NP-MRD: Showing NP-Card for deoxyfomannosin A (NP0041732)

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Record Information

Version

1.0

Created at

2021-06-20 23:34:40 UTC

Updated at

2021-06-30 00:16:25 UTC

NP-MRD ID

NP0041732

Secondary Accession Numbers

None

Natural Product Identification

Common Name

deoxyfomannosin A

Provided By

JEOL Database JEOL Logo

Description

Deoxyfomannosin A belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. deoxyfomannosin A is found in Heterobasidion occidentale. It was first documented in 2012 (Hansson, D., et al.). Based on a literature review very few articles have been published on Deoxyfomannosin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101343D          

 39 40  0  0  0  0            999 V2000
    0.3431   -0.1272   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -0.6939   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -1.8628   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3344   -1.1301   -0.6062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6520    0.1217    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    0.2274    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.2025   -0.0033 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7760    1.9722    1.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2993    2.9997    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    1.0980    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.6151    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    2.5129    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    3.4520    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    3.7540    1.1380 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5074    5.0224    1.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    4.2016   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    3.8828   -1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    5.3617   -0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3909   -0.6450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3789    0.6845   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509   -0.9055   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    0.2652   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -2.6595   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5360   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.2989   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -1.9094    0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -1.4520   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.8937   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.7046    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470    2.5119    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    3.5866    2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    0.3493    3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.4415    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    3.7530    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    3.0103    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    5.6710    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    5.7538   -1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593   -0.0865    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908    1.0271   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
 12 13  2  0  0  0  0
 16 13  1  0  0  0  0
  8 12  1  0  0  0  0
  7 19  1  0  0  0  0
  2  3  1  0  0  0  0
 19  2  1  0  0  0  0
  2  4  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  2  0  0  0  0
 10  8  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  1  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
  5  4  1  0  0  0  0
 16 17  2  0  0  0  0
 14 15  1  0  0  0  0
 18 16  1  0  0  0  0
  5  6  2  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 28  1  6  0  0  0
 18 37  1  0  0  0  0
 11 33  1  0  0  0  0
 10 32  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    0.3431   -0.1272   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -0.6939   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -1.8628   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3344   -1.1301   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520    0.1217    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    0.2274    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.2025   -0.0033 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7760    1.9722    1.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2993    2.9997    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    1.0980    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.6151    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    2.5129    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    3.4520    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    3.7540    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5074    5.0224    1.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    4.2016   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    3.8828   -1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    5.3617   -0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3909   -0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.6845   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509   -0.9055   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    0.2652   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -2.6595   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5360   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.2989   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -1.9094    0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -1.4520   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.8937   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.7046    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470    2.5119    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    3.5866    2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    0.3493    3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.4415    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    3.7530    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    3.0103    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    5.6710    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    5.7538   -1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593   -0.0865    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908    1.0271   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
 12 13  2  0
 16 13  1  0
  8 12  1  0
  7 19  1  0
  2  3  1  0
 19  2  1  0
  2  4  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  5  7  1  0
  8  9  1  1
  7  8  1  0
 13 14  1  0
  5  4  1  0
 16 17  2  0
 14 15  1  0
 18 16  1  0
  5  6  2  0
 19 38  1  0
 19 39  1  0
  4 26  1  0
  4 27  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 28  1  6
 18 37  1  0
 11 33  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END


