NP-MRD: Showing NP-Card for n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid (NP0233824)

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Record Information

Version

2.0

Created at

2022-09-06 15:34:11 UTC

Updated at

2022-09-06 15:34:11 UTC

NP-MRD ID

NP0233824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid

Description

1-Isobutanol belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Isobutanol (IUPAC nomenclature: 2-Methylpropan-1-ol) is an organic compound with the formula (CH3)2CHCH2OH (sometimes represented as i-BuOH). 1-Isobutanol is an extremely weak basic (essentially neutral) compound (based on its pKa). In March 2009, the Canadian government announced a ban on isobutanol use in cosmetics. Outside of the human body, 1-Isobutanol has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make 1-isobutanol a potential biomarker for the consumption of these foods. The host's highly active amino acid biosynthetic pathway is shifted to alcohol production. In Reppe carbonylation, the same products are obtained, but the hydrogenation is effected by the water-gas shift reaction. Two methods are practiced industrially, hydroformylation is more common and generates a mixture of isobutyraldehydes:CH3CHCH2 + CO + H2 → CH3CH2CH2CHOThe reaction is catalyzed by cobalt or rhodium complexes. n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid is found in Moringa oleifera. Isobutyl esters of phthalic, adipic, and related dicarboxylic acids are common plasticizers.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241209122D          

 32 33  0  0  0  0            999 V2000
   -2.5783    1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783    0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    0.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    1.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    2.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    3.1645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    2.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    3.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389    1.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3139   -1.8478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6576   -2.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -2.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7608   -3.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494    0.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631   -0.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7581   -2.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -2.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010   -3.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -1.7060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570   -1.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783   -1.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760    0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365    0.8681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324    3.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  8  1  0  0  0  0
  7 13  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
 10 12  2  0  0  0  0
 11 32  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 20  1  0  0  0  0
 20 29  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    9.8174    1.0307   -0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4014    0.8858   -0.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186    0.1340    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3980   -0.4025    1.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -0.0488    0.1084 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6326   -0.8395    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615   -0.8863    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162    0.0595    1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.0224    1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3983   -0.9532    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0757   -1.0731    0.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9741   -0.2299    0.4691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0589    1.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9278   -0.3921    1.6995 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5898    0.6520    2.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251    0.1783    0.5545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0899   -0.0880    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9820    0.9727    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4612    0.7611    0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5362    2.1356    0.6464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0924   -0.3885   -0.7240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0322   -1.7997   -0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716   -2.4999   -1.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -3.9974   -1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -1.9181   -2.6141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7061    0.2289   -0.7715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9493    1.6313   -0.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857    2.4927   -1.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9015    3.9339   -1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971    2.0076   -2.7410 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -1.8982   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6173   -1.8706    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2220    1.5738   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0243    1.6901    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2994    0.0495   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786    0.3925   -0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -1.8853    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7547   -0.3482    2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731    0.8348    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3177    0.7688    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6591    0.5930    1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5712   -1.1504    2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    1.5677    2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7983    0.2002    3.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380    0.8897    3.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5041    1.2819    0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8272    0.7043   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6921   -0.1666    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8972    1.6423    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520   -0.0096   -1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6386   -4.3199   -1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8516   -4.3211   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5308   -4.3758   -2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -0.0621   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    4.5723   -2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9006    4.1976   -2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9432    4.2169   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -2.6956   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -2.6228   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 10 31  1  0
 31 32  2  0
 32  7  1  0
 26 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 12 41  1  1
 14 42  1  1
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  6
 19 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  6
 24 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  6
 29 55  1  0
 29 56  1  0
 29 57  1  0
 31 58  1  0
 32 59  1  0
M  END


