NP-MRD: Showing NP-Card for zinolol (NP0032768)

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Record Information

Version

2.0

Created at

2021-06-19 23:29:02 UTC

Updated at

2021-06-30 00:02:09 UTC

NP-MRD ID

NP0032768

Secondary Accession Numbers

None

Natural Product Identification

Common Name

zinolol

Provided By

JEOL Database JEOL Logo

Description

Zinolol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. zinolol is found in Anagallis monelli. zinolol was first documented in 2007 (PMID: 17329877). Based on a literature review very few articles have been published on zinolol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101293D          

 44 45  0  0  0  0            999 V2000
    0.4486   -5.5595   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -4.6819   -1.3455 N   0  0  1  0  0  0  0  0  0  0  0  0
    2.5094   -4.3010   -0.4485 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1364   -3.2393    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -3.2582    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.2675    2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0819   -2.3579    3.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -1.2270    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.1786    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253   -0.1674    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8371    0.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0629    1.9643    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053    3.0552    0.1519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0185    4.1488    1.1422 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372    3.6049    2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718    3.5714   -0.8531 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1105    4.6212   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.4229   -1.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9165    2.8880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    1.2260   -0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6468    0.1675   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.1824    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.1125   -0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -5.8453   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -5.0559    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -6.4766   -0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -5.2189   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -5.1919    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -3.8862   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -4.0479    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951   -1.6111    4.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617   -0.4551    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.4673   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.7008   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039    4.9900    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    4.5203    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    2.7697    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.9779   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.7500   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    2.1269   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    2.0750   -3.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.4688   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -0.6797   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -2.9968   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
 11 20  1  0  0  0  0
 10  9  1  0  0  0  0
 20 18  1  0  0  0  0
  9  8  1  0  0  0  0
 18 16  1  0  0  0  0
  8  6  2  0  0  0  0
 16 13  1  0  0  0  0
  6  5  1  0  0  0  0
 13 12  1  0  0  0  0
  5  4  2  0  0  0  0
 12 11  1  0  0  0  0
  4 22  1  0  0  0  0
 22  9  2  0  0  0  0
 22 23  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 20 21  1  0  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
 13 14  1  0  0  0  0
 11 10  1  0  0  0  0
 11 33  1  6  0  0  0
 16 38  1  1  0  0  0
 17 39  1  0  0  0  0
 18 40  1  6  0  0  0
 19 41  1  0  0  0  0
 20 42  1  1  0  0  0
 21 43  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 13 34  1  6  0  0  0
 15 37  1  0  0  0  0
  8 32  1  0  0  0  0
  5 30  1  0  0  0  0
 23 44  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  2 27  1  0  0  0  0
  7 31  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    0.4486   -5.5595   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -4.6819   -1.3455 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -4.3010   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -3.2393    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -3.2582    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.2675    2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0819   -2.3579    3.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -1.2270    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.1786    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253   -0.1674    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8371    0.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0629    1.9643    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053    3.0552    0.1519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0185    4.1488    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    3.6049    2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718    3.5714   -0.8531 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1105    4.6212   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.4229   -1.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9165    2.8880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    1.2260   -0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6468    0.1675   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.1824    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.1125   -0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -5.8453   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -5.0559    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -6.4766   -0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -5.2189   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -5.1919    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -3.8862   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -4.0479    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951   -1.6111    4.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617   -0.4551    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.4673   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.7008   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039    4.9900    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    4.5203    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    2.7697    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.9779   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.7500   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    2.1269   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    2.0750   -3.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.4688   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -0.6797   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -2.9968   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 11 20  1  0
 10  9  1  0
 20 18  1  0
  9  8  1  0
 18 16  1  0
  8  6  2  0
 16 13  1  0
  6  5  1  0
 13 12  1  0
  5  4  2  0
 12 11  1  0
  4 22  1  0
 22  9  2  0
 22 23  1  0
 16 17  1  0
  4  3  1  0
 18 19  1  0
  3  2  1  0
 20 21  1  0
  6  7  1  0
  2  1  1  0
 13 14  1  0
 11 10  1  0
 11 33  1  6
 16 38  1  1
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 14 35  1  0
 14 36  1  0
 13 34  1  6
 15 37  1  0
  8 32  1  0
  5 30  1  0
 23 44  1  0
  3 28  1  0
  3 29  1  0
  2 27  1  0
  7 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306202101293D          

