NP-MRD: Showing NP-Card for Dehydromonacolin K (NP0003524)

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Record Information

Version

1.0

Created at

2020-12-09 00:44:49 UTC

Updated at

2021-07-15 16:46:38 UTC

NP-MRD ID

NP0003524

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dehydromonacolin K

Provided By

NPAtlas

Description

(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. Dehydromonacolin K is found in Monascus purpureus. It was first documented in 2000 (PMID: 11087463). Based on a literature review very few articles have been published on (1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

 62 64  0  0  0  0            999 V2000
    4.9105    1.6303    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147    1.2300    1.9169 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6132    1.8301    1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7885    3.3199    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304    1.3602    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    2.2494   -0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    0.0100    0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021   -0.4426   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746   -1.1772   -1.7961 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2598   -2.6550   -1.8023 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6720   -3.2572   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -3.2564   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4486   -2.6126   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -3.1272    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304   -2.7297    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.7361   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3572   -2.4765   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -0.7162   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5493    0.5694   -0.6964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5895    1.1720    0.2042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1048    2.4932   -0.3352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1333    3.0267    0.6149 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -5.6208    1.3393   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.3857   -1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784    0.6401   -2.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    2.2635   -1.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.3200   -0.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981    2.6136    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938    1.5969   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.8767    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463    0.1128    1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    1.5053    2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0306    1.4768    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1041    3.6236    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    3.6246    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545    3.8488    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.4280   -1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679   -0.8884   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.8433   -2.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -3.0209   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -2.6570   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -4.3221   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -3.2526   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -4.1969   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -3.8325    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -3.0812    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -1.3712    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2215   -1.5824   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
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 19 20  1  0  0  0  0
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 23 60  1  0  0  0  0
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 28 62  1  6  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
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    4.0147    1.2300    1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8501    0.0100    0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021   -0.4426   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746   -1.1772   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -2.6550   -1.8023 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6720   -3.2572   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242117483D          

 62 64  0  0  0  0            999 V2000
    4.9105    1.6303    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147    1.2300    1.9169 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.7885    3.3199    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304    1.3602    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    2.2494   -0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    0.0100    0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021   -0.4426   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746   -1.1772   -1.7961 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2598   -2.6550   -1.8023 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1542   -1.7361   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.0508   -0.7162   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5493    0.5694   -0.6964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5895    1.1720    0.2042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1048    2.4932   -0.3352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1333    3.0267    0.6149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2831    2.1162    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    1.3393   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.3857   -1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7288    2.2635   -1.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.3200   -0.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981    2.6136    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938    1.5969   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.8767    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463    0.1128    1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    1.5053    2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0306    1.4768    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1041    3.6236    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    3.6246    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545    3.8488    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.4280   -1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679   -0.8884   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.8433   -2.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -3.0209   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -2.6570   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -4.3221   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -3.2526   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -4.1969   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -3.8325    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -3.0812    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -1.3712    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.8979   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -1.7815   -2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.3400   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -0.5066    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540    1.2974   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0553    0.4147   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174    1.4350    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229    0.5009    0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    3.2053   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254    3.1266    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    4.0186    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8906    2.0662    1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732    0.6730   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -1.5824   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28  8  1  0  0  0  0
 28 13  1  0  0  0  0
 27 21  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  1  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  8 38  1  6  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 41  1  6  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  0  0  0  0
 16 48  1  1  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 18 52  1  1  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 55  1  0  0  0  0
 20 56  1  0  0  0  0
 21 57  1  6  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 24 61  1  0  0  0  0
 28 62  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0003524

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C([H])([H])[C@]([H])(OC1=O)C([H])([H])C([H])([H])[C@@]1([H])[C@]([H])(C([H])=C([H])C2=C([H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])[C@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O4/c1-5-16(3)24(26)28-21-14-15(2)13-18-10-9-17(4)20(23(18)21)12-11-19-7-6-8-22(25)27-19/h6,8-10,13,15-17,19-21,23H,5,7,11-12,14H2,1-4H3/t15-,16+,17-,19-,20-,21-,23-/m0/s1