  Mrv0541 02241209122D          

 32 33  0  0  0  0            999 V2000
   -2.5783    1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783    0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    0.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    1.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    1.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    2.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    3.1645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    2.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    3.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389    1.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -1.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3139   -1.8478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6576   -2.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -2.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -1.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7608   -3.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494    0.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631   -0.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7581   -2.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -2.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010   -3.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -1.7060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570   -1.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783   -1.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760    0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365    0.8681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324    3.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  8  1  0  0  0  0
  7 13  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
 10 12  2  0  0  0  0
 11 32  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 20  1  0  0  0  0
 20 29  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)NCC1=CC=C(OC2OC(C)C(OC(C)=O)C(OC(C)=O)C2OC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO10/c1-11-17(29-12(2)23)18(30-13(3)24)19(31-14(4)25)20(28-11)32-16-8-6-15(7-9-16)10-22-21(26)27-5/h6-9,11,17-20H,10H2,1-5H3,(H,22,26)

> <INCHI_KEY>
LCQPFOZNYVLABG-UHFFFAOYSA-N

> <FORMULA>
C21H27NO10

> <MOLECULAR_WEIGHT>
453.4398

> <EXACT_MASS>
453.163496089

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.43219529022139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5-bis(acetyloxy)-6-(4-{[(methoxycarbonyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
1.3358047736666656

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.887821394558795

> <JCHEM_PKA_STRONGEST_BASIC>
-4.281671368299307

> <JCHEM_POLAR_SURFACE_AREA>
135.69

> <JCHEM_REFRACTIVITY>
105.63489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-bis(acetyloxy)-6-(4-{[(methoxycarbonyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.813   2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.813   1.333   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.480   0.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.149   1.333   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.149   2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.480   3.642   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.480  -0.979   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.480   5.183   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -2.119   5.907   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.788   5.131   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.573   5.856   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.819   3.590   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.260  -1.921   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.453  -3.449   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.228  -4.379   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.187  -3.783   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.377  -2.260   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.847  -1.333   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.420  -5.907   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.652   0.195   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.798  -1.662   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.415  -4.713   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.951  -4.600   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.922  -5.797   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.562  -3.185   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.280  -2.088   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.109  -3.090   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.813  -1.947   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.889   0.234   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.561   1.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.723  -1.060   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.114   5.856   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    8                                                  
CONECT    7    3   13                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   32                                                       
CONECT   12   10                                                            
CONECT   13    7   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   21                                                  
CONECT   18   13   17   20                                                  
CONECT   19   15                                                            
CONECT   20   18   29                                                       
CONECT   21   17   26                                                       
CONECT   22   16   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   20   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   11                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
N-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidate	Generator

Chemical Formula

C₂₁H₂₇NO₁₀

Average Mass

453.4398 Da

Monoisotopic Mass

453.16350 Da

IUPAC Name

4,5-bis(acetyloxy)-6-(4-{[(methoxycarbonyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

Traditional Name

4,5-bis(acetyloxy)-6-(4-{[(methoxycarbonyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

COC(=O)NCC1=CC=C(OC2OC(C)C(OC(C)=O)C(OC(C)=O)C2OC(C)=O)C=C1

InChI Identifier

InChI=1S/C21H27NO10/c1-11-17(29-12(2)23)18(30-13(3)24)19(31-14(4)25)20(28-11)32-16-8-6-15(7-9-16)10-22-21(26)27-5/h6-9,11,17-20H,10H2,1-5H3,(H,22,26)

InChI Key

LCQPFOZNYVLABG-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
Moringa oleifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Tricarboxylic acid or derivatives
Phenol ether
Phenoxy compound
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Methylcarbamate
Carbamic acid ester
Carboxylic acid ester
Carbonic acid derivative
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	2.21	ALOGPS
logP	1.34	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.89	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	135.69 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	105.63 m³·mol⁻¹	ChemAxon
Polarizability	45.43 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031948

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008639

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isobutanol

METLIN ID

Not Available

PubChem Compound

131751222

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid (NP0233824)

MOL for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

3D MOL for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

3D SDF for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

3D-SDF for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

PDB for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

3D PDB for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

SMILES for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

INCHI for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

Structure for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)

3D Structure for NP0233824 (n-[(4-{[3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}phenyl)methyl]methoxycarboximidic acid)