NP-MRD: Showing NP-Card for (-)-Sphingofungin E (NP0061515)

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Record Information

Version

2.0

Created at

2022-04-28 06:17:14 UTC

Updated at

2022-04-28 06:17:14 UTC

NP-MRD ID

NP0061515

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Sphingofungin E

Description

Sphingofungin e belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, sphingofungin e is considered to be a sphingoid base. (-)-Sphingofungin E is found in Paecilomyces variotii (ATCC 74097=MF 5537). (-)-Sphingofungin E was first documented in 2010 (PMID: 20943213). Based on a literature review a small amount of articles have been published on Sphingofungin e (PMID: 35023724) (PMID: 28674344).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652304282208172D          

 29 28  0  0  1  0            999 V2000
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3335    3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0315    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2065    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  1  0  0  0
 18 26  1  6  0  0  0
 17 27  1  6  0  0  0
 16 28  1  6  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 68 67  0  0  0  0  0  0  0  0999 V2000
    8.5573    2.2793   -1.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0520    1.1620   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9976    0.0503   -0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7214    0.6686    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506   -0.3038    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8592   -1.4655    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -2.4342    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674   -3.5127    1.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9931    0.4952   -0.3381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3571    1.3309    0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030    0.8475   -0.6317 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4572    2.1423   -1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3888    0.5774    0.4672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.7175    0.7995   -0.1480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3556   -0.8498    0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5405   -1.7253   -0.1333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1954    1.5182    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2131    1.4752    2.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1445    2.5192    1.7987 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0113    1.9041   -2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4307    2.8735   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8861    2.9454   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0390    0.7837   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1327    1.5005    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3165   -0.8327    0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6008   -1.3161   -0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0449   -3.0218   -0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4599   -2.6154    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7738   -2.3620    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031   -1.2181    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6875   -0.5079   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2197   -1.5097   -1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -1.6375   -1.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    1.0993   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5514   -0.1221   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1771    1.9583   -3.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8568   -0.5666   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467    0.8331    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6797    0.1992   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1979   -1.0020    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4276   -1.0788    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
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  9 10  1  0
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 21 22  1  0
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 23 27  1  0
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 27 28  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
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  5 40  1  0
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  6 42  1  0
  9 43  1  0
  9 44  1  0
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 21 61  1  6
 22 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 29 68  1  0
M  END

  Mrv1652304282208172D          

 29 28  0  0  1  0            999 V2000
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3335    3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0315    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2065    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  1  0  0  0
 18 26  1  6  0  0  0
 17 27  1  6  0  0  0
 16 28  1  6  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC(=O)CCCCCC\C=C\[C@H](O)[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H39NO7/c1-2-3-4-9-12-16(24)13-10-7-5-6-8-11-14-17(25)18(26)19(27)21(22,15-23)20(28)29/h11,14,17-19,23,25-27H,2-10,12-13,15,22H2,1H3,(H,28,29)/b14-11+/t17-,18+,19-,21-/m0/s1

> <INCHI_KEY>
UKUPHONHODZPDA-RPQNWQSJSA-N

> <FORMULA>
C21H39NO7

> <MOLECULAR_WEIGHT>
417.543

> <EXACT_MASS>
417.2726526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.528722551603416

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5S,6E)-2-amino-3,4,5-trihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
-0.42532858958548914

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.836782340056455

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9314879881215257

> <JCHEM_PKA_STRONGEST_BASIC>
8.047015381769956

> <JCHEM_POLAR_SURFACE_AREA>
161.30999999999997

> <JCHEM_REFRACTIVITY>
110.58279999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sphingofungin E

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.885   5.128   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.554   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.222   6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.555   7.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.889   6.668   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.223   5.898   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      35.556   6.668   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      33.659   8.002   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      35.199   8.002   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      32.889   9.336   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      32.119   5.335   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      31.555   8.978   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      30.222   5.128   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      28.888   8.978   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
CONECT    1    2   29                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20   22   25                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   19                                                            
CONECT   26   18                                                            
CONECT   27   17                                                            
CONECT   28   16                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₉NO₇

