NP-MRD: Showing NP-Card for Monaspilosin (NP0007627)

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Record Information

Version

2.0

Created at

2020-12-09 04:27:17 UTC

Updated at

2021-07-15 16:58:06 UTC

NP-MRD ID

NP0007627

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Monaspilosin

Provided By

NPAtlas

Description

Monaspilosin is found in Monascus and Monascus pilosus. Monaspilosin was first documented in 2008 (PMID: 18310957). Based on a literature review very few articles have been published on Monaspilosin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118423D          

 35 36  0  0  0  0            999 V2000
    1.1525    0.2078    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874    0.7586   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    0.9573   -1.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7110    0.4344   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    1.2149    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    0.7304    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704   -0.5720    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -1.3710    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.8663   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    1.1619   -1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.0036   -0.8715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5704   -0.4090   -0.6060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9333   -0.3980   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.3152    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142   -0.3029    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5064   -0.3755    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7768   -0.3625    1.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.4585   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0297   -0.4694   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.9988   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.3964   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    2.2436    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117    1.3778    1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5631   -0.9807    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -2.3903    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.4855   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    1.4674   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    1.5365    0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -1.0261   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -0.9441    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.2554    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -0.2368    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2448   -1.2193    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029   -0.5141   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689   -0.5368   -1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9  4  1  0  0  0  0
 19 13  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  5 22  1  0  0  0  0
  6 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
M  END

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.1525    0.2078    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874    0.7586   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    0.9573   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7110    0.4344   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    1.2149    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    0.7304    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704   -0.5720    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -1.3710    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.8663   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    1.1619   -1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.0036   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.4090   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333   -0.3980   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.3152    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142   -0.3029    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5064   -0.3755    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7768   -0.3625    1.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.4585   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0297   -0.4694   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.9988   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.3964   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    2.2436    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117    1.3778    1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5631   -0.9807    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -2.3903    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.4855   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    1.4674   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    1.5365    0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -1.0261   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -0.9441    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.2554    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -0.2368    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2448   -1.2193    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029   -0.5141   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689   -0.5368   -1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9  4  1  0
 19 13  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1652306242118423D          

 35 36  0  0  0  0            999 V2000
    1.1525    0.2078    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874    0.7586   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    0.9573   -1.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7110    0.4344   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    1.2149    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    0.7304    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704   -0.5720    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -1.3710    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.8663   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    1.1619   -1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.0036   -0.8715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5704   -0.4090   -0.6060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9333   -0.3980   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.3152    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142   -0.3029    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5064   -0.3755    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7768   -0.3625    1.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.4585   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0297   -0.4694   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.9988   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.3964   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    2.2436    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117    1.3778    1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5631   -0.9807    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -2.3903    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.4855   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    1.4674   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    1.5365    0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -1.0261   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -0.9441    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.2554    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -0.2368    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2448   -1.2193    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029   -0.5141   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689   -0.5368   -1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9  4  1  0  0  0  0
 19 13  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  5 22  1  0  0  0  0
  6 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007627

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c17-15-8-6-13(7-9-15)10-11-19-16(18)12-14-4-2-1-3-5-14/h1-9,17H,10-12H2

> <INCHI_KEY>
LEHFWRIESDDBMM-UHFFFAOYSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.301

> <EXACT_MASS>
256.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.15750710208501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)ethyl 2-phenylacetate

