NP-MRD: Showing NP-Card for monascusic acid B (NP0036612)

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Record Information

Version

2.0

Created at

2021-06-20 19:44:21 UTC

Updated at

2021-06-30 00:08:21 UTC

NP-MRD ID

NP0036612

Secondary Accession Numbers

None

Natural Product Identification

Common Name

monascusic acid B

Provided By

JEOL Database JEOL Logo

Description

Monascusic acid B, also known as monascusate b, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. monascusic acid B is found in Monascus purpureus. monascusic acid B was first documented in 2012 (Zhu, L., et al.). Based on a literature review very few articles have been published on monascusic acid B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121443D          

 39 40  0  0  0  0            999 V2000
    1.5072   -2.7067    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -1.2236    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2948   -0.9421    2.0934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9017   -0.9240    0.6873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1455    0.0555   -0.2270 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3454   -0.3606   -0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1277    0.4685   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    1.1869   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    1.2568   -2.4760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4012    2.6949   -2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    0.1613   -1.6675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2115    0.3759   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.4152   -2.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1453   -2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    0.7543   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -1.0603   -3.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -0.3206    1.1137 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0325   -3.3241    2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -3.0493    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   -2.8990    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.9926    3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.6755    2.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.0371    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6333    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -1.9323    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.0492    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -1.3934   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.4471   -1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.7531   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.0607   -3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4391    2.8511   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    3.4161   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.9486   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.8012   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.2179   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.2690   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066   -0.7950   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.6131    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    0.7114    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  1  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  6 27  1  6  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
  2 17  1  0  0  0  0
 12 13  2  0  0  0  0
 17  6  1  0  0  0  0
 13 14  1  0  0  0  0
  5 11  1  0  0  0  0
 14 15  2  0  0  0  0
  6  7  1  0  0  0  0
 14 16  1  0  0  0  0
 11 34  1  6  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 21  1  1  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  6  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 16 37  1  0  0  0  0
M  END

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    1.5072   -2.7067    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -1.2236    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2948   -0.9421    2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9017   -0.9240    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1455    0.0555   -0.2270 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3454   -0.3606   -0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1277    0.4685   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    1.1869   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    1.2568   -2.4760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4012    2.6949   -2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    0.1613   -1.6675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2115    0.3759   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.4152   -2.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1453   -2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    0.7543   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -1.0603   -3.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -0.3206    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.3241    2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -3.0493    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   -2.8990    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.9926    3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.6755    2.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.0371    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6333    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -1.9323    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.0492    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -1.3934   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.4471   -1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.7531   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.0607   -3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4391    2.8511   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    3.4161   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.9486   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.8012   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.2179   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.2690   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066   -0.7950   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.6131    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    0.7114    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  9 11  1  0
  5  4  1  0
  9 10  1  0
  5  6  1  0
  5 26  1  1
  2  1  1  0
  3  2  1  0
  6 27  1  6
  3  4  1  0
 11 12  1  0
  2 17  1  0
 12 13  2  0
 17  6  1  0
 13 14  1  0
  5 11  1  0
 14 15  2  0
  6  7  1  0
 14 16  1  0
 11 34  1  6
  3 22  1  0
  3 23  1  0
  2 21  1  1
 17 38  1  0
 17 39  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 10 33  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
M  END


  Mrv1652306202121443D          

 39 40  0  0  0  0            999 V2000
    1.5072   -2.7067    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -1.2236    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2948   -0.9421    2.0934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9017   -0.9240    0.6873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1455    0.0555   -0.2270 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3454   -0.3606   -0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1277    0.4685   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    1.1869   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    1.2568   -2.4760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4012    2.6949   -2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    0.1613   -1.6675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2115    0.3759   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.4152   -2.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1453   -2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    0.7543   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -1.0603   -3.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -0.3206    1.1137 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0325   -3.3241    2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -3.0493    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   -2.8990    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.9926    3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.6755    2.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.0371    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6333    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -1.9323    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.0492    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -1.3934   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.4471   -1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.7531   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.0607   -3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4391    2.8511   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    3.4161   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.9486   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.8012   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.2179   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.2690   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066   -0.7950   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.6131    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    0.7114    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  1  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  6 27  1  6  0  0  0
  3  4  1  0  0  0  0
 11 12  1  0  0  0  0
  2 17  1  0  0  0  0
 12 13  2  0  0  0  0
 17  6  1  0  0  0  0
 13 14  1  0  0  0  0
  5 11  1  0  0  0  0
 14 15  2  0  0  0  0
  6  7  1  0  0  0  0
 14 16  1  0  0  0  0
 11 34  1  6  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 21  1  1  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  6  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 16 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036612