Average Mass

417.5430 Da

Monoisotopic Mass

417.27265 Da

IUPAC Name

(2S,3R,4R,5S,6E)-2-amino-3,4,5-trihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid

Traditional Name

sphingofungin E

CAS Registry Number

Not Available

SMILES

CCCCCCC(=O)CCCCCC\C=C\[C@H](O)[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O

InChI Identifier

InChI=1S/C21H39NO7/c1-2-3-4-9-12-16(24)13-10-7-5-6-8-11-14-17(25)18(26)19(27)21(22,15-23)20(28)29/h11,14,17-19,23,25-27H,2-10,12-13,15,22H2,1H3,(H,28,29)/b14-11+/t17-,18+,19-,21-/m0/s1

InChI Key

UKUPHONHODZPDA-RPQNWQSJSA-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
Paecilomyces variotii (ATCC 74097=MF 5537)	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Alpha-amino acid
Alpha-amino acid or derivatives
D-alpha-amino acid
L-alpha-amino acid
Amino fatty acid
Beta-hydroxy acid
Branched fatty acid
Hydroxy fatty acid
Keto fatty acid
Unsaturated fatty acid
Hydroxy acid
1,3-aminoalcohol
Amino acid
Secondary alcohol
Amino acid or derivatives
Ketone
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Primary alcohol
Organonitrogen compound
Amine
Primary amine
Primary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Sphingoid base analogs (LMSP01080065 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.18	ALOGPS
logP	-0.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	1.93	ChemAxon
pKa (Strongest Basic)	8.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.31 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	110.58 m³·mol⁻¹	ChemAxon
Polarizability	47.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016771

Chemspider ID

9925133

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11750429

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bissell AU, Rautschek J, Hoefgen S, Raguz L, Mattern DJ, Saeed N, Janevska S, Jojic K, Huang Y, Kufs JE, Herboeck B, Guo H, Hillmann F, Beemelmanns C, Valiante V: Biosynthesis of the Sphingolipid Inhibitors Sphingofungins in Filamentous Fungi Requires Aminomalonate as a Metabolic Precursor. ACS Chem Biol. 2022 Feb 18;17(2):386-394. doi: 10.1021/acschembio.1c00839. Epub 2022 Jan 13. [PubMed:35023724 ]
Noda N, Nambu H, Fujiwara T, Yakura T: Total Synthesis of Sphingofungin E and 4,5-Di-epi-sphingofungin E. Chem Pharm Bull (Tokyo). 2017;65(7):687-696. doi: 10.1248/cpb.c17-00322. [PubMed:28674344 ]
Martinkova M, Gonda J, Raschmanova JS, Slaninkova M, Kuchar J: Total synthesis of a protected form of sphingofungin E using the [3,3]-sigmatropic rearrangement of an allylic thiocyanate as the key reaction. Carbohydr Res. 2010 Nov 22;345(17):2427-37. doi: 10.1016/j.carres.2010.09.016. Epub 2010 Sep 17. [PubMed:20943213 ]

Showing NP-Card for (-)-Sphingofungin E (NP0061515)

MOL for NP0061515 ((-)-Sphingofungin E)

3D MOL for NP0061515 ((-)-Sphingofungin E)

3D SDF for NP0061515 ((-)-Sphingofungin E)

3D-SDF for NP0061515 ((-)-Sphingofungin E)

PDB for NP0061515 ((-)-Sphingofungin E)

3D PDB for NP0061515 ((-)-Sphingofungin E)

SMILES for NP0061515 ((-)-Sphingofungin E)

INCHI for NP0061515 ((-)-Sphingofungin E)

Structure for NP0061515 ((-)-Sphingofungin E)

3D Structure for NP0061515 ((-)-Sphingofungin E)