NP-MRD: Showing NP-Card for Sphingofungin D (NP0061674)

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Record Information

Version

2.0

Created at

2022-04-28 06:25:05 UTC

Updated at

2022-04-28 06:25:05 UTC

NP-MRD ID

NP0061674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sphingofungin D

Description

(2S,3R,4R,5S,6E,14S)-2-(Acetylamino)-3,4,5,14-tetrahydroxy-6-icosenoic acid belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. Sphingofungin D is found in Aspergillus fumigatus ATCC 20857. Based on a literature review very few articles have been published on (2S,3R,4R,5S,6E,14S)-2-(Acetylamino)-3,4,5,14-tetrahydroxy-6-icosenoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208252D          

 30 29  0  0  1  0            999 V2000
   11.9033    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
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  1  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
    8.3309    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
    6.9020    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
    5.4730    3.9849    0.0000 C   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
    4.0441    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6151    3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9007    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1862    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1862    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    4.8099    0.0000 O   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
  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  1  0  0  0  0
  7  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  6  0  0  0
 14 25  1  6  0  0  0
 13 26  1  6  0  0  0
  4 27  1  1  0  0  0
  1 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 71 70  0  0  0  0  0  0  0  0999 V2000
    9.1980   -2.0326    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0167   -2.8444    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8537   -2.7539    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3596   -1.3247    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2069   -1.3533   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6101   -0.0083   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689    0.6134    0.3025 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0959   -0.2158    0.8364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    1.9753    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    1.9933   -0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968    1.1693   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335    1.3188   -1.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    2.7354   -1.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    3.2866   -0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    2.7545   -0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9522    1.8534   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411    1.4270   -0.0572 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9853    0.6102    1.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1890    0.8274   -1.0418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7683   -0.3667   -1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5614    0.6606   -0.4625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9749    1.8483    0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7051   -0.4581    0.5142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2837   -1.7236   -0.0884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3924   -2.5508    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9730   -3.8383   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9629   -2.2105    1.7387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1467   -0.6508    0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7269   -1.7264    0.6987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8396    0.3889    1.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5029   -2.2275   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0551   -2.3283    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0367   -0.9461    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3437   -3.9022    1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7348   -2.5514    2.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1637   -3.1186   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0487   -3.4054    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1623   -0.7111   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145   -0.8719    1.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962   -2.0429   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5037   -1.8479   -1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    0.6704   -1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7473   -0.1120   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.6547    1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4730   -1.0045    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496    2.6519   -0.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1410    2.3582    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0875    3.0620   -1.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8275    1.6769   -1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7933    1.3647    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569    0.0735   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6809    0.6460   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041    0.9932   -2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    3.3965   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838    2.7291   -2.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869    4.4047   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128    3.2770    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880    3.1369    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6870    1.4499   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6839    2.3806    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031    1.0711    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2418    1.5571   -1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9613   -0.7387   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2579    0.4720   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6506    1.8501    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1483   -0.2798    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6534   -1.9971   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9663   -4.1215    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7188   -4.6110    0.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0188   -3.7199   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0554    1.2571    1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 30  1  0
 28 29  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 16 59  1  0
 17 60  1  1
 18 61  1  0
 19 62  1  6
 20 63  1  0
 21 64  1  6
 22 65  1  0
 23 66  1  1
 24 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 30 71  1  0
M  END


  Mrv1652304282208252D          

 30 29  0  0  1  0            999 V2000
   11.9033    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
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  1  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
    8.3309    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
    6.9020    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
    5.4730    3.9849    0.0000 C   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
    4.0441    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6151    3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9007    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1862    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1862    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    4.8099    0.0000 O   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
  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  1  0  0  0  0
  7  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  6  0  0  0
 14 25  1  6  0  0  0
 13 26  1  6  0  0  0
  4 27  1  1  0  0  0
  1 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC[C@H](O)CCCCCC\C=C\[C@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)20(27)21(28)19(22(29)30)23-16(2)24/h12,15,17-21,25-28H,3-11,13-14H2,1-2H3,(H,23,24)(H,29,30)/b15-12+/t17-,18-,19-,20+,21+/m0/s1

> <INCHI_KEY>
VKFZVQCKAPPEFZ-AHNDFMKZSA-N

> <FORMULA>
C22H41NO7

> <MOLECULAR_WEIGHT>
431.57

> <EXACT_MASS>
431.288302664

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.671436202533215

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5S,6E,14S)-2-acetamido-3,4,5,14-tetrahydroxyicos-6-enoic acid

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
2.058312778666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.645166888095794

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7007982424389576

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1760909585455983

> <JCHEM_POLAR_SURFACE_AREA>
147.32000000000002

> <JCHEM_REFRACTIVITY>
114.79769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5S,6E,14S)-2-acetamido-3,4,5,14-tetrahydroxyicos-6-enoic acid

> <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      22.219   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.549   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.215   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.882   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.548   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.214   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.214   8.978   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.881   9.748   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.548   9.748   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       0.881   6.668   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -0.453   7.438   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.787   6.668   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.453   8.978   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.548   5.128   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.882   8.978   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.215   5.128   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      18.218   8.978   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
CONECT    1    2   28                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   27                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   15                                                            
CONECT   25   14                                                            
CONECT   26   13                                                            
CONECT   27    4                                                            
CONECT   28    1   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4R,5S,6E,14S)-2-(Acetylamino)-3,4,5,14-tetrahydroxy-6-icosenoate	Generator

Chemical Formula

C₂₂H₄₁NO₇

Average Mass

431.5700 Da

Monoisotopic Mass

431.28830 Da

IUPAC Name

(2S,3R,4R,5S,6E,14S)-2-acetamido-3,4,5,14-tetrahydroxyicos-6-enoic acid

Traditional Name

(2S,3R,4R,5S,6E,14S)-2-acetamido-3,4,5,14-tetrahydroxyicos-6-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC[C@H](O)CCCCCC\C=C\[C@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)20(27)21(28)19(22(29)30)23-16(2)24/h12,15,17-21,25-28H,3-11,13-14H2,1-2H3,(H,23,24)(H,29,30)/b15-12+/t17-,18-,19-,20+,21+/m0/s1

InChI Key

VKFZVQCKAPPEFZ-AHNDFMKZSA-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 fumigatus ATCC 20857	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Phytoceramides

Alternative Parents

Substituents

N-acyl-4-hydroxysphinganine
Long-chain fatty acid
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Amino fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Hydroxy acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
1,2-diol
Polyol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.16	ALOGPS
logP	2.06	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	147.32 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	114.8 m³·mol⁻¹	ChemAxon
Polarizability	49.67 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

Not Available

Chemspider ID

9092277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10917024

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sphingofungin D (NP0061674)

MOL for NP0061674 (Sphingofungin D)

3D MOL for NP0061674 (Sphingofungin D)

3D SDF for NP0061674 (Sphingofungin D)

3D-SDF for NP0061674 (Sphingofungin D)

PDB for NP0061674 (Sphingofungin D)

3D PDB for NP0061674 (Sphingofungin D)

SMILES for NP0061674 (Sphingofungin D)

INCHI for NP0061674 (Sphingofungin D)

Structure for NP0061674 (Sphingofungin D)

3D Structure for NP0061674 (Sphingofungin D)