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(/[H])[C@@]1([H])[C@]([H])(C([H])=C([H])[C@@]2([H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10-3-6-14-12(9-10)5-4-11(2)13(14)7-8-15(16)17/h4-5,7-8,10-14H,3,6,9H2,1-2H3,(H,16,17)/b8-7+/t10-,11+,12+,13+,14+/m1/s1

> <INCHI_KEY>
RUEMHNNYLHGNMT-HAGPYYNFSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.339

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.524649829236083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]prop-2-enoic acid

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.732716296999999

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.118015788946942

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
70.82610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
monascusic acid B

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    1.5072   -2.7067    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -1.2236    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2948   -0.9421    2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9017   -0.9240    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1455    0.0555   -0.2270 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3454   -0.3606   -0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1277    0.4685   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    1.1869   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    1.2568   -2.4760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4012    2.6949   -2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    0.1613   -1.6675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2115    0.3759   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.4152   -2.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1453   -2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    0.7543   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -1.0603   -3.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -0.3206    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.3241    2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -3.0493    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   -2.8990    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.9926    3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.6755    2.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.0371    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6333    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -1.9323    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.0492    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -1.3934   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.4471   -1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.7531   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.0607   -3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4391    2.8511   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    3.4161   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.9486   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.8012   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.2179   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.2690   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066   -0.7950   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.6131    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    0.7114    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  9 11  1  0
  5  4  1  0
  9 10  1  0
  5  6  1  0
  5 26  1  1
  2  1  1  0
  3  2  1  0
  6 27  1  6
  3  4  1  0
 11 12  1  0
  2 17  1  0
 12 13  2  0
 17  6  1  0
 13 14  1  0
  5 11  1  0
 14 15  2  0
  6  7  1  0
 14 16  1  0
 11 34  1  6
  3 22  1  0
  3 23  1  0
  2 21  1  1
 17 38  1  0
 17 39  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 10 33  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 12 35  1  0
 13 36  1  0
 16 37  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       1.507  -2.707   1.863  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.214  -1.224   2.110  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.295  -0.942   2.093  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.902  -0.924   0.687  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.146   0.056  -0.227  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.345  -0.361  -0.293  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.128   0.469  -1.277  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.551   1.187  -2.251  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.056   1.257  -2.476  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.401   2.695  -2.195  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.714   0.161  -1.668  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.212   0.376  -1.693  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.067  -0.415  -2.360  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.511  -0.145  -2.325  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.084   0.754  -1.742  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.168  -1.060  -3.055  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.963  -0.321   1.114  0.00  0.00           C+0
HETATM   18  H   UNK     0       1.032  -3.324   2.633  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.140  -3.049   0.891  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.585  -2.899   1.903  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.589  -0.993   3.116  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.826  -1.676   2.712  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.471   0.037   2.558  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.954  -0.633   0.777  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.887  -1.932   0.257  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.215   1.049   0.240  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.410  -1.393  -0.662  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.213   0.447  -1.208  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.180   1.753  -2.935  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.121   1.061  -3.543  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.439   2.851  -2.505  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.206   3.416  -2.754  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.320   2.949  -1.132  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.506  -0.801  -2.161  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.599   1.218  -1.119  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.737  -1.269  -2.939  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.107  -0.795  -2.968  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.020  -0.613   1.075  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.944   0.711   1.490  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3   17   21                                             
CONECT    3    2    4   22   23                                             
CONECT    4    5    3   24   25                                             
CONECT    5    4    6   26   11                                             
CONECT    6    5   27   17    7                                             
CONECT    7    8    6   28                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   11   10   30                                             
CONECT   10    9   31   32   33                                             
CONECT   11    9   12    5   34                                             
CONECT   12   11   13   35                                                  
CONECT   13   12   14   36                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   37                                                       
CONECT   17    2    6   38   39                                             
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

