NP-MRD: Showing NP-Card for enfumafungin C (NP0331952)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-10-10 04:00:24 UTC

Updated at

2024-09-03 04:17:31 UTC

NP-MRD ID

NP0331952

Natural Product DOI

https://doi.org/10.57994/1068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

enfumafungin C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10102304002D          

 53 59  0  0  1  0            999 V2000
    3.3139   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7587    0.1915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9345    0.2292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3793    0.9241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898   -0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179   -0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863    0.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7200    0.9047    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -0.2391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2826   -0.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -0.5768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0462   -1.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3201   -1.7930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3821   -1.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082   -1.7517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8105   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -0.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321   -2.5763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8582   -2.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299   -3.0093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4538   -3.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -2.6177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9984   -3.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411   -0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4074   -0.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7371   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -1.8640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1788    0.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7310    0.9996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1325    1.5782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2984    2.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3615    1.2847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    0.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8241    1.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2034    0.8863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6482    1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276    0.8485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5828    0.1537    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4070    0.1159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2209    0.2504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8081   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5998   -1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039    0.5105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446    1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727    2.2497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8608   -0.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1380   -0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 18 15  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 13  1  0  0  0  0
 22 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 30 29  1  6  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9 34  1  0  0  0  0
 30 35  1  0  0  0  0
  3 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  1  0  0  0
 43 48  1  0  0  0  0
 48 49  1  0  0  0  0
 40 49  1  0  0  0  0
 49 50  2  0  0  0  0
 42 51  1  6  0  0  0
 42 52  1  0  0  0  0
 52 53  1  0  0  0  0
  2 53  1  0  0  0  0
M  END


  Mrv2104 10102304002D          

 53 59  0  0  1  0            999 V2000
    3.3139   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7587    0.1915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9345    0.2292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3793    0.9241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898   -0.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179   -0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863    0.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7200    0.9047    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -0.2391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2826   -0.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -0.5768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0462   -1.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3201   -1.7930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3821   -1.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082   -1.7517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8105   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -0.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321   -2.5763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8582   -2.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299   -3.0093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4538   -3.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -2.6177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9984   -3.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411   -0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4074   -0.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7371   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -1.8640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1788    0.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7310    0.9996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1325    1.5782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2984    2.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3615    1.2847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    0.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    0.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8241    1.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2034    0.8863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6482    1.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276    0.8485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5828    0.1537    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4070    0.1159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2209    0.2504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8081   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5998   -1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039    0.5105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446    1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727    2.2497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8608   -0.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622   -0.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1380   -0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 18 15  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 13  1  0  0  0  0
 22 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 30 29  1  6  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9 34  1  0  0  0  0
 30 35  1  0  0  0  0
  3 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  1  0  0  0
 43 48  1  0  0  0  0
 48 49  1  0  0  0  0
 40 49  1  0  0  0  0
 49 50  2  0  0  0  0
 42 51  1  6  0  0  0
 42 52  1  0  0  0  0
 52 53  1  0  0  0  0
  2 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331952

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC(=O)[C@]2([H])[C@]1(C)CC[C@]1(C)[C@@]3([H])CC[C@@]4([H])[C@@]5(C)CO[C@H](O)[C@@]4(C[C@@H](OC(C)=O)[C@@H]5O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=CC[C@@]21C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H58O11/c1-18(2)22-14-23(41)30-34(22,4)12-13-36(6)20-8-9-26-35(5)17-46-33(45)38(26,21(20)10-11-37(30,36)7)15-24(47-19(3)40)31(35)49-32-29(44)28(43)27(42)25(16-39)48-32/h10,18,20,22,24-33,39,42-45H,8-9,11-17H2,1-7H3/t20-,22+,24+,25+,26-,27+,28-,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-/m0/s1

> <INCHI_KEY>
HXURBMQYBLUXCC-GICARBEGSA-N

> <FORMULA>
C38H58O11

> <MOLECULAR_WEIGHT>
690.871

> <EXACT_MASS>
690.397912688

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
76.81666888362673

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5S,6R,9R,10R,13R,14R,17S,18S,21S,23R,24R)-21-hydroxy-5,10,13,18-tetramethyl-7-oxo-9-(propan-2-yl)-24-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-20-oxahexacyclo[16.3.3.0^{1,17}.0^{2,14}.0^{5,13}.0^{6,10}]tetracos-2-en-23-yl acetate