 44 45  0  0  0  0            999 V2000
    0.4486   -5.5595   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -4.6819   -1.3455 N   0  0  1  0  0  0  0  0  0  0  0  0
    2.5094   -4.3010   -0.4485 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1364   -3.2393    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -3.2582    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.2675    2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0819   -2.3579    3.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -1.2270    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.1786    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253   -0.1674    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8371    0.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0629    1.9643    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053    3.0552    0.1519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0185    4.1488    1.1422 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9372    3.6049    2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718    3.5714   -0.8531 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1105    4.6212   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.4229   -1.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9165    2.8880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    1.2260   -0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6468    0.1675   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.1824    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.1125   -0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -5.8453   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -5.0559    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -6.4766   -0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -5.2189   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -5.1919    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -3.8862   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -4.0479    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951   -1.6111    4.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617   -0.4551    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.4673   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.7008   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039    4.9900    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    4.5203    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    2.7697    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.9779   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.7500   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    2.1269   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    2.0750   -3.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.4688   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -0.6797   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -2.9968   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
 11 20  1  0  0  0  0
 10  9  1  0  0  0  0
 20 18  1  0  0  0  0
  9  8  1  0  0  0  0
 18 16  1  0  0  0  0
  8  6  2  0  0  0  0
 16 13  1  0  0  0  0
  6  5  1  0  0  0  0
 13 12  1  0  0  0  0
  5  4  2  0  0  0  0
 12 11  1  0  0  0  0
  4 22  1  0  0  0  0
 22  9  2  0  0  0  0
 22 23  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 20 21  1  0  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
 13 14  1  0  0  0  0
 11 10  1  0  0  0  0
 11 33  1  6  0  0  0
 16 38  1  1  0  0  0
 17 39  1  0  0  0  0
 18 40  1  6  0  0  0
 19 41  1  0  0  0  0
 20 42  1  1  0  0  0
 21 43  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 13 34  1  6  0  0  0
 15 37  1  0  0  0  0
  8 32  1  0  0  0  0
  5 30  1  0  0  0  0
 23 44  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  2 27  1  0  0  0  0
  7 31  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032768

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])=C(O[H])C(=C1[H])C([H])([H])N([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO8/c1-15-4-6-2-7(17)3-8(10(6)18)22-14-13(21)12(20)11(19)9(5-16)23-14/h2-3,9,11-21H,4-5H2,1H3/t9-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
XDRANPRXTFIDRB-RGCYKPLRSA-N

> <FORMULA>
C14H21NO8

> <MOLECULAR_WEIGHT>
331.321

> <EXACT_MASS>
331.12671664

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.590172764731136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{2,5-dihydroxy-3-[(methylamino)methyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.56