RDKit          3D

39 40  0  0  0  0  0  0  0  0999 V2000
    1.5072   -2.7067    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -1.2236    2.1099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2948   -0.9421    2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9017   -0.9240    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1455    0.0555   -0.2270 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3454   -0.3606   -0.2927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1277    0.4685   -1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5506    1.1869   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    1.2568   -2.4760 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4012    2.6949   -2.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    0.1613   -1.6675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2115    0.3759   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.4152   -2.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1453   -2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    0.7543   -1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -1.0603   -3.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627   -0.3206    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.3241    2.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1404   -3.0493    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   -2.8990    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.9926    3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8255   -1.6755    2.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706    0.0371    2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.6333    0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872   -1.9323    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.0492    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -1.3934   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.4471   -1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801    1.7531   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.0607   -3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4391    2.8511   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    3.4161   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.9486   -1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.8012   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.2179   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7371   -1.2690   -2.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066   -0.7950   -2.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.6131    1.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    0.7114    1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
  9 11  1  0
  5  4  1  0
  9 10  1  0
  5  6  1  0
  5 26  1  1
  2  1  1  0
  3  2  1  0
  6 27  1  6
  3  4  1  0
 11 12  1  0
  2 17  1  0
 12 13  2  0
 17  6  1  0
 13 14  1  0
  5 11  1  0
 14 15  2  0
  6  7  1  0
 14 16  1  0
 11 34  1  6
  3 22  1  0
  3 23  1  0
  2 21  1  1
 17 38  1  0
 17 39  1  0
  4 24  1  0
  4 25  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 10 33  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
M  END

View in JSmol

Synonyms

Value	Source
Monascusate b	Generator

Chemical Formula

C₁₅H₂₂O₂

Average Mass

234.3390 Da

Monoisotopic Mass

234.16198 Da

IUPAC Name

(2E)-3-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]prop-2-enoic acid

Traditional Name

monascusic acid B

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(\[H])=C(/[H])[C@@]1([H])[C@]([H])(C([H])=C([H])[C@@]2([H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]12[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H22O2/c1-10-3-6-14-12(9-10)5-4-11(2)13(14)7-8-15(16)17/h4-5,7-8,10-14H,3,6,9H2,1-2H3,(H,16,17)/b8-7+/t10-,11+,12+,13+,14+/m1/s1

InChI Key

RUEMHNNYLHGNMT-HAGPYYNFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Monascus purpureus	JEOL database	Zhu, L., et al, J. Nat. Prod. 75, 567 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acids

Direct Parent

Carboxylic acids

Alternative Parents

Substituents

Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	3.48	ALOGPS
logP	3.73	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.12	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.83 m³·mol⁻¹	ChemAxon
Polarizability	27.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Not Available

Chemspider ID

28521615

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60165166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhu, L., et al. (2012). Zhu, L., et al, J. Nat. Prod. 75, 567 (2012). J. Nat. Prod..

Showing NP-Card for monascusic acid B (NP0036612)

MOL for NP0036612 (monascusic acid B)

3D MOL for NP0036612 (monascusic acid B)

3D SDF for NP0036612 (monascusic acid B)

3D-SDF for NP0036612 (monascusic acid B)

PDB for NP0036612 (monascusic acid B)

3D PDB for NP0036612 (monascusic acid B)

SMILES for NP0036612 (monascusic acid B)

INCHI for NP0036612 (monascusic acid B)

Structure for NP0036612 (monascusic acid B)

3D Structure for NP0036612 (monascusic acid B)