> <JCHEM_LOGP>
2.2981857423333323

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.359116468469251

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.719637867274058

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835559086

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
176.64360000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,6R,9R,10R,13R,14R,17S,18S,21S,23R,24R)-21-hydroxy-9-isopropyl-5,10,13,18-tetramethyl-7-oxo-24-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-20-oxahexacyclo[16.3.3.0^{1,17}.0^{2,14}.0^{5,13}.0^{6,10}]tetracos-2-en-23-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-23         0                                  
HETATM    1  C   UNK     0       6.186  -0.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.016   0.357   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.478   0.428   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       6.308   1.725   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       4.648  -0.869   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.020  -0.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.401   0.569   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       1.344   1.689   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       0.592  -0.446   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.528  -1.503   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.998  -1.077   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.953  -2.616   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.598  -3.347   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.713  -2.539   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.069  -3.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.380  -2.461   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.335  -0.922   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.113  -4.809   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.469  -5.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.802  -5.617   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.847  -7.157   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.553  -4.886   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.864  -5.695   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.437  -0.529   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.494  -1.649   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.052  -3.124   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.109  -4.244   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.554  -3.479   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.067   0.876   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.231   1.866   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.114   2.946   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.424   4.454   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.675   2.398   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.045   0.993   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.770   1.795   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.600   3.092   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.138   3.022   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.846   1.654   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.677   2.951   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.385   1.584   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0       8.555   0.287   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0      10.093   0.216   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.612   0.467   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.708  -0.614   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      14.193  -0.206   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.320  -2.105   0.000  0.00  0.00           C+0
HETATM   47  H   UNK     0      13.074   0.953   0.000  0.00  0.00           H+0
HETATM   48  C   UNK     0      11.843   1.990   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.467   2.680   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      10.216   4.199   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      10.940  -1.070   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       9.263  -1.081   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.724  -1.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   38   53                                             
CONECT    3    2    4    5   35                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   30                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   34                                             
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   13   23                                                  
CONECT   23   22                                                            
CONECT   24   11   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30                                                       
CONECT   30   29    7   31   35                                             
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33    9                                                       
CONECT   35   30    3   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37    2   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   41   42   49                                             
CONECT   41   40                                                            
CONECT   42   40   43   51   52                                             
CONECT   43   42   44   47   48                                             
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   43                                                            
CONECT   48   43   49                                                       
CONECT   49   48   40   50                                                  
CONECT   50   49                                                            
CONECT   51   42                                                            
CONECT   52   42   53                                                       
CONECT   53   52    2                                                       
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₈O₁₁

Average Mass

690.8710 Da

Monoisotopic Mass

690.39791 Da

IUPAC Name

(1R,5S,6R,9R,10R,13R,14R,17S,18S,21S,23R,24R)-21-hydroxy-5,10,13,18-tetramethyl-7-oxo-9-(propan-2-yl)-24-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-20-oxahexacyclo[16.3.3.0^{1,17}.0^{2,14}.0^{5,13}.0^{6,10}]tetracos-2-en-23-yl acetate

Traditional Name

(1R,5S,6R,9R,10R,13R,14R,17S,18S,21S,23R,24R)-21-hydroxy-9-isopropyl-5,10,13,18-tetramethyl-7-oxo-24-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-20-oxahexacyclo[16.3.3.0^{1,17}.0^{2,14}.0^{5,13}.0^{6,10}]tetracos-2-en-23-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC(=O)[C@]2([H])[C@]1(C)CC[C@]1(C)[C@@]3([H])CC[C@@]4([H])[C@@]5(C)CO[C@H](O)[C@@]4(C[C@@H](OC(C)=O)[C@@H]5O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=CC[C@@]21C)C(C)C

InChI Identifier

InChI=1S/C38H58O11/c1-18(2)22-14-23(41)30-34(22,4)12-13-36(6)20-8-9-26-35(5)17-46-33(45)38(26,21(20)10-11-37(30,36)7)15-24(47-19(3)40)31(35)49-32-29(44)28(43)27(42)25(16-39)48-32/h10,18,20,22,24-33,39,42-45H,8-9,11-17H2,1-7H3/t20-,22+,24+,25+,26-,27+,28-,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-/m0/s1

InChI Key

HXURBMQYBLUXCC-GICARBEGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2024-05-09	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	cheng1067@163.com	Not Available	Not Available	2023-10-10	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2024-05-09	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	cheng1067@163.com	Naval Medical University	Peng Sun	2023-10-10	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.07, C2D6OS, simulated)	cheng1067@163.com	Naval Medical University	Zhi Cheng	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500.07, C2D6OS, 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
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	2.3	ChemAxon
pKa (Strongest Acidic)	11.72	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	176.64 m³·mol⁻¹	ChemAxon
Polarizability	76.82 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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 C (NP0331952)

MOL for NP0331952 (enfumafungin C)

3D MOL for NP0331952 (enfumafungin C)

3D SDF for NP0331952 (enfumafungin C)

3D-SDF for NP0331952 (enfumafungin C)

PDB for NP0331952 (enfumafungin C)

3D PDB for NP0331952 (enfumafungin C)

SMILES for NP0331952 (enfumafungin C)

INCHI for NP0331952 (enfumafungin C)

Structure for NP0331952 (enfumafungin C)

3D Structure for NP0331952 (enfumafungin C)