> <JCHEM_LOGP>
-2.2529806391629585

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.182716594356705

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.701704048540556

> <JCHEM_PKA_STRONGEST_BASIC>
8.78254205956253

> <JCHEM_POLAR_SURFACE_AREA>
151.87

> <JCHEM_REFRACTIVITY>
77.3931

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{2,5-dihydroxy-3-[(methylamino)methyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    0.4486   -5.5595   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -4.6819   -1.3455 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -4.3010   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -3.2393    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -3.2582    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.2675    2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0819   -2.3579    3.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -1.2270    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.1786    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253   -0.1674    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8371    0.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0629    1.9643    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053    3.0552    0.1519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0185    4.1488    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    3.6049    2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718    3.5714   -0.8531 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1105    4.6212   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.4229   -1.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9165    2.8880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    1.2260   -0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6468    0.1675   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.1824    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.1125   -0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -5.8453   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -5.0559    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -6.4766   -0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -5.2189   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -5.1919    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -3.8862   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -4.0479    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951   -1.6111    4.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617   -0.4551    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.4673   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.7008   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039    4.9900    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    4.5203    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    2.7697    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.9779   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.7500   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    2.1269   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    2.0750   -3.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.4688   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -0.6797   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -2.9968   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 11 20  1  0
 10  9  1  0
 20 18  1  0
  9  8  1  0
 18 16  1  0
  8  6  2  0
 16 13  1  0
  6  5  1  0
 13 12  1  0
  5  4  2  0
 12 11  1  0
  4 22  1  0
 22  9  2  0
 22 23  1  0
 16 17  1  0
  4  3  1  0
 18 19  1  0
  3  2  1  0
 20 21  1  0
  6  7  1  0
  2  1  1  0
 13 14  1  0
 11 10  1  0
 11 33  1  6
 16 38  1  1
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 14 35  1  0
 14 36  1  0
 13 34  1  6
 15 37  1  0
  8 32  1  0
  5 30  1  0
 23 44  1  0
  3 28  1  0
  3 29  1  0
  2 27  1  0
  7 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.449  -5.559  -0.658  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.401  -4.682  -1.345  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.509  -4.301  -0.449  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.136  -3.239   0.561  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.747  -3.258   1.826  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.466  -2.268   2.766  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.082  -2.358   3.979  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.593  -1.227   2.473  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.009  -1.179   1.212  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.125  -0.167   0.947  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.714   0.837   0.103  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.063   1.964   0.920  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.605   3.055   0.152  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.018   4.149   1.142  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.937   3.605   2.095  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.572   3.571  -0.853  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.111   4.621  -1.658  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.130   2.423  -1.759  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.917   2.888  -2.628  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.353   1.226  -0.942  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.647   0.168  -1.870  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.260  -2.182   0.270  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.614  -2.112  -0.938  0.00  0.00           O+0
HETATM   24  H   UNK     0      -0.343  -5.845  -1.357  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.030  -5.056   0.188  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.932  -6.477  -0.305  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.805  -5.219  -2.118  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.917  -5.192   0.045  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.316  -3.886  -1.066  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.447  -4.048   2.091  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.795  -1.611   4.532  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.362  -0.455   3.199  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.617   0.467  -0.405  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.511   2.701  -0.358  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.504   4.990   0.640  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.155   4.520   1.703  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.530   2.770   2.395  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.303   3.978  -0.330  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.461   4.750  -2.379  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.951   2.127  -2.424  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.283   2.075  -3.034  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.300   1.469  -0.444  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.483  -0.680  -1.397  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.740  -2.997  -1.359  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   27                                                  
CONECT    3    4    2   28   29                                             
CONECT    4    5   22    3                                                  
CONECT    5    6    4   30                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6   31                                                       
CONECT    8    9    6   32                                                  
CONECT    9   10    8   22                                                  
CONECT   10    9   11                                                       
CONECT   11   20   12   10   33                                             
CONECT   12   13   11                                                       
CONECT   13   16   12   14   34                                             
CONECT   14   15   13   35   36                                             
CONECT   15   14   37                                                       
CONECT   16   18   13   17   38                                             
CONECT   17   16   39                                                       
CONECT   18   20   16   19   40                                             
CONECT   19   18   41                                                       
CONECT   20   11   18   21   42                                             
CONECT   21   20   43                                                       
CONECT   22    4    9   23                                                  
CONECT   23   22   44                                                       
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33   11                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   23                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