> <INCHI_KEY>
SPIVMHAGTHFLMO-ZYMANQMLSA-N

> <FORMULA>
C24H34O4

> <MOLECULAR_WEIGHT>
386.532

> <EXACT_MASS>
386.245709575

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.03030218672262

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
5.436948810333332

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.274105808981385

> <JCHEM_PKA_STRONGEST_BASIC>
-6.616565034861839

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
112.8038

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    4.9105    1.6303    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147    1.2300    1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    1.8301    1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7885    3.3199    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304    1.3602    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    2.2494   -0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    0.0100    0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021   -0.4426   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746   -1.1772   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -2.6550   -1.8023 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6720   -3.2572   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -3.2564   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4486   -2.6126   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -3.1272    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304   -2.7297    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.7361   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3572   -2.4765   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -0.7162   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5493    0.5694   -0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895    1.1720    0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    2.4932   -0.3352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1333    3.0267    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2831    2.1162    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    1.3393   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.3857   -1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784    0.6401   -2.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    2.2635   -1.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.3200   -0.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981    2.6136    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938    1.5969   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.8767    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463    0.1128    1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    1.5053    2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0306    1.4768    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1041    3.6236    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    3.6246    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545    3.8488    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.4280   -1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679   -0.8884   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.8433   -2.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -3.0209   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -2.6570   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -4.3221   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -3.2526   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -4.1969   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -3.8325    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -3.0812    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -1.3712    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.8979   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -1.7815   -2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.3400   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -0.5066    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540    1.2974   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0553    0.4147   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4229    0.5009    0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    3.2053   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254    3.1266    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    4.0186    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8906    2.0662    1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732    0.6730   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -1.5824   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 18 28  1  0
 28  8  1  0
 28 13  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  1
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  6
 22 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 28 62  1  6
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       4.910   1.630   0.778  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.015   1.230   1.917  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.613   1.830   1.750  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.789   3.320   1.726  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.030   1.360   0.442  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.725   2.249  -0.391  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.850   0.010   0.195  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.302  -0.443  -1.020  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.375  -1.177  -1.796  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.260  -2.655  -1.802  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.672  -3.257  -1.742  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.510  -3.256  -0.692  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.449  -2.613  -0.231  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.355  -3.127   0.862  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.630  -2.730   1.015  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.154  -1.736  -0.002  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.357  -2.477  -1.335  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.051  -0.716  -0.130  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.549   0.569  -0.696  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.590   1.172   0.204  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.105   2.493  -0.335  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.133   3.027   0.615  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.283   2.116   0.721  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.621   1.339  -0.284  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.835   1.386  -1.515  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.178   0.640  -2.459  0.00  0.00           O+0
HETATM   27  O   UNK     0      -3.729   2.264  -1.592  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.085  -1.320  -0.858  0.00  0.00           C+0
HETATM   29  H   UNK     0       5.398   2.614   0.972  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.394   1.597  -0.190  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.737   0.877   0.736  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.946   0.113   1.895  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.448   1.505   2.877  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.031   1.477   2.609  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.104   3.624   0.722  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.557   3.625   2.475  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.855   3.849   2.023  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.032   0.428  -1.630  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.368  -0.888  -1.389  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.410  -0.843  -2.875  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.761  -3.021  -2.749  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.396  -2.657  -2.304  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.630  -4.322  -2.040  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.013  -3.253  -0.673  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.754  -4.197  -0.208  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.040  -3.833   1.570  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.259  -3.081   1.804  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.132  -1.371   0.276  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.390  -2.898  -1.388  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.261  -1.782  -2.188  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.672  -3.340  -1.409  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.717  -0.507   0.920  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.754   1.297  -0.846  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.055   0.415  -1.683  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.117   1.435   1.198  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.423   0.501   0.434  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.258   3.205  -0.441  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.725   3.127   1.657  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.537   4.019   0.280  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.891   2.066   1.652  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.473   0.673  -0.195  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.222  -1.582  -1.914  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   32   33                                             
CONECT    3    2    4    5   34                                             
CONECT    4    3   35   36   37                                             
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   28   38                                             
CONECT    9    8   10   39   40                                             
CONECT   10    9   11   12   41                                             
CONECT   11   10   42   43   44                                             
CONECT   12   10   13   45                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   46                                                  
CONECT   15   14   16   47                                                  
CONECT   16   15   17   18   48                                             
CONECT   17   16   49   50   51                                             
CONECT   18   16   19   28   52                                             
CONECT   19   18   20   53   54                                             
CONECT   20   19   21   55   56                                             
CONECT   21   20   22   27   57                                             
CONECT   22   21   23   58   59                                             
CONECT   23   22   24   60                                                  
CONECT   24   23   25   61                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21                                                       
CONECT   28   18    8   13   62                                             
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    8                                                            
CONECT   39    9                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   24                                                            
CONECT   62   28                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  128    0
END

