NP-MRD: Showing NP-Card for (1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione (NP0261111)

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Record Information

Version

2.0

Created at

2022-09-08 03:28:02 UTC

Updated at

2022-09-08 03:28:03 UTC

NP-MRD ID

NP0261111

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione

Description

11-Epichaetomugilin A belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Based on a literature review very few articles have been published on 11-Epichaetomugilin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205282D          

 31 34  0  0  1  0            999 V2000
   -5.3361    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955    1.3197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9250    1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942   -2.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6348   -2.5288    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -2.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -3.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -1.7839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3687   -2.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2319   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -1.1767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1255   -1.8173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217   -0.5939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2343    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496    0.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310    0.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150   -0.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4116    0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -0.9623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9863   -1.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7130   -0.9692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4835   -0.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6135    0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840    0.4351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254    2.1344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5960    2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848    2.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  1  0  0  0
 17 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  6  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  1  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
    4.8540    4.3421   -2.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083    3.4612   -1.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6400    2.7447   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    1.4319   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748    0.8244   -0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -0.4788   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -1.1108   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775   -2.4181   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9949   -3.4292   -0.4405 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7529   -2.9781   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -4.1112    0.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -2.2096   -0.4796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0038   -2.1934   -1.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079   -2.5819    0.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0376   -2.1867    1.4321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6635   -3.2857    2.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0506   -1.0571    1.5428 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6173    0.1425    2.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    0.6882    3.1428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458    0.5995    1.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7855   -0.3947    1.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1135   -0.0007    1.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561   -1.6932    1.9834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4431   -2.7279    1.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618   -0.7813    0.0603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4167   -0.2509   -0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2200    1.0564   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    1.6042   -0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362    2.6229   -1.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3195    1.6992   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625    3.4383   -0.9138 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6031    5.1503   -2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    4.8230   -2.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    3.7563   -3.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732    4.1988   -0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6918    3.3035   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3499    0.7887   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012   -1.1375   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -1.4241   -2.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259   -3.1884   -2.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130   -2.0864   -2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4621   -3.8670    2.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424   -1.4303    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8733   -0.4600    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1408    1.1073    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9739   -0.3207    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -0.4627    2.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.4642    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3475   -3.3836    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705   -3.3685    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4255   -2.2148    1.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5665   -0.1803   -0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.7367   -0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0786    1.9801   -0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4857    0.6569   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3870    1.7191   -2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1711    2.0545   -2.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9280    2.9473   -0.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 29  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
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 15 17  1  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 17 18  1  0
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 18 20  1  0
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 23 24  1  0
 28  5  1  0
 26  7  1  0
 25 12  1  0
 23 15  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
 29 54  1  1
 31 58  1  0
  2 35  1  1
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
 17 43  1  1
 25 52  1  6
 27 53  1  0
 21 44  1  6
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  1
 24 49  1  0
 24 50  1  0
 24 51  1  0
M  END


  Mrv1652309082205282D          

 31 34  0  0  1  0            999 V2000
   -5.3361    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955    1.3197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9250    1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8947   -0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942   -2.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6348   -2.5288    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237   -2.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -3.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -1.7839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3687   -2.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2319   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -1.1767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1255   -1.8173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217   -0.5939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2343    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496    0.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6150   -0.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4116    0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -0.9623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9863   -1.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6135    0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840    0.4351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254    2.1344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5960    2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848    2.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  1  0  0  0
 17 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  6  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0261111

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@@H](C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(O)[C@@H]([C@H]3C2=CO1)C(=O)O[C@H](C)[C@H]4C

> <INCHI_IDENTIFIER>
InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+/t10-,11+,12+,13+,17+,18-,22-,23+/m0/s1

> <INCHI_KEY>
LNHWUFUMZSBRBY-VJLWFCMXSA-N

> <FORMULA>
C23H27ClO7

> <MOLECULAR_WEIGHT>
450.91

> <EXACT_MASS>
450.1445309

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.420318155604015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10S,12R,13R,14R,17R)-8-chloro-12-hydroxy-5-[(1E,3S,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

> <JCHEM_LOGP>
2.121820388333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.270982373601782

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.277761743646659

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3676467808991997

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
116.37129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10S,12R,13R,14R,17R)-8-chloro-12-hydroxy-5-[(1E,3S,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.961   1.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.765   2.463   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.327   1.913   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.084   0.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.646  -0.158   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.403  -1.679   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.965  -2.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.723  -3.750   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0      -4.918  -4.720   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      -2.284  -4.300   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.042  -5.821   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.088  -3.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.688  -4.817   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.433  -3.569   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.131  -2.196   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.101  -3.392   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.040  -1.109   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.437   0.379   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.653   1.467   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.925   0.779   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.015  -0.308   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.502   0.092   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.618  -1.796   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.708  -2.884   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.331  -1.809   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.769  -1.259   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.012   0.262   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.450   0.812   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -9.007   3.984   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.446   4.535   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -7.812   4.955   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   25                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   23                                             
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15   24                                                  
CONECT   24   23                                                            
CONECT   25   17   12   26                                                  
CONECT   26   25    7   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27    5                                                       
CONECT   29    2   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₇ClO₇

Average Mass

450.9100 Da

Monoisotopic Mass

450.14453 Da

IUPAC Name

(1S,10S,12R,13R,14R,17R)-8-chloro-12-hydroxy-5-[(1E,3S,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

Traditional Name

(1S,10S,12R,13R,14R,17R)-8-chloro-12-hydroxy-5-[(1E,3S,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,5,7-triene-9,16-dione

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@@H](C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(O)[C@@H]([C@H]3C2=CO1)C(=O)O[C@H](C)[C@H]4C

InChI Identifier

InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+/t10-,11+,12+,13+,17+,18-,22-,23+/m0/s1

InChI Key

LNHWUFUMZSBRBY-VJLWFCMXSA-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

Delta valerolactone
Delta_valerolactone
Cyclohexenone
Oxane
Pyran
Alpha-haloketone
Alpha-chloroketone
Oxolane
Carboxylic acid ester
Hemiacetal
Ketone
Secondary alcohol
Chloroalkene
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Vinyl chloride
Vinyl halide
Haloalkene
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
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	2.12	ChemAxon
pKa (Strongest Acidic)	11.28	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.37 m³·mol⁻¹	ChemAxon
Polarizability	46.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00052539

Chemspider ID

27022421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46193040

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione (NP0261111)

MOL for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

3D MOL for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

3D SDF for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

3D-SDF for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

PDB for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

3D PDB for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

SMILES for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

INCHI for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

Structure for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)

3D Structure for NP0261111 ((1s,10s,12r,13r,14r,17r)-8-chloro-12-hydroxy-5-[(1e,3s,4r)-4-hydroxy-3-methylpent-1-en-1-yl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2,5,7-triene-9,16-dione)