NP-MRD: Showing NP-Card for 7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid (NP0156840)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 14:06:44 UTC

Updated at

2022-09-02 14:06:44 UTC

NP-MRD ID

NP0156840

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid

Description

7-{2-[3-(Butan-2-yl)-2-methyloxiran-2-yl]-6-(hydroxymethyl)-3-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl}hepta-2,4,6-trienoic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 7-{2-[3-(Butan-2-yl)-2-methyloxiran-2-yl]-6-(hydroxymethyl)-3-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl}hepta-2,4,6-trienoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261513402D          

 30 32  0  0  0  0            999 V2000
   -2.1950   -2.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0245   -1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    0.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  9 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -5.6436    2.2223    2.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6334    2.6749    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514    1.4201    0.2629 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4345    0.8600   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    1.7492   -0.8598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0195    2.4181   -0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0193    1.0684   -1.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8774    0.9048   -2.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    0.2065   -0.4545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7286    0.3467    0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755    1.3056    1.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1926   -0.5644    1.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7369   -1.6442    0.4776 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1585   -3.0281    0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023   -3.9498   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -5.3902    0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602   -6.1211   -0.6623 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4903   -3.5891   -1.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -2.1577   -1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4948   -1.4440   -0.9846 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1209   -0.0659   -1.3025 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    1.0584   -1.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    1.3501   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.5910   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    1.2562    0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316    0.5421    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7548    1.1351    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1039    2.5301    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2599    2.9482    1.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2358    3.5033    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627    1.2131    2.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6807    2.2317    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6318    2.9079    2.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1098    3.3860    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7812    3.1264    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566    0.7869    1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900    0.2430    0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900    1.7299   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1108    0.2738   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7889    2.2871   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581    1.4719   -3.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9874   -0.1432   -3.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.3848   -3.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -0.8368   -0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034    1.6090    2.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924    2.2128    1.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    0.7677    2.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904   -0.5351    2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8168   -1.7428    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2633   -3.3072    1.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -3.0330    0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4712   -5.4742    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0648   -5.8274    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3268   -6.7244   -0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183   -4.3235   -1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -2.2687   -2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5476   -1.8439   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957   -2.0367   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1655   -0.0803   -2.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4401    2.0297   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    2.4910   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3909   -0.4501   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4461    2.3118   -0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -0.5633    0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5921    0.4868    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4105    4.1025   -0.5356 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  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 30  1  0
 28 29  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 15  2  0
 15 16  1  0
 16 17  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
  7  5  1  0
 10  9  1  0
 13 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  1
  4 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  6
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 21 59  1  6
 22 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 30 66  1  0
 20 58  1  6
 19 56  1  0
 19 57  1  0
 18 55  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 14 50  1  0
 14 51  1  0
 13 49  1  6
 12 48  1  0
 11 45  1  0
 11 46  1  0
 11 47  1  0
M  END


  Mrv1533004261513402D          

 30 32  0  0  0  0            999 V2000
   -2.1950   -2.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0245   -1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    0.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  9 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156840

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1OC1(C)C1C(C=CC=CC=CC(O)=O)C2CC=C(CO)CC2C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C26H36O4/c1-5-17(2)25-26(4,30-25)24-18(3)14-20-15-19(16-27)12-13-21(20)22(24)10-8-6-7-9-11-23(28)29/h6-12,14,17,20-22,24-25,27H,5,13,15-16H2,1-4H3,(H,28,29)

> <INCHI_KEY>
YSJJFYALBLUMAV-UHFFFAOYSA-N

> <FORMULA>
C26H36O4

> <MOLECULAR_WEIGHT>
412.57

> <EXACT_MASS>
412.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.861109938040165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{2-[3-(butan-2-yl)-2-methyloxiran-2-yl]-6-(hydroxymethyl)-3-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl}hepta-2,4,6-trienoic acid

> <ALOGPS_LOGP>
5.48

> <JCHEM_LOGP>
4.546017600333332

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.895198819085284

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.467641513376295

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9674657486095843

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
125.32769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -4.097  -3.809   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.446  -2.413   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.912  -2.279   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.029  -3.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.261  -0.883   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.396   0.651   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.180   0.990   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   9.240   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5    7                                                       
CONECT    7    6    5    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10   29                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   10   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   20   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    9   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
7-{2-[3-(butan-2-yl)-2-methyloxiran-2-yl]-6-(hydroxymethyl)-3-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl}hepta-2,4,6-trienoate	Generator

Chemical Formula

C₂₆H₃₆O₄

Average Mass

412.5700 Da

Monoisotopic Mass

412.26136 Da

IUPAC Name

7-{2-[3-(butan-2-yl)-2-methyloxiran-2-yl]-6-(hydroxymethyl)-3-methyl-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl}hepta-2,4,6-trienoic acid

Traditional Name

7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C1OC1(C)C1C(C=CC=CC=CC(O)=O)C2CC=C(CO)CC2C=C1C

InChI Identifier

InChI=1S/C26H36O4/c1-5-17(2)25-26(4,30-25)24-18(3)14-20-15-19(16-27)12-13-21(20)22(24)10-8-6-7-9-11-23(28)29/h6-12,14,17,20-22,24-25,27H,5,13,15-16H2,1-4H3,(H,28,29)

InChI Key

YSJJFYALBLUMAV-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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Epoxy fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Primary alcohol
Alcohol
Organic oxygen 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	5.48	ALOGPS
logP	4.55	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.47	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	125.33 m³·mol⁻¹	ChemAxon
Polarizability	48.86 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

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

73043469

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid (NP0156840)

MOL for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

3D MOL for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

3D SDF for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

3D-SDF for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

PDB for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

3D PDB for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

SMILES for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

INCHI for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

Structure for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)

3D Structure for NP0156840 (7-[6-(hydroxymethyl)-3-methyl-2-[2-methyl-3-(sec-butyl)oxiran-2-yl]-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]hepta-2,4,6-trienoic acid)