NP-MRD: Showing NP-Card for Hydroxysulochrin (NP0004596)

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Record Information

Version

2.0

Created at

2020-12-09 02:02:41 UTC

Updated at

2021-07-15 16:49:37 UTC

NP-MRD ID

NP0004596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hydroxysulochrin

Provided By

NPAtlas

Description

Hydroxysulochrin is found in Aureobasidium sp. Hydroxysulochrin was first documented in 2003 (PMID: 12729018). Based on a literature review very few articles have been published on methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118073D          

 41 42  0  0  0  0            999 V2000
   -2.6402    4.1304   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    2.7568    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568    1.7481   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.0521   -0.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    0.3275    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -0.0245    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.3338    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -1.6920    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -2.3258    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -1.9654    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.9546   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -4.2927    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195   -0.6500   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -0.3803   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.4920   -2.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -0.0118   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271    0.2262   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226    0.0803   -2.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.5870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.7307    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891    1.1201    1.2704 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0733    0.8503    0.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.5136    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.1383    1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4787   -0.0638    2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6272    4.6104   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344    4.6652    0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323    4.3161   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1903    0.7733    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -1.8991    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -3.3344    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -4.9780   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893   -4.5528   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393   -4.3142    1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545    0.2362   -3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    0.7604   -1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133    2.2368    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443    0.5596    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640    1.5588   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    0.6129    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -0.3256    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 13  5  1  0  0  0  0
 24 16  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  6 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
 25 41  1  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.6402    4.1304   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    2.7568    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568    1.7481   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.0521   -0.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    0.3275    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -0.0245    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.3338    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -1.6920    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -2.3258    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -1.9654    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.9546   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -4.2927    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195   -0.6500   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -0.3803   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.4920   -2.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -0.0118   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271    0.2262   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226    0.0803   -2.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.5870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.7307    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891    1.1201    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733    0.8503    0.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.5136    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.1383    1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4787   -0.0638    2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6272    4.6104   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344    4.6652    0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323    4.3161   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1903    0.7733    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -1.8991    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -3.3344    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -4.9780   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893   -4.5528   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393   -4.3142    1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545    0.2362   -3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    0.7604   -1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133    2.2368    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443    0.5596    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640    1.5588   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    0.6129    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -0.3256    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 13  5  1  0
 24 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END


  Mrv1652306242118073D          

 41 42  0  0  0  0            999 V2000
   -2.6402    4.1304   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    2.7568    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568    1.7481   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.0521   -0.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    0.3275    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -0.0245    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.3338    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -1.6920    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -2.3258    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -1.9654    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.9546   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -4.2927    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195   -0.6500   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -0.3803   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.4920   -2.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -0.0118   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271    0.2262   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226    0.0803   -2.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.5870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.7307    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891    1.1201    1.2704 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0733    0.8503    0.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.5136    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.1383    1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4787   -0.0638    2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6272    4.6104   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2344    4.6652    0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323    4.3161   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1903    0.7733    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -1.8991    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -3.3344    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -4.9780   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893   -4.5528   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393   -4.3142    1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545    0.2362   -3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    0.7604   -1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133    2.2368    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443    0.5596    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640    1.5588   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    0.6129    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -0.3256    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 13  5  1  0  0  0  0
 24 16  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  6 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
 25 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C(C(=O)C2=C(O[H])C([H])=C(C([H])=C2O[H])C([H])([H])O[H])C(=C1[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O8/c1-24-13-6-9(19)5-10(17(23)25-2)14(13)16(22)15-11(20)3-8(7-18)4-12(15)21/h3-6,18-21H,7H2,1-2H3

