NP-MRD: Showing NP-Card for Stachyline B (NP0009660)

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Record Information

Version

2.0

Created at

2021-01-05 19:15:50 UTC

Updated at

2021-07-15 17:03:54 UTC

NP-MRD ID

NP0009660

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stachyline B

Provided By

NPAtlas

Description

2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Stachyline B is found in Stachylidium. Based on a literature review very few articles have been published on 2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106513D          

 33 33  0  0  0  0            999 V2000
   -3.6111    1.3728    2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390    0.5782    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    0.9573   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.8682    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -1.1147    2.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -1.0834    0.7285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8992   -0.2108    1.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -0.2120    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.6365    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5608    0.6308    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.2282   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -0.2163   -1.2130 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2098    0.7532   -2.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974    1.4195   -2.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.9278   -3.0456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.0785   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -1.0596   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    1.0209    3.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    2.4085    2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    1.8369   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    0.0902   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.0422   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -1.4724    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -1.5842    2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075   -2.1490    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.8689   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.3259    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.2976    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -1.2327   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    0.0343   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.5413   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7387   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -1.7561   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17  8  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  6  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
M  END

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.6111    1.3728    2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390    0.5782    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    0.9573   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.8682    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -1.1147    2.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -1.0834    0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -0.2108    1.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -0.2120    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.6365    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5608    0.6308    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.2282   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -0.2163   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.7532   -2.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974    1.4195   -2.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.9278   -3.0456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.0785   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -1.0596   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    1.0209    3.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    2.4085    2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    1.8369   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    0.0902   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.0422   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -1.4724    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -1.5842    2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075   -2.1490    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.8689   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.3259    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.2976    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -1.2327   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    0.0343   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.5413   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7387   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -1.7561   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END


  Mrv1652306242106513D          

 33 33  0  0  0  0            999 V2000
   -3.6111    1.3728    2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390    0.5782    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    0.9573   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.8682    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -1.1147    2.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -1.0834    0.7285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8992   -0.2108    1.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -0.2120    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.6365    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5608    0.6308    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.2282   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -0.2163   -1.2130 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2098    0.7532   -2.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974    1.4195   -2.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.9278   -3.0456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.0785   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -1.0596   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    1.0209    3.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    2.4085    2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    1.8369   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    0.0902   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.0422   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -1.4724    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -1.5842    2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075   -2.1490    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.8689   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.3259    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.2976    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -1.2327   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    0.0343   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.5413   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7387   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -1.7561   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17  8  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  6  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009660

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C1=C([H])C([H])=C(OC([H])([H])[C@@]([H])(O[H])C(=C([H])[H])C([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O4/c1-9(2)12(14)8-17-11-5-3-10(4-6-11)7-13(15)16/h3-6,12,14H,1,7-8H2,2H3,(H,15,16)/t12-/m1/s1

> <INCHI_KEY>
NTVKQXXUTNSBBQ-GFCCVEGCSA-N

> <FORMULA>
C13H16O4

> <MOLECULAR_WEIGHT>
236.267

> <EXACT_MASS>
236.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.03169792718608

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.7975989926666665

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.839162684074537

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.895062601641329

> <JCHEM_PKA_STRONGEST_BASIC>
-3.306550242023052

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
63.236000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.6111    1.3728    2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390    0.5782    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    0.9573   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.8682    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -1.1147    2.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -1.0834    0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -0.2108    1.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -0.2120    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.6365    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5608    0.6308    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.2282   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -0.2163   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.7532   -2.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974    1.4195   -2.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.9278   -3.0456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.0785   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -1.0596   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    1.0209    3.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    2.4085    2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    1.8369   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    0.0902   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.0422   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -1.4724    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -1.5842    2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075   -2.1490    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.8689   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.3259    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.2976    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -1.2327   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    0.0343   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.5413   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7387   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -1.7561   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.611   1.373   2.367  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.539   0.578   1.332  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.804   0.957  -0.081  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.151  -0.868   1.549  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.917  -1.115   2.889  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.898  -1.083   0.729  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.899  -0.211   1.189  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.339  -0.212   0.601  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.312   0.637   1.051  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.561   0.631   0.453  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.817  -0.228  -0.591  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.169  -0.216  -1.213  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.210   0.753  -2.324  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.197   1.420  -2.616  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.370   0.928  -3.046  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.862  -1.079  -1.052  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.606  -1.060  -0.437  0.00  0.00           C+0
HETATM   18  H   UNK     0      -3.404   1.021   3.363  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.877   2.409   2.232  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.448   1.837  -0.203  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.363   0.090  -0.545  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.840   1.042  -0.651  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.951  -1.472   1.121  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.053  -1.584   2.979  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.607  -2.149   0.837  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.104  -0.869  -0.321  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.139   1.326   1.874  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.341   1.298   0.800  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.422  -1.233  -1.625  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.889   0.034  -0.404  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.266   0.541  -2.854  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.095  -1.739  -1.871  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.129  -1.756  -0.835  0.00  0.00           H+0
CONECT    1    2   18   19                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2   20   21   22                                             
CONECT    4    2    5    6   23                                             
CONECT    5    4   24                                                       
CONECT    6    4    7   25   26                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   29   30                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   31                                                       
CONECT   16   11   17   32                                                  
CONECT   17   16    8   33                                                  
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

RDKit          3D

33 33  0  0  0  0  0  0  0  0999 V2000
   -3.6111    1.3728    2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390    0.5782    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    0.9573   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.8682    1.5485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -1.1147    2.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -1.0834    0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -0.2108    1.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -0.2120    0.6006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.6365    1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5608    0.6308    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170   -0.2282   -0.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1691   -0.2163   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    0.7532   -2.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1974    1.4195   -2.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.9278   -3.0456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.0785   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064   -1.0596   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039    1.0209    3.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    2.4085    2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    1.8369   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    0.0902   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.0422   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507   -1.4724    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -1.5842    2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6075   -2.1490    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.8689   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386    1.3259    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    1.2976    0.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -1.2327   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8892    0.0343   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2660    0.5413   -2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7387   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -1.7561   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  2  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  6
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetate	Generator

Chemical Formula

C₁₃H₁₆O₄

Average Mass

236.2670 Da

Monoisotopic Mass

236.10486 Da

IUPAC Name

2-(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid

Traditional Name

(4-{[(2S)-2-hydroxy-3-methylbut-3-en-1-yl]oxy}phenyl)acetic acid

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H](O)COC1=CC=C(CC(O)=O)C=C1

InChI Identifier

InChI=1S/C13H16O4/c1-9(2)12(14)8-17-11-5-3-10(4-6-11)7-13(15)16/h3-6,12,14H,1,7-8H2,2H3,(H,15,16)/t12-/m1/s1

InChI Key

NTVKQXXUTNSBBQ-GFCCVEGCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stachylidium	NPAtlas	21162532

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:70076 )

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	1.91	ALOGPS
logP	1.8	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.24 m³·mol⁻¹	ChemAxon
Polarizability	25.03 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA000500

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26383450

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

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Stachyline B (NP0009660)

MOL for NP0009660 (Stachyline B)

3D MOL for NP0009660 (Stachyline B)

3D SDF for NP0009660 (Stachyline B)

3D-SDF for NP0009660 (Stachyline B)

PDB for NP0009660 (Stachyline B)

3D PDB for NP0009660 (Stachyline B)

SMILES for NP0009660 (Stachyline B)

INCHI for NP0009660 (Stachyline B)

Structure for NP0009660 (Stachyline B)

3D Structure for NP0009660 (Stachyline B)