NP-MRD: Showing NP-Card for n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid (NP0244907)

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Record Information

Version

2.0

Created at

2022-09-07 05:48:25 UTC

Updated at

2022-09-07 05:48:26 UTC

NP-MRD ID

NP0244907

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid

Description

N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.G. S-,C-, or N-type) has been reported. n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid is found in Gracilaria asiatica. N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251510542D          

 60 61  0  0  0  0            999 V2000
  -17.1473   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0039   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9862   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1131   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8276   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5421   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565   -2.4750    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  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  0  0  0  0
 29 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 48 47  1  4  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
M  END

     RDKit          3D

153154  0  0  0  0  0  0  0  0999 V2000
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   18.2332    2.0750   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3366    1.6880    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6389    0.4120    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6982   -0.0625    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0552   -1.3219    0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0621   -1.9276    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9495   -0.9432    2.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2472   -0.5443    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1548    0.4370    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0261    0.0010    1.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2717   -1.1970    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7685   -0.8485   -0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613   -1.9128   -0.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6746   -2.2331    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -0.9698    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -1.2677    0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    0.0810    0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5927    0.7335   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472   -0.0726   -1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5206   -1.0436   -1.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -0.4191   -3.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278    0.9235   -3.1183 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -8.0056   -1.8999   -1.4586 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5380   -3.8140    2.0335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5033   -3.1572    3.2560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -3.1924    1.0813 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3373   -4.0768    0.0365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5138    0.6267   -1.9559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2709    1.8589   -2.6983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9024    0.9614   -1.3839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7077    2.0892   -0.5677 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1730    1.8120   -1.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.4519    1.6676    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.6820    3.6789   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.3571    3.3414    0.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6105    2.2918   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0116    1.3125   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9536    1.5703    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6159    2.5226    0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4146   -0.3610   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
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   16.3073   -0.2275    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9859    0.7641    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8859   -2.0868    0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1104   -2.9561   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3495   -0.1848    0.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004251510542D          

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M  END
> <DATABASE_ID>
NP0244907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)C(O)CC=CCCCCC1CC1CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C49H93NO10/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26-30-34-42(53)48(58)50-40(37-59-49-47(57)46(56)45(55)43(36-51)60-49)44(54)41(52)33-29-27-24-25-28-32-39-35-38(39)31-6-4-2/h27,29,38-47,49,51-57H,3-26,28,30-37H2,1-2H3,(H,50,58)

> <INCHI_KEY>
TVQMRUDVRPMEND-UHFFFAOYSA-N

> <FORMULA>
C49H93NO10

> <MOLECULAR_WEIGHT>
856.28

> <EXACT_MASS>
855.679948199

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
153

> <JCHEM_AVERAGE_POLARIZABILITY>
107.56677064936869

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanamide

> <ALOGPS_LOGP>
7.66

> <JCHEM_LOGP>
10.214935455333332

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.605422019728554

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.039892111892343

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834177580157

> <JCHEM_POLAR_SURFACE_AREA>
189.17

> <JCHEM_REFRACTIVITY>
240.69870000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0     -32.008  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -30.675  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -29.341  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -28.007  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -26.674  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -25.340  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -24.006  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -22.673  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      16.774  -3.286   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      17.544  -4.620   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      18.878  -5.390   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      20.212  -4.620   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      21.545  -5.390   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      22.879  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
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                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   43                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   32   42                                                  
CONECT   42   41                                                            
CONECT   43   29   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54   56                                                       
CONECT   56   55   54   57                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  122    0
END

View in JSmol

Synonyms

Value	Source
N-[11-(2-Butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidate	Generator

Chemical Formula

C₄₉H₉₃NO₁₀

Average Mass

856.2800 Da

Monoisotopic Mass

855.67995 Da

IUPAC Name

N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanamide

Traditional Name

N-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)C(O)CC=CCCCCC1CC1CCCC

InChI Identifier

InChI=1S/C49H93NO10/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26-30-34-42(53)48(58)50-40(37-59-49-47(57)46(56)45(55)43(36-51)60-49)44(54)41(52)33-29-27-24-25-28-32-39-35-38(39)31-6-4-2/h27,29,38-47,49,51-57H,3-26,28,30-37H2,1-2H3,(H,50,58)

InChI Key

TVQMRUDVRPMEND-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Gracilaria asiatica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.G. S-,C-, or N-type) has been reported.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Glycosphingolipids

Direct Parent

Glycosphingolipids

Alternative Parents

Substituents

Glycosphingolipid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Fatty acyl
Oxane
Secondary alcohol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Oxacycle
Acetal
Polyol
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	7.66	ALOGPS
logP	10.21	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.17 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	240.7 m³·mol⁻¹	ChemAxon
Polarizability	107.57 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73228851

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid (NP0244907)

MOL for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

3D MOL for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

3D SDF for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

3D-SDF for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

PDB for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

3D PDB for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

SMILES for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

INCHI for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

Structure for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)

3D Structure for NP0244907 (n-[11-(2-butylcyclopropyl)-3,4-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}undec-6-en-2-yl]-2-hydroxypentacosanimidic acid)