NP-MRD: Showing NP-Card for Monaspurpurone (NP0008485)

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Record Information

Version

2.0

Created at

2020-12-09 06:03:48 UTC

Updated at

2021-07-15 17:00:33 UTC

NP-MRD ID

NP0008485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Monaspurpurone

Provided By

NPAtlas

Description

(2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-1,2,3,4-tetrahydronaphthalen-1-one belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. Monaspurpurone is found in Monascus purpureus. Monaspurpurone was first documented in 2010 (PMID: 19459082). Based on a literature review very few articles have been published on (2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-1,2,3,4-tetrahydronaphthalen-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106103D          

 32 33  0  0  0  0            999 V2000
    3.8498    1.8397   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.3952   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -0.2580   -0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.2056   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135    0.6340   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.1667   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.1494    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -1.9902    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -1.5237    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -2.4160    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7391    0.1959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6877   -0.8001   -0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0780   -0.8906   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.6292    0.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5216    1.4828   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.7898    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.0564   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.1197   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    2.0938   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4202    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    2.0729   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.6775   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.0446    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -2.3048    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -2.2054    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -2.5943   -0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.1044    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.6008   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    1.3192    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    2.5374   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    1.1787   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.4139    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9  4  1  0  0  0  0
 17  6  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 22  1  0  0  0  0
  8 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  1  0  0  0
 13 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  END

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
    3.8498    1.8397   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.3952   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -0.2580   -0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.2056   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135    0.6340   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.1667   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.1494    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -1.9902    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -1.5237    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -2.4160    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7391    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877   -0.8001   -0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0780   -0.8906   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.6292    0.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5216    1.4828   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.7898    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.0564   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.1197   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    2.0938   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4202    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    2.0729   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.6775   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.0446    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -2.3048    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -2.2054    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -2.5943   -0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.1044    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.6008   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    1.3192    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    2.5374   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    1.1787   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.4139    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  1
 14 17  1  0
 17 18  2  0
  9  4  1  0
 17  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv1652306242106103D          

 32 33  0  0  0  0            999 V2000
    3.8498    1.8397   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.3952   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -0.2580   -0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.2056   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135    0.6340   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.1667   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.1494    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -1.9902    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -1.5237    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -2.4160    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7391    0.1959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6877   -0.8001   -0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0780   -0.8906   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.6292    0.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5216    1.4828   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.7898    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.0564   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.1197   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    2.0938   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4202    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    2.0729   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.6775   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.0446    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -2.3048    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -2.2054    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -2.5943   -0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.1044    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.6008   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    1.3192    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    2.5374   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    1.1787   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.4139    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9  4  1  0  0  0  0
 17  6  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 22  1  0  0  0  0
  8 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  1  0  0  0
 13 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C1C(=O)C([H])([H])[H])C(=O)[C@@](O[H])(C([H])([H])[H])[C@@]([H])(O[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O5/c1-6(14)8-5-9-7(3-10(8)15)4-11(16)13(2,18)12(9)17/h3,5,11,15-16,18H,4H2,1-2H3/t11-,13+/m0/s1

> <INCHI_KEY>
NSRAXDCHRMOUJF-WCQYABFASA-N

> <FORMULA>
C13H14O5

> <MOLECULAR_WEIGHT>
250.25

> <EXACT_MASS>
250.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.911613170049467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
0.6720032236666664

