NP-MRD: Showing NP-Card for Pheofungin B (NP0010295)

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Record Information

Version

2.0

Created at

2021-01-05 19:51:47 UTC

Updated at

2021-07-15 17:05:42 UTC

NP-MRD ID

NP0010295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pheofungin B

Provided By

NPAtlas

Description

Pheofungin B belongs to the class of organic compounds known as 7,8-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at the C7- and C8-positions of the coumarin skeleton, respectively. Pheofungin B is found in Aspergillus nidulans. Based on a literature review very few articles have been published on Pheofungin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107363D          

 37 40  0  0  0  0            999 V2000
   -5.5895    1.4547    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.5508    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090   -0.8104    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517   -1.6215    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527   -2.9777    0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -1.0683    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    0.3089   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    1.0999   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    1.0674   -0.1029 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.1910   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3836   -1.5002    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -2.4620    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -3.6797    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453   -2.1349    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -0.8694   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -0.5681   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -1.5781   -0.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    0.7312   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521    1.0721   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.7150   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.4999   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6130   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.1601   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.9082    0.0913 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5345    0.8912    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810    2.2698    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    1.9292   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4744   -1.2477    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -3.7194    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    2.1971   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0387   -2.5438   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.3426   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.7568   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    2.7612   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    3.5465   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    2.8710    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.9582    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 11 24  1  0  0  0  0
  8  2  1  0  0  0  0
 23 10  1  0  0  0  0
 24  6  1  0  0  0  0
 23 15  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  8 30  1  0  0  0  0
 17 31  1  0  0  0  0
 19 32  1  0  0  0  0
 20 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 22 36  1  0  0  0  0
 24 37  1  0  0  0  0
M  END

     RDKit          3D

 37 40  0  0  0  0  0  0  0  0999 V2000
   -5.5895    1.4547    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.5508    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090   -0.8104    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517   -1.6215    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527   -2.9777    0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -1.0683    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    0.3089   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    1.0999   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    1.0674   -0.1029 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.1910   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3836   -1.5002    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -2.4620    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -3.6797    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453   -2.1349    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -0.8694   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -0.5681   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -1.5781   -0.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    0.7312   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521    1.0721   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.7150   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.4999   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6130   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.1601   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.9082    0.0913 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5345    0.8912    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810    2.2698    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    1.9292   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4744   -1.2477    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -3.7194    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    2.1971   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0387   -2.5438   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.3426   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.7568   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    2.7612   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    3.5465   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    2.8710    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.9582    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 11 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
 24 37  1  0
M  END


  Mrv1652306242107363D          

 37 40  0  0  0  0            999 V2000
   -5.5895    1.4547    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.5508    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090   -0.8104    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517   -1.6215    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527   -2.9777    0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -1.0683    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    0.3089   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    1.0999   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    1.0674   -0.1029 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.1910   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3836   -1.5002    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -2.4620    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -3.6797    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453   -2.1349    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -0.8694   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -0.5681   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -1.5781   -0.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    0.7312   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521    1.0721   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.7150   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.4999   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6130   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.1601   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.9082    0.0913 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5345    0.8912    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810    2.2698    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    1.9292   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4744   -1.2477    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -3.7194    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    2.1971   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0387   -2.5438   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.3426   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.7568   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    2.7612   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    3.5465   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    2.8710    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.9582    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 11 24  1  0  0  0  0
  8  2  1  0  0  0  0
 23 10  1  0  0  0  0
 24  6  1  0  0  0  0
 23 15  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  8 30  1  0  0  0  0
 17 31  1  0  0  0  0
 19 32  1  0  0  0  0
 20 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 22 36  1  0  0  0  0
 24 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010295

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C2C(OC(=O)C3=C2SC2=C([H])C(=C([H])C(O[H])=C2N3[H])C([H])([H])[H])=C1O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H13NO5S/c1-6-3-8(19)12-10(4-6)24-16-11-7(2)5-9(20)14(21)15(11)23-17(22)13(16)18-12/h3-5,18-21H,1-2H3

> <INCHI_KEY>
OUSUUNRYQRUYFB-UHFFFAOYSA-N

> <FORMULA>
C17H13NO5S

> <MOLECULAR_WEIGHT>
343.35

> <EXACT_MASS>
343.051443697

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
35.1813917892309

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,8-trihydroxy-1,10-dimethyl-6,7-dihydro-5-oxa-12-thia-7-azatetraphen-6-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.2885982793333337

