NP-MRD: Showing NP-Card for Phomone A (NP0019792)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 05:18:35 UTC

Updated at

2021-07-15 17:31:55 UTC

NP-MRD ID

NP0019792

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomone A

Provided By

NPAtlas

Description

Phomone A is found in Phoma sp. Based on a literature review very few articles have been published on Phomone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120193D          

 35 36  0  0  0  0            999 V2000
    1.3273   -1.6397   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -0.6924   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.1163    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.5712   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7212    0.4333   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    1.0007   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    0.7945   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.0752   -0.8983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8975    3.1146   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314   -0.0233    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884   -1.2692    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3362   -2.2702   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -1.1535    1.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1153   -2.4355    1.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273   -0.1630    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    0.9037    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.4866    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    1.0008    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -0.0529    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574   -0.6723   -0.4985 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6493   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1202   -1.6872   -1.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -1.4263   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7323    2.1201   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534    2.0748   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    3.7937   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.2628    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.6412    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -1.9009   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -0.5902    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -2.9274    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.2998    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    2.3213    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1603    1.4149    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148   -2.2147   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 13  4  1  0  0  0  0
 21 15  1  0  0  0  0
  4 23  1  6  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  1  0  0  0
 12 29  1  0  0  0  0
 13 30  1  1  0  0  0
 14 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.3273   -1.6397   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -0.6924   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.1163    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.5712   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7212    0.4333   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    1.0007   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    0.7945   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.0752   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8975    3.1146   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314   -0.0233    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884   -1.2692    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3362   -2.2702   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -1.1535    1.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1153   -2.4355    1.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273   -0.1630    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    0.9037    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.4866    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    1.0008    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -0.0529    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574   -0.6723   -0.4985 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6493   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1202   -1.6872   -1.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -1.4263   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7323    2.1201   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534    2.0748   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    3.7937   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.2628    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.6412    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -1.9009   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -0.5902    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -2.9274    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.2998    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    2.3213    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1603    1.4149    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148   -2.2147   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 13  4  1  0
 21 15  1  0
  4 23  1  6
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  1
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  1  0
M  END


  Mrv1652306242120193D          

 35 36  0  0  0  0            999 V2000
    1.3273   -1.6397   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -0.6924   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.1163    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.5712   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7212    0.4333   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    1.0007   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    0.7945   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.0752   -0.8983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8975    3.1146   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314   -0.0233    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884   -1.2692    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3362   -2.2702   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -1.1535    1.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1153   -2.4355    1.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273   -0.1630    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    0.9037    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.4866    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    1.0008    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -0.0529    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574   -0.6723   -0.4985 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6493   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1202   -1.6872   -1.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -1.4263   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7323    2.1201   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534    2.0748   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    3.7937   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.2628    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.6412    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -1.9009   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -0.5902    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -2.9274    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.2998    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    2.3213    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1603    1.4149    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148   -2.2147   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 13  4  1  0  0  0  0
 21 15  1  0  0  0  0
  4 23  1  6  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  1  0  0  0
 12 29  1  0  0  0  0
 13 30  1  1  0  0  0
 14 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019792

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Cl)C([H])=C([H])C([H])=C1C(=O)O[C@]1([H])C(=O)C(=C([H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H13ClO7/c15-8-3-1-2-7(11(8)19)14(21)22-13-10(18)6(5-16)4-9(17)12(13)20/h1-4,9,12-13,16-17,19-20H,5H2/t9-,12-,13-/m1/s1

> <INCHI_KEY>
XPYAUDIASGKBRW-OASPWFOLSA-N

> <FORMULA>
C14H13ClO7

> <MOLECULAR_WEIGHT>
328.7

> <EXACT_MASS>
328.0349805

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.568127499192258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl 3-chloro-2-hydroxybenzoate

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
1.1816106156666666

> <ALOGPS_LOGS>
-2.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.534579474275795