  Mrv1652306212101343D          

 39 40  0  0  0  0            999 V2000
    0.3431   -0.1272   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -0.6939   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -1.8628   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3344   -1.1301   -0.6062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6520    0.1217    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    0.2274    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.2025   -0.0033 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7760    1.9722    1.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2993    2.9997    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    1.0980    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.6151    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    2.5129    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    3.4520    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    3.7540    1.1380 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5074    5.0224    1.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    4.2016   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    3.8828   -1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    5.3617   -0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3909   -0.6450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3789    0.6845   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509   -0.9055   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    0.2652   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -2.6595   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5360   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.2989   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -1.9094    0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -1.4520   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.8937   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.7046    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470    2.5119    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    3.5866    2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    0.3493    3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.4415    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    3.7530    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    3.0103    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    5.6710    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    5.7538   -1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593   -0.0865    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908    1.0271   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
 12 13  2  0  0  0  0
 16 13  1  0  0  0  0
  8 12  1  0  0  0  0
  7 19  1  0  0  0  0
  2  3  1  0  0  0  0
 19  2  1  0  0  0  0
  2  4  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  2  0  0  0  0
 10  8  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  1  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
  5  4  1  0  0  0  0
 16 17  2  0  0  0  0
 14 15  1  0  0  0  0
 18 16  1  0  0  0  0
  5  6  2  0  0  0  0
 19 38  1  0  0  0  0
 19 39  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  7 28  1  6  0  0  0
 18 37  1  0  0  0  0
 11 33  1  0  0  0  0
 10 32  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041732

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C1\C([H])=C([H])[C@]1(C([H])([H])[H])[C@]1([H])C(=O)C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C1([H])[H])\C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-14(2)6-11(12(17)7-14)15(3)5-4-10(15)9(8-16)13(18)19/h4-5,11,16H,6-8H2,1-3H3,(H,18,19)/b10-9-/t11-,15-/m0/s1

> <INCHI_KEY>
YNJFCXGOGOFTNK-XKDKDGJBSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.321

> <EXACT_MASS>
264.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.2217762521965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1Z,4R)-4-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-4-methylcyclobut-2-en-1-ylidene]-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
1.3045250753333337

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.208761363881205

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5016803015149724

> <JCHEM_PKA_STRONGEST_BASIC>
-2.86047034018455

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
72.5582

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1Z,4R)-4-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-4-methylcyclobut-2-en-1-ylidene]-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    0.3431   -0.1272   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -0.6939   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -1.8628   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3344   -1.1301   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520    0.1217    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    0.2274    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.2025   -0.0033 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7760    1.9722    1.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2993    2.9997    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    1.0980    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.6151    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    2.5129    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    3.4520    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    3.7540    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5074    5.0224    1.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    4.2016   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    3.8828   -1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    5.3617   -0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3909   -0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.6845   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509   -0.9055   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    0.2652   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -2.6595   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5360   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.2989   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -1.9094    0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -1.4520   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.8937   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.7046    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470    2.5119    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    3.5866    2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    0.3493    3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.4415    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    3.7530    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    3.0103    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    5.6710    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    5.7538   -1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593   -0.0865    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908    1.0271   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
 12 13  2  0
 16 13  1  0
  8 12  1  0
  7 19  1  0
  2  3  1  0
 19  2  1  0
  2  4  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  5  7  1  0
  8  9  1  1
  7  8  1  0
 13 14  1  0
  5  4  1  0
 16 17  2  0
 14 15  1  0
 18 16  1  0
  5  6  2  0
 19 38  1  0
 19 39  1  0
  4 26  1  0
  4 27  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 28  1  6
 18 37  1  0
 11 33  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.343  -0.127  -2.832  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.842  -0.694  -1.492  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.793  -1.863  -1.769  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.334  -1.130  -0.606  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.652   0.122   0.178  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.652   0.227   0.878  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.394   1.202  -0.003  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.776   1.972   1.277  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.299   3.000   1.674  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.226   1.098   2.455  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.473   1.615   2.492  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.212   2.513   1.389  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.971   3.452   0.791  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.398   3.754   1.138  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.507   5.022   1.774  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.370   4.202  -0.327  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.418   3.883  -1.013  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.016   5.362  -0.557  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.534   0.391  -0.645  0.00  0.00           C+0
HETATM   20  H   UNK     0      -0.379   0.685  -2.697  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.151  -0.906  -3.425  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.176   0.265  -3.426  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.286  -2.660  -2.324  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.656  -1.536  -2.359  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.173  -2.299  -0.838  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.046  -1.909   0.107  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.204  -1.452  -1.186  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.011   1.894  -0.751  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.493   3.705   0.859  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.247   2.512   1.922  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.001   3.587   2.550  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.706   0.349   3.046  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.341   1.442   3.124  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.030   3.753   0.242  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.818   3.010   1.822  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.147   5.671   1.138  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.515   5.754  -1.305  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.159  -0.087   0.119  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.191   1.027  -1.248  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   19    4                                             
CONECT    3    2   23   24   25                                             
CONECT    4    2    5   26   27                                             
CONECT    5    7    4    6                                                  
CONECT    6    5                                                            
CONECT    7   19    5    8   28                                             
CONECT    8   12   10    9    7                                             
CONECT    9    8   29   30   31                                             
CONECT   10   11    8   32                                                  
CONECT   11   12   10   33                                                  
CONECT   12   13    8   11                                                  
CONECT   13   12   16   14                                                  
CONECT   14   13   15   34   35                                             
CONECT   15   14   36                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   37                                                       
CONECT   19    7    2   38   39                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   19                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

