NP-MRD: Showing NP-Card for 2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid (NP0290334)

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Record Information

Version

2.0

Created at

2022-09-09 20:57:57 UTC

Updated at

2022-09-09 20:57:57 UTC

NP-MRD ID

NP0290334

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid

Description

2-Amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. 2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid is found in Pleurocybella porrigens. Based on a literature review very few articles have been published on 2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092222572D          

 31 32  0  0  0  0            999 V2000
    0.6039    0.8250    0.0000 C   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
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   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
   -2.1434   -1.2375    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -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
    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
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 62 63  0  0  0  0  0  0  0  0999 V2000
   -4.2144    1.9018   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543    0.6750   -1.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    1.1534   -3.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807    0.1886   -0.8639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738    0.0004   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690    0.8247    1.0992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1301    0.3979    1.7268 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748    0.7656    1.1669 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0450    0.0444    1.8578 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.7693    1.0519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7300   -2.1192    1.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -2.7545    0.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7311   -4.1420    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -4.0562   -0.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7719   -2.7131    0.4009 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4440   -2.9406   -0.8130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2253   -1.4555    1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7502   -1.7307    2.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2310   -0.3357    1.0776 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4342    0.3995    2.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    2.2511    1.2206 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6301    2.8028   -0.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0165    2.8891    1.6819 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0619    4.2418    1.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1234    2.2923    0.8327 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2925    2.9611    1.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6376   -0.2909   -1.9598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5671    0.3672   -2.8150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2600   -0.7815   -0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310   -1.3951    0.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6148   -0.5706   -0.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3906    1.6668    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1999    2.0185   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145    2.8188   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7131    0.3179   -3.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2750    1.9667   -2.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9272    1.5966   -3.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914   -1.0783    0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.0319   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025    0.6787    1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1632    0.4809    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306   -0.6232   -0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0453   -2.1540   -0.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -4.5390   -0.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724   -4.7944    0.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -3.3251   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305   -3.5760    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3615   -3.2511   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1173   -1.0847    0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312   -2.5611    2.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4383    0.3955    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800   -0.0704    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    2.5241    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374    2.2817   -0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763    2.7149    2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704    4.6174    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    2.4717   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3429    3.7977    0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -1.1427   -2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5595    0.3331   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4171    0.1790   -3.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1044   -0.7298    0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
 27 29  1  0
 29 31  1  0
 29 30  2  0
 25  6  1  0
 19 10  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  1
  8 41  1  6
 10 42  1  6
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  1
 16 48  1  0
 17 49  1  6
 18 50  1  0
 19 51  1  6
 20 52  1  0
 21 53  1  1
 22 54  1  0
 23 55  1  1
 24 56  1  0
 25 57  1  6
 26 58  1  0
 27 59  1  6
 28 60  1  0
 28 61  1  0
 31 62  1  0
M  END


  Mrv1652309092222572D          

 31 32  0  0  0  0            999 V2000
    0.6039    0.8250    0.0000 C   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
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   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
   -2.1434   -1.2375    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -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
    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
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290334

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(OCC1OC(OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H31NO13/c1-17(2,13(18)14(26)27)28-4-6-8(21)10(23)12(25)16(30-6)31-15-11(24)9(22)7(20)5(3-19)29-15/h5-13,15-16,19-25H,3-4,18H2,1-2H3,(H,26,27)

> <INCHI_KEY>
WRWNSTBKFMQHDP-UHFFFAOYSA-N

> <FORMULA>
C17H31NO13

> <MOLECULAR_WEIGHT>
457.429

> <EXACT_MASS>
457.179540062

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
43.383760983132674

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid

> <JCHEM_LOGP>
-6.732560506074906

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.908036958912982

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7283261421337315

> <JCHEM_PKA_STRONGEST_BASIC>
8.968338933672843

> <JCHEM_POLAR_SURFACE_AREA>
241.85

> <JCHEM_REFRACTIVITY>
95.92459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       1.127   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   1.540   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   27                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    8   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    6   26                                                  
CONECT   26   25                                                            
CONECT   27    2   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoate	Generator

Chemical Formula

C₁₇H₃₁NO₁₃

Average Mass

457.4290 Da

Monoisotopic Mass

457.17954 Da

IUPAC Name

2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid

Traditional Name

2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(OCC1OC(OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C(N)C(O)=O

InChI Identifier

InChI=1S/C17H31NO13/c1-17(2,13(18)14(26)27)28-4-6-8(21)10(23)12(25)16(30-6)31-15-11(24)9(22)7(20)5(3-19)29-15/h5-13,15-16,19-25H,3-4,18H2,1-2H3,(H,26,27)

InChI Key

WRWNSTBKFMQHDP-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
Pleurocybella porrigens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Valine or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
Branched fatty acid
Heterocyclic fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Oxane
Fatty acyl
Fatty acid
Amino acid or derivatives
Amino acid
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Amine
Organopnictogen compound
Primary amine
Primary aliphatic amine
Organic oxide
Primary alcohol
Organonitrogen compound
Organooxygen compound
Carbonyl group
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	-6.7	ChemAxon
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	8.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	241.85 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.92 m³·mol⁻¹	ChemAxon
Polarizability	43.38 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

75163450

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid (NP0290334)

MOL for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

3D MOL for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

3D SDF for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

3D-SDF for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

PDB for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

3D PDB for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

SMILES for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

INCHI for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

Structure for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)

3D Structure for NP0290334 (2-amino-3-methyl-3-[(3,4,5-trihydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]butanoic acid)