RDKit          3D

44 45  0  0  0  0  0  0  0  0999 V2000
    0.4486   -5.5595   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4012   -4.6819   -1.3455 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -4.3010   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -3.2393    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470   -3.2582    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -2.2675    2.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0819   -2.3579    3.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5930   -1.2270    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087   -1.1786    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253   -0.1674    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.8371    0.1030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0629    1.9643    0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6053    3.0552    0.1519 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0185    4.1488    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    3.6049    2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5718    3.5714   -0.8531 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1105    4.6212   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.4229   -1.7587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9165    2.8880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    1.2260   -0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6468    0.1675   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.1824    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138   -2.1125   -0.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -5.8453   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -5.0559    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -6.4766   -0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -5.2189   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9174   -5.1919    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156   -3.8862   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466   -4.0479    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951   -1.6111    4.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617   -0.4551    3.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.4673   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112    2.7008   -0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5039    4.9900    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    4.5203    1.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    2.7697    2.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.9779   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4605    4.7500   -2.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    2.1269   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2828    2.0750   -3.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995    1.4688   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -0.6797   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -2.9968   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 11 20  1  0
 10  9  1  0
 20 18  1  0
  9  8  1  0
 18 16  1  0
  8  6  2  0
 16 13  1  0
  6  5  1  0
 13 12  1  0
  5  4  2  0
 12 11  1  0
  4 22  1  0
 22  9  2  0
 22 23  1  0
 16 17  1  0
  4  3  1  0
 18 19  1  0
  3  2  1  0
 20 21  1  0
  6  7  1  0
  2  1  1  0
 13 14  1  0
 11 10  1  0
 11 33  1  6
 16 38  1  1
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 14 35  1  0
 14 36  1  0
 13 34  1  6
 15 37  1  0
  8 32  1  0
  5 30  1  0
 23 44  1  0
  3 28  1  0
  3 29  1  0
  2 27  1  0
  7 31  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-(O-beta-D-Glucopyranosyl)-6-(N-methylaminomethyl)-1,4-dihydroxybenzene	ChEBI
2-(O-b-D-Glucopyranosyl)-6-(N-methylaminomethyl)-1,4-dihydroxybenzene	Generator
2-(O-Β-D-glucopyranosyl)-6-(N-methylaminomethyl)-1,4-dihydroxybenzene	Generator

Chemical Formula

C₁₄H₂₁NO₈

Average Mass

331.3210 Da

Monoisotopic Mass

331.12672 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{2,5-dihydroxy-3-[(methylamino)methyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{2,5-dihydroxy-3-[(methylamino)methyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])=C(O[H])C(=C1[H])C([H])([H])N([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H21NO8/c1-15-4-6-2-7(17)3-8(10(6)18)22-14-13(21)12(20)11(19)9(5-16)23-14/h2-3,9,11-21H,4-5H2,1H3/t9-,11-,12+,13-,14-/m1/s1

InChI Key

XDRANPRXTFIDRB-RGCYKPLRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anagallis monelli	KNApSAcK Database	22123792
Lysimachia monelli	JEOL database	Amimar, S., et al, Chem. Pharm. Bull. 55, 385 (2007)

Chemical Taxonomy

Classification

Not classified

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	-1.6	ALOGPS
logP	-2.3	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	8.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	151.87 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.39 m³·mol⁻¹	ChemAxon
Polarizability	32.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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

C00032550

Chemspider ID

17343653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

66506

Good Scents ID

Not Available

References

General References

Ammar S, Mahjoub MA, Charfi N, Skandarani I, Chekir-Ghedira L, Mighri Z: Mutagenic, antimutagenic and antioxidant activities of a new class of beta-glucoside hydroxyhydroquinone from Anagallis monelli growing in Tunisia. Chem Pharm Bull (Tokyo). 2007 Mar;55(3):385-8. doi: 10.1248/cpb.55.385. [PubMed:17329877 ]
Amimar, S., et al. (2007). Amimar, S., et al, Chem. Pharm. Bull. 55, 385 (2007) . Chem. Pharm. Bull..

Showing NP-Card for zinolol (NP0032768)

MOL for NP0032768 (zinolol)

3D MOL for NP0032768 (zinolol)

3D SDF for NP0032768 (zinolol)

3D-SDF for NP0032768 (zinolol)

PDB for NP0032768 (zinolol)

3D PDB for NP0032768 (zinolol)

SMILES for NP0032768 (zinolol)

INCHI for NP0032768 (zinolol)

Structure for NP0032768 (zinolol)

3D Structure for NP0032768 (zinolol)