RDKit          3D

39 40  0  0  0  0  0  0  0  0999 V2000
    0.3431   -0.1272   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -0.6939   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -1.8628   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3344   -1.1301   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520    0.1217    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6516    0.2274    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.2025   -0.0033 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7760    1.9722    1.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2993    2.9997    1.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    1.0980    2.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.6151    2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123    2.5129    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    3.4520    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    3.7540    1.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5074    5.0224    1.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    4.2016   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    3.8828   -1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    5.3617   -0.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    0.3909   -0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.6845   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509   -0.9055   -3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    0.2652   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -2.6595   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5360   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732   -2.2989   -0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -1.9094    0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -1.4520   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.8937   -0.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.7046    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2470    2.5119    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    3.5866    2.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    0.3493    3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    1.4415    3.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    3.7530    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    3.0103    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    5.6710    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146    5.7538   -1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593   -0.0865    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908    1.0271   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
 12 13  2  0
 16 13  1  0
  8 12  1  0
  7 19  1  0
  2  3  1  0
 19  2  1  0
  2  4  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  5  7  1  0
  8  9  1  1
  7  8  1  0
 13 14  1  0
  5  4  1  0
 16 17  2  0
 14 15  1  0
 18 16  1  0
  5  6  2  0
 19 38  1  0
 19 39  1  0
  4 26  1  0
  4 27  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  7 28  1  6
 18 37  1  0
 11 33  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Mass

264.3210 Da

Monoisotopic Mass

264.13616 Da

IUPAC Name

2-[(1Z,4R)-4-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-4-methylcyclobut-2-en-1-ylidene]-3-hydroxypropanoic acid

Traditional Name

2-[(1Z,4R)-4-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-4-methylcyclobut-2-en-1-ylidene]-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C1\C([H])=C([H])[C@]1(C([H])([H])[H])[C@]1([H])C(=O)C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C1([H])[H])\C([H])([H])O[H]

InChI Identifier

InChI=1S/C15H20O4/c1-14(2)6-11(12(17)7-14)15(3)5-4-10(15)9(8-16)13(18)19/h4-5,11,16H,6-8H2,1-3H3,(H,18,19)/b10-9-/t11-,15-/m0/s1

InChI Key

YNJFCXGOGOFTNK-XKDKDGJBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Heterobasidion occidentale	JEOL database	Hansson, D., et al, Phytochem. 82, 158 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

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	1.94	ALOGPS
logP	1.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.5	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.56 m³·mol⁻¹	ChemAxon
Polarizability	28.22 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71472713

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hansson, D., et al. (2012). Hansson, D., et al, Phytochem. 82, 158 (2012). Phytochem..

Showing NP-Card for deoxyfomannosin A (NP0041732)

MOL for NP0041732 (deoxyfomannosin A)

3D MOL for NP0041732 (deoxyfomannosin A)

3D SDF for NP0041732 (deoxyfomannosin A)

3D-SDF for NP0041732 (deoxyfomannosin A)

PDB for NP0041732 (deoxyfomannosin A)

3D PDB for NP0041732 (deoxyfomannosin A)

SMILES for NP0041732 (deoxyfomannosin A)

INCHI for NP0041732 (deoxyfomannosin A)

Structure for NP0041732 (deoxyfomannosin A)

3D Structure for NP0041732 (deoxyfomannosin A)