RDKit          3D

62 64  0  0  0  0  0  0  0  0999 V2000
    4.9105    1.6303    0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147    1.2300    1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    1.8301    1.7504 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7885    3.3199    1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304    1.3602    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253    2.2494   -0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501    0.0100    0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021   -0.4426   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746   -1.1772   -1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -2.6550   -1.8023 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6720   -3.2572   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5105   -3.2564   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4486   -2.6126   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -3.1272    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304   -2.7297    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.7361   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3572   -2.4765   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0508   -0.7162   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5493    0.5694   -0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895    1.1720    0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    2.4932   -0.3352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1333    3.0267    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2831    2.1162    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    1.3393   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.3857   -1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784    0.6401   -2.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    2.2635   -1.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.3200   -0.8580 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981    2.6136    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938    1.5969   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.8767    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463    0.1128    1.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4481    1.5053    2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0306    1.4768    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1041    3.6236    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    3.6246    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545    3.8488    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.4280   -1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679   -0.8884   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.8433   -2.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -3.0209   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -2.6570   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299   -4.3221   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0133   -3.2526   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -4.1969   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -3.8325    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -3.0812    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -1.3712    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -2.8979   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -1.7815   -2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.3400   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7174   -0.5066    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540    1.2974   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0553    0.4147   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174    1.4350    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4229    0.5009    0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    3.2053   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254    3.1266    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    4.0186    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8906    2.0662    1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732    0.6730   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -1.5824   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 18 28  1  0
 28  8  1  0
 28 13  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  1
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  1
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  6
 22 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 28 62  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,3R,7S,8S,8AR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoic acid	Generator
(R)-6b-[2-[(1S)-2b,6a-Dimethyl-8a-[[(R)-2-methylbutyryl]oxy]-1,2,6,7,8,8abeta-hexahydronaphthalene-1b-yl]ethyl]-5,6-dihydro-2H-pyran-2-one	Generator
(R)-6Β-[2-[(1S)-2β,6α-dimethyl-8α-[[(R)-2-methylbutyryl]oxy]-1,2,6,7,8,8abeta-hexahydronaphthalene-1β-yl]ethyl]-5,6-dihydro-2H-pyran-2-one	Generator

Chemical Formula

C₂₄H₃₄O₄

Average Mass

386.5320 Da

Monoisotopic Mass

386.24571 Da

IUPAC Name

(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate

Traditional Name

(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-{2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]ethyl}-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2R)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3CC=CC(=O)O3)[C@@H]12

InChI Identifier

InChI=1S/C24H34O4/c1-5-16(3)24(26)28-21-14-15(2)13-18-10-9-17(4)20(23(18)21)12-11-19-7-6-8-22(25)27-19/h6,8-10,13,15-17,19-21,23H,5,7,11-12,14H2,1-4H3/t15-,16+,17-,19-,20-,21-,23-/m0/s1

InChI Key

SPIVMHAGTHFLMO-ZYMANQMLSA-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	11087463

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.35	ALOGPS
logP	5.44	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	17.27	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	112.8 m³·mol⁻¹	ChemAxon
Polarizability	44.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA008054

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437212

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15883076

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ma J, Li Y, Ye Q, Li J, Hua Y, Ju D, Zhang D, Cooper R, Chang M: Constituents of red yeast rice, a traditional Chinese food and medicine. J Agric Food Chem. 2000 Nov;48(11):5220-5. doi: 10.1021/jf000338c. [PubMed:11087463 ]

Showing NP-Card for Dehydromonacolin K (NP0003524)

MOL for NP0003524 (Dehydromonacolin K)

3D MOL for NP0003524 (Dehydromonacolin K)

3D SDF for NP0003524 (Dehydromonacolin K)

3D-SDF for NP0003524 (Dehydromonacolin K)

PDB for NP0003524 (Dehydromonacolin K)

3D PDB for NP0003524 (Dehydromonacolin K)

SMILES for NP0003524 (Dehydromonacolin K)

INCHI for NP0003524 (Dehydromonacolin K)

Structure for NP0003524 (Dehydromonacolin K)

3D Structure for NP0003524 (Dehydromonacolin K)