> <INCHI_KEY>
WSRCOMOWYVKWBE-UHFFFAOYSA-N

> <FORMULA>
C17H16O8

> <MOLECULAR_WEIGHT>
348.307

> <EXACT_MASS>
348.084517475

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.15295017883041

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
2.900358819333333

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.555722375977829

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.723521092000376

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8979032400964053

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
87.8806

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
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   -2.8566    2.7568    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568    1.7481   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.0521   -0.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    0.3275    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -0.0245    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.3338    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -1.6920    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -2.3258    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -1.9654    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.9546   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -4.2927    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195   -0.6500   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -0.3803   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
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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      -2.640   4.130  -0.240  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.857   2.757   0.008  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.957   1.748  -0.262  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.853   2.052  -0.769  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.248   0.328   0.026  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.463  -0.025   0.567  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.779  -1.334   0.846  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.023  -1.692   1.401  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.851  -2.326   0.575  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.643  -1.965   0.036  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.715  -2.955  -0.236  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.038  -4.293   0.048  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.319  -0.650  -0.247  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.040  -0.380  -0.841  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.039  -0.492  -2.136  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.222  -0.012  -0.257  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.327   0.226  -1.110  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.123   0.080  -2.478  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.554   0.587  -0.614  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.753   0.731   0.744  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.089   1.120   1.270  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.073   0.850   0.329  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.727   0.514   1.603  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.452   0.138   1.081  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.479  -0.064   2.018  0.00  0.00           O+0
HETATM   26  H   UNK     0      -3.627   4.610  -0.431  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.234   4.665   0.647  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.032   4.316  -1.139  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.190   0.773   0.778  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.766  -1.899   0.745  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.136  -3.334   0.807  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.176  -4.978  -0.110  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.889  -4.553  -0.624  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.339  -4.314   1.126  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.854   0.236  -3.144  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.377   0.760  -1.309  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.113   2.237   1.450  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.244   0.560   2.216  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.064   1.559  -0.354  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.823   0.613   2.696  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.419  -0.326   1.924  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7   29                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   30                                                       
CONECT    9    7   10   31                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   32   33   34                                             
CONECT   13   10   14    5                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   24                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   35                                                       
CONECT   19   17   20   36                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22   37   38                                             
CONECT   22   21   39                                                       
CONECT   23   20   24   40                                                  
CONECT   24   23   25   16                                                  
CONECT   25   24   41                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    6                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   21                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

RDKit          3D

41 42  0  0  0  0  0  0  0  0999 V2000
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   -1.9568    1.7481   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    2.0521   -0.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    0.3275    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4633   -0.0245    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -1.3338    0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -1.6920    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6427   -1.9654    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -2.9546   -0.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377   -4.2927    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195   -0.6500   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -0.3803   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -0.4920   -2.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -0.0118   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271    0.2262   -1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226    0.0803   -2.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.5870   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.7307    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891    1.1201    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733    0.8503    0.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265    0.5136    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.1383    1.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4787   -0.0638    2.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2344    4.6652    0.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323    4.3161   -1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1903    0.7733    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -1.8991    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -3.3344    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -4.9780   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893   -4.5528   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393   -4.3142    1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545    0.2362   -3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3774    0.7604   -1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133    2.2368    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443    0.5596    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640    1.5588   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    0.6129    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194   -0.3256    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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  9 10  1  0
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 13  5  1  0
 24 16  1  0
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 18 35  1  0
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 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoic acid	Generator

Chemical Formula

C₁₇H₁₆O₈

Average Mass

348.3070 Da

Monoisotopic Mass

348.08452 Da

IUPAC Name

methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoate

Traditional Name

methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-5-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(O)=CC(OC)=C1C(=O)C1=C(O)C=C(CO)C=C1O

InChI Identifier

InChI=1S/C17H16O8/c1-24-13-6-9(19)5-10(17(23)25-2)14(13)16(22)15-11(20)3-8(7-18)4-12(15)21/h3-6,18-21H,7H2,1-2H3

InChI Key

WSRCOMOWYVKWBE-UHFFFAOYSA-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
Aureobasidium sp.	NPAtlas	12729018

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
M-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Benzyl alcohol
Resorcinol
Methoxybenzene
Anisole
Aryl ketone
Benzoyl
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Vinylogous acid
Methyl ester
Carboxylic acid ester
Ketone
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Aromatic alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic 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	1.5	ALOGPS
logP	2.9	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.72	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.88 m³·mol⁻¹	ChemAxon
Polarizability	34.15 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

NPA009407

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434839

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101211906

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shimada A, Shiokawa C, Kusano M, Fujioka S, Kimura Y: Hydroxysulochrin, a tea pollen growth inhibitor from the fungus Aureobasidium sp. Biosci Biotechnol Biochem. 2003 Feb;67(2):442-4. doi: 10.1271/bbb.67.442. [PubMed:12729018 ]

Showing NP-Card for Hydroxysulochrin (NP0004596)

MOL for NP0004596 (Hydroxysulochrin)

3D MOL for NP0004596 (Hydroxysulochrin)

3D SDF for NP0004596 (Hydroxysulochrin)

3D-SDF for NP0004596 (Hydroxysulochrin)

PDB for NP0004596 (Hydroxysulochrin)

3D PDB for NP0004596 (Hydroxysulochrin)

SMILES for NP0004596 (Hydroxysulochrin)

INCHI for NP0004596 (Hydroxysulochrin)

Structure for NP0004596 (Hydroxysulochrin)

3D Structure for NP0004596 (Hydroxysulochrin)