NP-MRD: Showing NP-Card for enfumafungin B (NP0331948)

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Record Information

Version

1.0

Created at

2023-10-09 04:00:27 UTC

Updated at

2024-05-09 01:35:41 UTC

NP-MRD ID

NP0331948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

enfumafungin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10092304002D          

 49 54  0  0  1  0            999 V2000
    6.1130    2.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    2.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8050    2.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608    1.4985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4487    0.8332    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1347    0.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8746    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5606    0.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9284    1.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0808   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191    1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1165    0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -0.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085    0.6534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4763   -0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    0.5635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3206    1.3187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -0.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483    0.3837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6962    0.8891    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4749   -0.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0305   -0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2707   -0.5206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3744   -1.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175   -1.8381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0432   -1.5186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001   -2.0177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4608   -1.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -2.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964   -2.8361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2534   -3.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -3.1556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2679   -3.9740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212   -2.6565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5818   -2.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872   -0.1116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6393   -0.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804    1.1389    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9998    1.6181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0389    2.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833    1.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0659    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528    2.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1407    1.4086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4729    2.1638    0.0000 C   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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  1  0  0  0
  5 11  1  6  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
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 20 21  1  6  0  0  0
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 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 28 27  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 31 28  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 26  1  0  0  0  0
 35 36  1  6  0  0  0
 24 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 40 39  1  6  0  0  0
 20 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 22 44  1  0  0  0  0
 40 45  1  0  0  0  0
 16 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  0  0  0  0
 48 14  1  0  0  0  0
  4 48  1  0  0  0  0
 48 49  1  6  0  0  0
M  END


  Mrv2104 10092304002D          

 49 54  0  0  1  0            999 V2000
    6.1130    2.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930    2.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8050    2.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608    1.4985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4487    0.8332    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1347    0.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8746    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5606    0.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9284    1.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0808   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191    1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1165    0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -0.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085    0.6534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4763   -0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    0.5635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3206    1.3187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -0.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3483    0.3837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6962    0.8891    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4749   -0.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0305   -0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2707   -0.5206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3744   -1.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175   -1.8381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0432   -1.5186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001   -2.0177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4608   -1.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -2.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964   -2.8361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2534   -3.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642   -3.1556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2679   -3.9740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212   -2.6565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5818   -2.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872   -0.1116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6393   -0.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804    1.1389    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9998    1.6181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0389    2.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2833    1.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0659    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327    1.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528    2.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1407    1.4086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4729    2.1638    0.0000 C   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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  1  0  0  0
  5 11  1  6  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 28 27  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 31 28  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 26  1  0  0  0  0
 35 36  1  6  0  0  0
 24 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 40 39  1  6  0  0  0
 20 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 22 44  1  0  0  0  0
 40 45  1  0  0  0  0
 16 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  0  0  0  0
 48 14  1  0  0  0  0
  4 48  1  0  0  0  0
 48 49  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@@]3([H])[C@@]4(C)CO[C@H](O)[C@@]3(C[C@@H](O)[C@@H]4O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C1=CC[C@@]1(C)[C@H](C(O)=O)[C@](C)(CC[C@]21C)[C@H](C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C36H58O11/c1-17(2)18(3)32(4)12-13-34(6)19-8-9-23-33(5)16-45-31(44)36(23,20(19)10-11-35(34,7)27(32)29(42)43)14-21(38)28(33)47-30-26(41)25(40)24(39)22(15-37)46-30/h10,17-19,21-28,30-31,37-41,44H,8-9,11-16H2,1-7H3,(H,42,43)/t18-,19+,21-,22-,23+,24-,25+,26-,27-,28+,30+,31+,32-,33-,34-,35+,36+/m1/s1

> <INCHI_KEY>
YLDXXHXLSBZJEC-ANEXISSZSA-N

> <FORMULA>
C36H58O11

> <MOLECULAR_WEIGHT>
666.849

> <EXACT_MASS>
666.397912688

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
73.35758741939233

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5S,6R,7R,10R,11R,14S,15S,18S,20R,21R)-18,20-dihydroxy-5,7,10,15-tetramethyl-7-[(2R)-3-methylbutan-2-yl]-21-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxapentacyclo[13.3.3.0^{1,14}.0^{2,11}.0^{5,10}]henicos-2-ene-6-carboxylic acid

> <JCHEM_LOGP>
2.179762194999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.717996680621178