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.231853470719074

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8220782480926685

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
76.1414

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl 3-chloro-2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.3273   -1.6397   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -0.6924   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.1163    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.5712   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7212    0.4333   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    1.0007   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    0.7945   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.0752   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8975    3.1146   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314   -0.0233    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884   -1.2692    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3362   -2.2702   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -1.1535    1.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1153   -2.4355    1.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273   -0.1630    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    0.9037    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.4866    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    1.0008    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -0.0529    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574   -0.6723   -0.4985 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6493   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1202   -1.6872   -1.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -1.4263   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7323    2.1201   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534    2.0748   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    3.7937   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.2628    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.6412    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -1.9009   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -0.5902    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -2.9274    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.2998    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    2.3213    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1603    1.4149    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148   -2.2147   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 13  4  1  0
 21 15  1  0
  4 23  1  6
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  1
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  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  O   UNK     0       1.327  -1.640  -1.096  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.538  -0.692  -0.314  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.362  -0.116   0.213  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.908  -0.571  -0.118  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.721   0.433  -0.829  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.223   1.001  -1.826  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.068   0.795  -0.429  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.704   2.075  -0.898  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.898   3.115  -0.439  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.731  -0.023   0.359  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.088  -1.269   0.805  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.336  -2.270  -0.145  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.627  -1.153   1.077  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.115  -2.436   1.275  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.827  -0.163   0.079  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.863   0.904   0.968  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.017   1.487   1.410  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.209   1.001   0.958  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.215  -0.053   0.078  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       6.757  -0.672  -0.499  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       4.029  -0.649  -0.374  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.120  -1.687  -1.244  0.00  0.00           O+0
HETATM   23  H   UNK     0      -0.785  -1.426  -0.837  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.732   2.120  -0.510  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.753   2.075  -2.008  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.477   3.794  -0.012  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.748   0.263   0.653  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.584  -1.641   1.748  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.643  -1.901  -0.999  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.436  -0.590   2.008  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.237  -2.927   0.409  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.935   1.300   1.335  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.041   2.321   2.106  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.160   1.415   1.267  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.415  -2.215  -1.657  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13   23                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    9   24   25                                             
CONECT    9    8   26                                                       
CONECT   10    7   11   27                                                  
CONECT   11   10   12   13   28                                             
CONECT   12   11   29                                                       
CONECT   13   11   14    4   30                                             
CONECT   14   13   31                                                       
CONECT   15    2   16   21                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   15                                                  
CONECT   22   21   35                                                       
CONECT   23    4                                                            
CONECT   24    8                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   22                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

RDKit          3D

35 36  0  0  0  0  0  0  0  0999 V2000
    1.3273   -1.6397   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -0.6924   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3618   -0.1163    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.5712   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7212    0.4333   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    1.0007   -1.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    0.7945   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.0752   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8975    3.1146   -0.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314   -0.0233    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0884   -1.2692    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3362   -2.2702   -0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265   -1.1535    1.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1153   -2.4355    1.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273   -0.1630    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    0.9037    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.4866    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    1.0008    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152   -0.0529    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7574   -0.6723   -0.4985 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6493   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1202   -1.6872   -1.2440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -1.4263   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7323    2.1201   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7534    2.0748   -2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    3.7937   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482    0.2628    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -1.6412    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -1.9009   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4360   -0.5902    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -2.9274    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.2998    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    2.3213    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1603    1.4149    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148   -2.2147   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 13  4  1  0
 21 15  1  0
  4 23  1  6
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  1
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 22 35  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₃ClO₇

Average Mass

328.7000 Da

Monoisotopic Mass

328.03498 Da

IUPAC Name

(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl 3-chloro-2-hydroxybenzoate

Traditional Name

(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl 3-chloro-2-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

OCC1=C[C@@H](O)[C@@H](O)[C@H](OC(=O)C2=C(O)C(Cl)=CC=C2)C1=O

InChI Identifier

InChI=1S/C14H13ClO7/c15-8-3-1-2-7(11(8)19)14(21)22-13-10(18)6(5-16)4-9(17)12(13)20/h1-4,9,12-13,16-17,19-20H,5H2/t9-,12-,13-/m1/s1

InChI Key

XPYAUDIASGKBRW-OASPWFOLSA-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
Phoma sp.	NPAtlas	31120358

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	0.86	ALOGPS
logP	1.18	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.23	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.14 m³·mol⁻¹	ChemAxon
Polarizability	29.57 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

NPA026119

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

146682585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Phomone A (NP0019792)

MOL for NP0019792 (Phomone A)

3D MOL for NP0019792 (Phomone A)

3D SDF for NP0019792 (Phomone A)

3D-SDF for NP0019792 (Phomone A)

PDB for NP0019792 (Phomone A)

3D PDB for NP0019792 (Phomone A)

SMILES for NP0019792 (Phomone A)

INCHI for NP0019792 (Phomone A)

Structure for NP0019792 (Phomone A)

3D Structure for NP0019792 (Phomone A)