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.817468290330936

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.831698928389441

> <JCHEM_PKA_STRONGEST_BASIC>
-4.642056819844137

> <JCHEM_POLAR_SURFACE_AREA>
99.02000000000001

> <JCHEM_REFRACTIVITY>
94.06909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,8-trihydroxy-1,10-dimethyl-7H-5-oxa-12-thia-7-azatetraphen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 40  0  0  0  0  0  0  0  0999 V2000
   -5.5895    1.4547    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.5508    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090   -0.8104    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517   -1.6215    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527   -2.9777    0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -1.0683    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    0.3089   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    1.0999   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    1.0674   -0.1029 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.1910   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3836   -1.5002    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -2.4620    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -3.6797    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453   -2.1349    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -0.8694   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -0.5681   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -1.5781   -0.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    0.7312   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521    1.0721   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.7150   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.4999   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6130   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.1601   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.9082    0.0913 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5345    0.8912    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810    2.2698    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    1.9292   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4744   -1.2477    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -3.7194    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    2.1971   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0387   -2.5438   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.3426   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.7568   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    2.7612   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    3.5465   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    2.8710    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.9582    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 11 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
 24 37  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.590   1.455   0.016  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.413   0.551   0.038  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.509  -0.810   0.123  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.352  -1.621   0.140  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.553  -2.978   0.227  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.089  -1.068   0.072  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.027   0.309  -0.013  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.155   1.100  -0.029  0.00  0.00           C+0
HETATM    9  S   UNK     0      -0.416   1.067  -0.103  0.00  0.00           S+0
HETATM   10  C   UNK     0       0.793  -0.191  -0.061  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.384  -1.500   0.029  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.382  -2.462   0.060  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.020  -3.680   0.143  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.645  -2.135   0.005  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.046  -0.869  -0.082  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.386  -0.568  -0.137  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.333  -1.578  -0.102  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.804   0.731  -0.227  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.152   1.072  -0.284  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.877   1.715  -0.260  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.486   1.500  -0.209  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.537   2.613  -0.250  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.119   0.160  -0.118  0.00  0.00           C+0
HETATM   24  N   UNK     0      -0.974  -1.908   0.091  0.00  0.00           N+0
HETATM   25  H   UNK     0      -6.535   0.891   0.104  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.481   2.270   0.744  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.591   1.929  -1.003  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.474  -1.248   0.176  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.909  -3.719   0.254  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.068   2.197  -0.098  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.039  -2.544  -0.036  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.853   0.343  -0.260  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.230   2.757  -0.333  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.980   2.761  -1.185  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.208   3.547  -0.326  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.034   2.871   0.695  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.172  -2.958   0.160  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   29                                                       
CONECT    6    4    7   24                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2   30                                                  
CONECT    9    7   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   31                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18   32                                                       
CONECT   20   18   21   33                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   34   35   36                                             
CONECT   23   21   10   15                                                  
CONECT   24   11    6   37                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30    8                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   22                                                            
CONECT   35   22                                                            
CONECT   36   22                                                            
CONECT   37   24                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

RDKit          3D

37 40  0  0  0  0  0  0  0  0999 V2000
   -5.5895    1.4547    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134    0.5508    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090   -0.8104    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3517   -1.6215    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5527   -2.9777    0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -1.0683    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    0.3089   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    1.0999   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    1.0674   -0.1029 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.1910   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3836   -1.5002    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3824   -2.4620    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197   -3.6797    0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453   -2.1349    0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0461   -0.8694   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -0.5681   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332   -1.5781   -0.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    0.7312   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521    1.0721   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.7150   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.4999   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6130   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    0.1601   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -1.9082    0.0913 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5345    0.8912    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4810    2.2698    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    1.9292   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4744   -1.2477    0.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -3.7194    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    2.1971   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0387   -2.5438   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.3426   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.7568   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    2.7612   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    3.5465   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    2.8710    0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.9582    0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 11 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
 17 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
 24 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₃NO₅S

Average Mass

343.3500 Da

Monoisotopic Mass

343.05144 Da

IUPAC Name

3,4,8-trihydroxy-1,10-dimethyl-6,7-dihydro-5-oxa-12-thia-7-azatetraphen-6-one

Traditional Name

3,4,8-trihydroxy-1,10-dimethyl-7H-5-oxa-12-thia-7-azatetraphen-6-one

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2NC3=C(SC2=C1)C1=C(OC3=O)C(O)=C(O)C=C1C

InChI Identifier

InChI=1S/C17H13NO5S/c1-6-3-8(19)12-10(4-6)24-16-11-7(2)5-9(20)14(21)15(11)23-17(22)13(16)18-12/h3-5,18-21H,1-2H3

InChI Key

OUSUUNRYQRUYFB-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
Aspergillus nidulans	NPAtlas	21913294

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,8-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at the C7- and C8-positions of the coumarin skeleton, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7,8-dihydroxycoumarins

Alternative Parents

Substituents

7,8-dihydroxycoumarin
Diarylthioether
Benzopyran
Benzothiazine
1-benzopyran
Aryl thioether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Para-thiazine
Vinylogous thioester
Primary aromatic amine
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Azacycle
Polyol
Organoheterocyclic compound
Thioether
Secondary amine
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Amine
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.01	ALOGPS
logP	3.29	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.02 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.07 m³·mol⁻¹	ChemAxon
Polarizability	35.18 Å³	ChemAxon
Number of Rings	4	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

NPA000348

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56641606

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pheofungin B (NP0010295)

MOL for NP0010295 (Pheofungin B)

3D MOL for NP0010295 (Pheofungin B)

3D SDF for NP0010295 (Pheofungin B)

3D-SDF for NP0010295 (Pheofungin B)

PDB for NP0010295 (Pheofungin B)

3D PDB for NP0010295 (Pheofungin B)

SMILES for NP0010295 (Pheofungin B)

INCHI for NP0010295 (Pheofungin B)

Structure for NP0010295 (Pheofungin B)

3D Structure for NP0010295 (Pheofungin B)