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.464213698136261

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835558976345

> <JCHEM_POLAR_SURFACE_AREA>
186.36999999999998

> <JCHEM_REFRACTIVITY>
170.31830000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,6R,7R,10R,11R,14S,15S,18S,20R,21R)-18,20-dihydroxy-5,7,10,15-tetramethyl-7-[(2R)-3-methylbutan-2-yl]-21-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxapentacyclo[13.3.3.0^{1,14}.0^{2,11}.0^{5,10}]henicos-2-ene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-OCT-23         0                                  
HETATM    1  O   UNK     0      11.411   4.375   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.880   4.207   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.969   5.449   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.260   2.797   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.171   1.555   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.451   0.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.833   1.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.113   0.526   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.933   2.918   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.351  -0.837   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.236   2.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.551   0.146   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.020  -0.022   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.109   1.220   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.489  -0.190   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.578   1.052   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       6.198   2.462   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       4.958  -0.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.370  -0.736   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.517   0.716   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.300   1.660   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       0.886  -0.566   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.057  -1.783   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.372  -0.972   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.566  -2.500   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.339  -3.431   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.081  -2.835   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.307  -3.766   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.727  -3.170   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.953  -4.102   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.113  -5.294   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.340  -6.226   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.307  -5.890   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.500  -7.418   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.533  -4.959   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.953  -5.555   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       3.709  -0.208   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.927  -1.152   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.115   1.277   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.137   2.126   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.866   3.021   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.939   4.559   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.529   2.257   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       0.123   0.771   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.668   2.294   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.288   3.703   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.819   3.871   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.729   2.629   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.349   4.039   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   48                                                  
CONECT    5    4    6   11   12                                             
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6                                                            
CONECT   11    5                                                            
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   48                                             
CONECT   15   14                                                            
CONECT   16   14   17   18   45                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   40                                             
CONECT   21   20                                                            
CONECT   22   20   23   24   44                                             
CONECT   23   22                                                            
CONECT   24   22   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   26   36                                                  
CONECT   36   35                                                            
CONECT   37   24   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   20   41   45                                             
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   22                                                       
CONECT   45   40   16   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   14    4   49                                             
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₅₈O₁₁

Average Mass

666.8490 Da

Monoisotopic Mass

666.39791 Da

IUPAC Name

(1R,5S,6R,7R,10R,11R,14S,15S,18S,20R,21R)-18,20-dihydroxy-5,7,10,15-tetramethyl-7-[(2R)-3-methylbutan-2-yl]-21-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-17-oxapentacyclo[13.3.3.0^{1,14}.0^{2,11}.0^{5,10}]henicos-2-ene-6-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@@]3([H])[C@@]4(C)CO[C@H](O)[C@@]3(C[C@@H](O)[C@@H]4O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C1=CC[C@@]1(C)[C@H](C(O)=O)[C@](C)(CC[C@]21C)[C@H](C)C(C)C

InChI Identifier

InChI=1S/C36H58O11/c1-17(2)18(3)32(4)12-13-34(6)19-8-9-23-33(5)16-45-31(44)36(23,20(19)10-11-35(34,7)27(32)29(42)43)14-21(38)28(33)47-30-26(41)25(40)24(39)22(15-37)46-30/h10,17-19,21-28,30-31,37-41,44H,8-9,11-16H2,1-7H3,(H,42,43)/t18-,19+,21-,22-,23+,24-,25+,26-,27-,28+,30+,31+,32-,33-,34-,35+,36+/m1/s1

InChI Key

YLDXXHXLSBZJEC-ANEXISSZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2024-05-09	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-09	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.13, CD₃OD, simulated)	cheng1067@163.com	Naval Medical University	Zhi Cheng	2024-05-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
carpetanum		Not Available

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	2.18	ChemAxon
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	170.32 m³·mol⁻¹	ChemAxon
Polarizability	73.36 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Cheng Z, Wu W, Liu Y, Chen S, Li H, Yang X, Zhu X, Chen X, Yan L, Chu Z, Sun P: Natural Enfumafungin Analogues from Hormonema carpetanum and Their Antifungal Activities. J Nat Prod. 2023 Oct 27;86(10):2407-2413. doi: 10.1021/acs.jnatprod.3c00562. Epub 2023 Oct 18. [PubMed:37853717 ]

Showing NP-Card for enfumafungin B (NP0331948)

MOL for NP0331948 (enfumafungin B)

3D MOL for NP0331948 (enfumafungin B)

3D SDF for NP0331948 (enfumafungin B)

3D-SDF for NP0331948 (enfumafungin B)

PDB for NP0331948 (enfumafungin B)

3D PDB for NP0331948 (enfumafungin B)

SMILES for NP0331948 (enfumafungin B)

INCHI for NP0331948 (enfumafungin B)

Structure for NP0331948 (enfumafungin B)

3D Structure for NP0331948 (enfumafungin B)