGenerator
DihydroxyphaseateGenerator
Chemical FormulaC15H21O5
Average Molecular Weight281.329
Monoisotopic Molecular Weight281.139447356
IUPAC Name5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate
Traditional Name5-{3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate
CAS Registry NumberNot Available
SMILES
CC(C=CC1(O)C2(C)COC1(C)CC(O)C2)=CC([O-])=O
InChI Identifier
InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/p-1
InChI KeyXIVFQYWMMJWUCD-UHFFFAOYSA-M
Chemical Taxonomy
Description Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentAbscisic acids and derivatives
Alternative Parents
Substituents
  • Abscisic acid
  • Medium-chain fatty acid
  • Branched fatty acid
  • Heterocyclic fatty acid
  • Hydroxy fatty acid
  • Oxepane
  • Methyl-branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Unsaturated fatty acid
  • Cyclic alcohol
  • Tertiary alcohol
  • Tetrahydrofuran
  • Secondary alcohol
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Alcohol
  • Organic anion
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.11ALOGPS
logP0.5ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)4.57ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.82 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.84 m³·mol⁻¹ChemAxon
Polarizability29.46 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+166.6532859911
AllCCS[M+H-H2O]+163.28532859911
AllCCS[M+Na]+170.66832859911
AllCCS[M+NH4]+169.77132859911
AllCCS[M-H]-168.59232859911
AllCCS[M+Na-2H]-168.83932859911
AllCCS[M+HCOO]-169.23632859911
DeepCCS[M+H]+161.9530932474
DeepCCS[M-H]-159.59230932474
DeepCCS[M-2H]-192.47830932474
DeepCCS[M+Na]+168.04330932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - dihydroxyphaseic acid 10V, Negative-QTOFsplash10-03di-0090000000-66e6dafb18c949da112e2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - dihydroxyphaseic acid 20V, Negative-QTOFsplash10-03xr-0190000000-8d260a0c5269043fa8152019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - dihydroxyphaseic acid 40V, Negative-QTOFsplash10-052r-0490000000-32fa54d6d2b36c1fbbdb2019-02-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030828
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74413783
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available