NP-MRD: Showing NP-Card for 4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate (NP0216463)

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Record Information

Version

2.0

Created at

2022-09-05 16:26:49 UTC

Updated at

2022-09-05 16:26:49 UTC

NP-MRD ID

NP0216463

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate

Description

4-(Chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Based on a literature review very few articles have been published on 4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052218262D          

 30 31  0  0  0  0            999 V2000
    1.6725    1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045    1.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004    3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9757    3.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572    4.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    4.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459    5.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7707    5.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1779    6.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9531    5.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302    1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982    0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302   -0.0554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -0.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982   -0.9541    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035   -0.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -0.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -0.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351   -1.7252    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  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  1  0  0  0  0
 12 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  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
 17 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
   -0.4697   -0.8641    2.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567   -1.6830    1.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3667   -1.0659    0.4849 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0421   -1.4005   -0.0740 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0244   -0.6555    0.5835 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7976    0.2515   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5803    0.3760   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362    1.0610    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.9135   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5930    2.7035    0.5210 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7153    3.9148   -0.1819 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    1.9308    0.4929 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2528    1.6623   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7290    0.7544    1.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -2.8869    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2537   -3.5275   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1723   -3.0763   -0.7614 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7892   -3.3895   -1.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7949   -3.9268    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -5.6602   -0.1292 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268   -1.6036   -0.5198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7419   -1.2091   -0.2336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8391   -1.6362   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.2688    1.1478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -0.0122    0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3449    0.7359    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5798    1.3618   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7375    2.6919   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9744    3.3201   -2.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6715    3.5512    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714   -0.2437    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151   -1.5269    3.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -0.2127    2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3443    0.0342    0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -1.1823   -1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182    0.9520    1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889    2.0512   -1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2204    2.8929    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8185    4.2653   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6596    2.6028    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2200    2.1824   -1.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879    2.0630   -1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3458    0.5806   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3080    0.6739    1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1963   -3.2479   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -3.1756    1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073   -4.6208   -0.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -3.3085   -1.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735   -4.1998   -2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -3.8665    1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -3.6774    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644   -1.1004   -1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9013   -2.7383   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5862   -1.2480   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8094   -1.3305   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2130    0.6795    0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.5748    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2252    0.1210    0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6365    0.7921   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3337    2.8671   -3.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0562    3.2773   -2.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667    4.3927   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305    4.5974    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    3.4458    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4711    3.2708    0.9846 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
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  3
 28 29  1  0
 28 30  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 21  3  1  0
 25 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  1
  4 35  1  6
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 25 56  1  1
 26 57  1  0
 26 58  1  0
 27 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  1
 11 39  1  0
 12 40  1  1
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
M  END


  Mrv1652309052218262D          

 30 31  0  0  0  0            999 V2000
    1.6725    1.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045    1.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0797    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004    3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9757    3.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572    4.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    4.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459    5.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7707    5.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1779    6.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    6.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9531    5.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870    1.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302    1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982    0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6302   -0.0554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -0.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982   -0.9541    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035   -0.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -0.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -0.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496   -2.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351   -1.7252    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  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  1  0  0  0  0
 12 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  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
 17 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216463

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(CCC(O)(CCl)C1C1(C)OC1CC=C(C)C)OC(=O)C=CC(O)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H35ClO7/c1-13(2)6-8-17-21(4,30-17)20-19(28-5)16(10-11-22(20,27)12-23)29-18(26)9-7-15(25)14(3)24/h6-7,9,14-17,19-20,24-25,27H,8,10-12H2,1-5H3

> <INCHI_KEY>
DSKOJSKVMDWGHT-UHFFFAOYSA-N

> <FORMULA>
C22H35ClO7

> <MOLECULAR_WEIGHT>
446.97

> <EXACT_MASS>
446.2071312

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.07698610662912

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate

> <JCHEM_LOGP>
2.1258618126666677

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.956470555532377

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.35809215668414

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0345076096229366

> <JCHEM_POLAR_SURFACE_AREA>
108.75000000000001

> <JCHEM_REFRACTIVITY>
114.494

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate

> <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       3.122   2.467   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.302   3.456   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.749   2.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.929   3.920   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.661   5.436   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.841   6.426   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.288   5.899   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.573   7.943   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.753   8.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.486  10.449   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.039  10.976   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.665  11.439   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.398  12.956   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.113  10.912   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.376   3.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.643   1.876   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.463   0.886   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.643  -0.103   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.693  -0.447   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       7.463  -1.781   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       6.016   1.413   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.837   0.423   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.657   1.413   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.607  -0.910   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.067  -0.910   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.733  -1.680   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.733  -3.220   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.399  -3.990   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.399  -5.530   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.065  -3.220   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    4   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   21                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   17    3   22                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   22   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
4-(Chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoic acid	Generator

Chemical Formula

C₂₂H₃₅ClO₇

Average Mass

446.9700 Da

Monoisotopic Mass

446.20713 Da

IUPAC Name

4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate

Traditional Name

4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate

CAS Registry Number

Not Available

SMILES

COC1C(CCC(O)(CCl)C1C1(C)OC1CC=C(C)C)OC(=O)C=CC(O)C(C)O

InChI Identifier

InChI=1S/C22H35ClO7/c1-13(2)6-8-17-21(4,30-17)20-19(28-5)16(10-11-22(20,27)12-23)29-18(26)9-7-15(25)14(3)24/h6-7,9,14-17,19-20,24-25,27H,8,10-12H2,1-5H3

InChI Key

DSKOJSKVMDWGHT-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 cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclohexanols

Alternative Parents

Substituents

Cyclohexanol
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Cyclic alcohol
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Halohydrin
Carboxylic acid ester
Chlorohydrin
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Ether
Oxirane
Dialkyl ether
Organochloride
Hydrocarbon derivative
Organohalogen compound
Carbonyl group
Alkyl chloride
Alkyl halide
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.13	ChemAxon
pKa (Strongest Acidic)	13.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	114.49 m³·mol⁻¹	ChemAxon
Polarizability	47.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162815985

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate (NP0216463)

MOL for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

3D MOL for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

3D SDF for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

3D-SDF for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

PDB for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

3D PDB for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

SMILES for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

INCHI for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

Structure for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)

3D Structure for NP0216463 (4-(chloromethyl)-4-hydroxy-2-methoxy-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl 4,5-dihydroxyhex-2-enoate)