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
3.4664571619999998

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.503740986874442

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958337605155919

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
73.48320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxyphenyl)ethyl phenylacetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.1525    0.2078    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874    0.7586   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    0.9573   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7110    0.4344   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    1.2149    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    0.7304    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704   -0.5720    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -1.3710    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.8663   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    1.1619   -1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.0036   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.4090   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333   -0.3980   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.3152    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142   -0.3029    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5064   -0.3755    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7768   -0.3625    1.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.4585   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0297   -0.4694   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.9988   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.3964   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    2.2436    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117    1.3778    1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5631   -0.9807    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -2.3903    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.4855   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    1.4674   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    1.5365    0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -1.0261   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -0.9441    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.2554    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -0.2368    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2448   -1.2193    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029   -0.5141   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689   -0.5368   -1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9  4  1  0
 19 13  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  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  O   UNK     0       1.153   0.208   0.339  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.287   0.759  -0.786  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.628   0.957  -1.407  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.711   0.434  -0.539  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.340   1.215   0.415  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.344   0.730   1.220  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.770  -0.572   1.106  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.165  -1.371   0.167  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.166  -0.866  -0.623  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.119   1.162  -1.400  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.160   1.004  -0.872  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.570  -0.409  -0.606  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.933  -0.398  -0.056  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.123  -0.315   1.299  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.414  -0.303   1.849  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.506  -0.376   1.011  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.777  -0.363   1.567  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.329  -0.459  -0.344  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.030  -0.469  -0.875  0.00  0.00           C+0
HETATM   20  H   UNK     0       2.852   1.999  -1.632  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.610   0.396  -2.379  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.992   2.244   0.494  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.812   1.378   1.957  0.00  0.00           H+0
HETATM   24  H   UNK     0       6.563  -0.981   1.730  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.498  -2.390   0.078  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.666  -1.486  -1.382  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.932   1.467  -1.510  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.174   1.537   0.118  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.597  -1.026  -1.533  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.860  -0.944   0.076  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.313  -0.255   2.014  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.541  -0.237   2.924  0.00  0.00           H+0
HETATM   33  H   UNK     0      -7.245  -1.219   1.834  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.203  -0.514  -0.975  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.969  -0.537  -1.951  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   20   21                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9   25                                                  
CONECT    9    8    4   26                                                  
CONECT   10    2   11                                                       
CONECT   11   10   12   27   28                                             
CONECT   12   11   13   29   30                                             
CONECT   13   12   14   19                                                  
CONECT   14   13   15   31                                                  
CONECT   15   14   16   32                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   33                                                       
CONECT   18   16   19   34                                                  
CONECT   19   18   13   35                                                  
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

RDKit          3D

35 36  0  0  0  0  0  0  0  0999 V2000
    1.1525    0.2078    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874    0.7586   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    0.9573   -1.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7110    0.4344   -0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3402    1.2149    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440    0.7304    1.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704   -0.5720    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649   -1.3710    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.8663   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1193    1.1619   -1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1604    1.0036   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.4090   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333   -0.3980   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.3152    1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142   -0.3029    1.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5064   -0.3755    1.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7768   -0.3625    1.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.4585   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0297   -0.4694   -0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.9988   -1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6100    0.3964   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9922    2.2436    0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117    1.3778    1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5631   -0.9807    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -2.3903    0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -1.4855   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    1.4674   -1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    1.5365    0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -1.0261   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -0.9441    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.2554    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -0.2368    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2448   -1.2193    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029   -0.5141   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9689   -0.5368   -1.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9  4  1  0
 19 13  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
2-(4-Hydroxyphenyl)ethyl 2-phenylacetic acid	Generator

Chemical Formula

C₁₆H₁₆O₃

Average Mass

256.3010 Da

Monoisotopic Mass

256.10994 Da

IUPAC Name

2-(4-hydroxyphenyl)ethyl 2-phenylacetate

Traditional Name

2-(4-hydroxyphenyl)ethyl phenylacetate

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CCOC(=O)CC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C16H16O3/c17-15-8-6-13(7-9-15)10-11-19-16(18)12-14-4-2-1-3-5-14/h1-9,17H,10-12H2

InChI Key

LEHFWRIESDDBMM-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, 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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Monascus	NPAtlas	18310957
Monascus pilosus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Monascus pilosus BCRC38072	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as tyrosols and derivatives. These are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.8	ALOGPS
logP	3.47	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	73.48 m³·mol⁻¹	ChemAxon
Polarizability	28.16 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

NPAtlas ID

NPA001746

HMDB ID

HMDB0183025

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030790

Chemspider ID

28284983

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24850763

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheng MJ, Wu MD, Chen IS, Yuan GF: Secondary metabolites from the mycelia of the fungus Monascus pilosus BCRC 38072. Chem Pharm Bull (Tokyo). 2008 Mar;56(3):394-7. doi: 10.1248/cpb.56.394. [PubMed:18310957 ]

Showing NP-Card for Monaspilosin (NP0007627)

MOL for NP0007627 (Monaspilosin)

3D MOL for NP0007627 (Monaspilosin)

3D SDF for NP0007627 (Monaspilosin)

3D-SDF for NP0007627 (Monaspilosin)

PDB for NP0007627 (Monaspilosin)

3D PDB for NP0007627 (Monaspilosin)

SMILES for NP0007627 (Monaspilosin)

INCHI for NP0007627 (Monaspilosin)

Structure for NP0007627 (Monaspilosin)

3D Structure for NP0007627 (Monaspilosin)