NP-MRD: Showing NP-Card for 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate (NP0212709)

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Record Information

Version

2.0

Created at

2022-09-05 11:27:11 UTC

Updated at

2022-09-05 11:27:11 UTC

NP-MRD ID

NP0212709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate

Description

Monacolin X belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate was first documented in 2019 (PMID: 35528587). Based on a literature review a small amount of articles have been published on Monacolin X (PMID: 35517301).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052213272D          

 30 32  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   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  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 14 30  1  0  0  0  0
  9 30  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    4.1967    4.0650    2.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3812    2.8374    2.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    2.5264    3.3699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631    1.9981    1.1314 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4670    2.7189   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4379    0.7378    1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282    0.4704    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3404   -0.1746    0.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -1.4291    0.5233 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7673   -2.4471    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -2.1261   -1.1098 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4448   -3.0809   -1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1662   -2.5234   -1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9173   -2.2401   -1.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -2.6506   -2.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -3.0760   -1.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3628   -3.1175   -0.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7595   -3.4031    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7403   -1.9588    0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6797   -0.8029    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657   -0.2072   -0.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801    0.9358   -0.3371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8027    1.5784   -1.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5977    2.7851   -1.1665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1474    3.8628   -1.9249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    3.1503    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1871    2.9873    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6635    3.7757    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4595    1.8597    0.4628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488   -1.4919   -0.4478 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9092    4.6699    1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2822    3.8583    2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    4.7257    3.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1664    1.6873    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2117    3.0831   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327    1.9814   -0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998    3.5681    0.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636   -1.5459    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -2.2129    0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184   -3.4782    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5824   -1.0753   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9716   -4.0788   -1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8601   -2.7544   -2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2174   -3.1206   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -3.0500   -2.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.5908   -3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1499   -3.3887   -2.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -4.0265   -0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5517   -3.0486   -0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9708   -2.9988    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453   -4.5155    0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410   -2.3059    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4534   -1.0392    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0501    0.0018    0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4783    0.2355   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8804   -0.8642   -1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9916    0.5243    0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822    0.8296   -2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.8143   -2.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6893    2.6689   -1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7557    4.5420   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532    4.2169    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3023    2.5491    0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -0.4217   -0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
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 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 19 30  1  0
 30  9  1  0
 30 14  1  0
 29 22  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
  4 34  1  6
  1 31  1  0
  1 32  1  0
  1 33  1  0
  9 38  1  1
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  1
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  1
 23 58  1  0
 23 59  1  0
 24 60  1  6
 25 61  1  0
 26 62  1  0
 26 63  1  0
 30 64  1  6
M  END


  Mrv1652309052213272D          

 30 32  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   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  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 19 30  1  0  0  0  0
 14 30  1  0  0  0  0
  9 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(C)=O)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O6/c1-13-9-17-6-5-14(2)20(8-7-19-11-18(26)12-22(27)29-19)23(17)21(10-13)30-24(28)15(3)16(4)25/h5-6,9,13-15,18-21,23,26H,7-8,10-12H2,1-4H3

> <INCHI_KEY>
NXZRZXCVBJAQDF-UHFFFAOYSA-N

> <FORMULA>
C24H34O6

> <MOLECULAR_WEIGHT>
418.53

> <EXACT_MASS>
418.235538815

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.932023970749505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate

> <JCHEM_LOGP>
2.9789363709999988

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.914557842890236

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.5816519086604

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8361812244930835

> <JCHEM_POLAR_SURFACE_AREA>
89.90000000000002

> <JCHEM_REFRACTIVITY>
113.84969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336  -8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.669  -6.160   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22                                                       
CONECT   30   19   14    9                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₆

Average Mass

418.5300 Da

Monoisotopic Mass

418.23554 Da

IUPAC Name

8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate

Traditional Name

8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate

CAS Registry Number

Not Available

SMILES

CC(C(C)=O)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12

InChI Identifier

InChI=1S/C24H34O6/c1-13-9-17-6-5-14(2)20(8-7-19-11-18(26)12-22(27)29-19)23(17)21(10-13)30-24(28)15(3)16(4)25/h5-6,9,13-15,18-21,23,26H,7-8,10-12H2,1-4H3

InChI Key

NXZRZXCVBJAQDF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Beta-keto acid
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Dicarboxylic acid or derivatives
Fatty acyl
1,3-dicarbonyl compound
Keto acid
Oxane
Carboxylic acid ester
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	2.98	ChemAxon
pKa (Strongest Acidic)	10.58	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	113.85 m³·mol⁻¹	ChemAxon
Polarizability	45.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018631

Chemspider ID

112020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125978

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nagabhishek SN, Madan Kumar A, B S, Balakrishnan A, Katakia YT, Chatterjee S, Nagasundaram N: A marine sponge associated fungal metabolite monacolin X suppresses angiogenesis by down regulating VEGFR2 signaling. RSC Adv. 2019 Aug 27;9(46):26646-26667. doi: 10.1039/c9ra05262c. eCollection 2019 Aug 23. [PubMed:35528587 ]
Nagabhishek SN, Madankumar A: A novel apoptosis-inducing metabolite isolated from marine sponge symbiont Monascus sp. NMK7 attenuates cell proliferation, migration and ROS stress-mediated apoptosis in breast cancer cells. RSC Adv. 2019 Feb 18;9(11):5878-5890. doi: 10.1039/c8ra09886g. eCollection 2019 Feb 18. [PubMed:35517301 ]
LOTUS database [Link]

Showing NP-Card for 8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate (NP0212709)

MOL for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

3D MOL for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

3D SDF for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

3D-SDF for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

PDB for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

3D PDB for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

SMILES for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

INCHI for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

Structure for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)

3D Structure for NP0212709 (8-[2-(4-hydroxy-6-oxooxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methyl-3-oxobutanoate)