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.276168440350201

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.260521904138401

> <JCHEM_PKA_STRONGEST_BASIC>
-3.395636467113621

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
64.2774

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-3,4-dihydronaphthalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
    3.8498    1.8397   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.3952   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -0.2580   -0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.2056   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135    0.6340   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.1667   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.1494    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -1.9902    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -1.5237    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -2.4160    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7391    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877   -0.8001   -0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0780   -0.8906   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.6292    0.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5216    1.4828   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.7898    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.0564   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.1197   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    2.0938   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4202    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    2.0729   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.6775   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.0446    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -2.3048    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -2.2054    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -2.5943   -0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.1044    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.6008   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    1.3192    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    2.5374   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    1.1787   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.4139    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  1
 14 17  1  0
 17 18  2  0
  9  4  1  0
 17  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  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       3.850   1.840  -0.663  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.736   0.395  -0.366  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.786  -0.258  -0.258  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.432  -0.206  -0.213  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.313   0.634  -0.357  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.030   0.167  -0.231  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.229  -1.149   0.044  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.847  -1.990   0.189  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.173  -1.524   0.062  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.193  -2.416   0.219  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.574  -1.739   0.196  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.688  -0.800  -0.096  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.078  -0.891  -1.444  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.397   0.629   0.263  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.522   1.483  -0.292  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.324   0.790   1.633  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.130   1.056  -0.384  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.004   2.120  -1.042  0.00  0.00           O+0
HETATM   19  H   UNK     0       4.900   2.094  -0.859  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.478   2.420   0.224  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.207   2.073  -1.543  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.460   1.678  -0.572  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.751  -3.045   0.406  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.160  -2.305   0.173  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.672  -2.205   1.190  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.625  -2.594  -0.540  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.597  -1.104   0.497  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.586  -1.601  -1.910  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.449   1.319   0.272  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.202   2.537  -0.286  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.657   1.179  -1.353  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.582   1.414   1.904  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10    4                                                  
CONECT   10    9   24                                                       
CONECT   11    7   12   25   26                                             
CONECT   12   11   13   14   27                                             
CONECT   13   12   28                                                       
CONECT   14   12   15   16   17                                             
CONECT   15   14   29   30   31                                             
CONECT   16   14   32                                                       
CONECT   17   14   18    6                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    5                                                            
CONECT   23    8                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   15                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

RDKit          3D

32 33  0  0  0  0  0  0  0  0999 V2000
    3.8498    1.8397   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.3952   -0.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858   -0.2580   -0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.2056   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135    0.6340   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0300    0.1667   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.1494    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -1.9902    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -1.5237    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -2.4160    0.2186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -1.7391    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6877   -0.8001   -0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0780   -0.8906   -1.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3971    0.6292    0.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5216    1.4828   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    0.7898    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.0564   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.1197   -1.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    2.0938   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4202    0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    2.0729   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.6775   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.0446    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599   -2.3048    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6724   -2.2054    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252   -2.5943   -0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.1044    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -1.6008   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    1.3192    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2024    2.5374   -0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    1.1787   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819    1.4139    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  1
 14 17  1  0
 17 18  2  0
  9  4  1  0
 17  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄O₅

Average Mass

250.2500 Da

Monoisotopic Mass

250.08412 Da

IUPAC Name

(2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

(2R,3S)-7-acetyl-2,3,6-trihydroxy-2-methyl-3,4-dihydronaphthalen-1-one

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C(O)C=C2C[C@H](O)[C@@](C)(O)C(=O)C2=C1

InChI Identifier

InChI=1S/C13H14O5/c1-6(14)8-5-9-7(3-10(8)15)4-11(16)13(2,18)12(9)17/h3,5,11,15-16,18H,4H2,1-2H3/t11-,13+/m0/s1

InChI Key

NSRAXDCHRMOUJF-WCQYABFASA-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
Monascus purpureus	NPAtlas	19459082

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Acetophenone
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Acyloin
Tertiary alcohol
Vinylogous acid
1,2-diol
Secondary alcohol
Ketone
Polyol
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.1	ALOGPS
logP	0.67	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.28 m³·mol⁻¹	ChemAxon
Polarizability	24.91 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

NPA013461

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28288178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586826

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheng MJ, Wu MD, Chen IS, Chen CY, Lo WL, Yuan GF: Secondary metabolites from the red mould rice of Monascus purpureus BCRC 38113. Nat Prod Res. 2010 Nov;24(18):1719-25. doi: 10.1080/14786410902941477. [PubMed:19459082 ]

Showing NP-Card for Monaspurpurone (NP0008485)

MOL for NP0008485 (Monaspurpurone)

3D MOL for NP0008485 (Monaspurpurone)

3D SDF for NP0008485 (Monaspurpurone)

3D-SDF for NP0008485 (Monaspurpurone)

PDB for NP0008485 (Monaspurpurone)

3D PDB for NP0008485 (Monaspurpurone)

SMILES for NP0008485 (Monaspurpurone)

INCHI for NP0008485 (Monaspurpurone)

Structure for NP0008485 (Monaspurpurone)

3D Structure for NP0008485 (Monaspurpurone)