NP-MRD: Showing NP-Card for (2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate (NP0277110)

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Record Information

Version

2.0

Created at

2022-09-09 01:35:00 UTC

Updated at

2022-09-09 01:35:00 UTC

NP-MRD ID

NP0277110

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate

Description

1-D-arabinitol monolinoleate belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate is found in Hericium erinaceus. Based on a literature review very few articles have been published on 1-D-arabinitol monolinoleate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309092203352D          

 29 28  0  0  1  0            999 V2000
    6.7105    9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8552    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5697    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2842    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 71 70  0  0  0  0  0  0  0  0999 V2000
   -9.7600   -0.8731   -2.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4534    0.2624   -1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3768    1.1855   -1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0661    0.4576   -2.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5652   -0.1543   -0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2976   -0.8483   -1.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1515   -0.5720   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0168    0.5245    0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -0.0217    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4571    0.3175    2.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    1.3084    1.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    0.6278    1.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3375    0.1258    2.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4875    2.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956   -1.6985    2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -1.7665    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.7881   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555   -1.0050    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591   -1.9514   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7029   -0.2055    0.8937 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0024   -0.1669    1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191    0.2918    0.3813 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2685    0.0145    1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3897   -0.5246   -0.8197 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7698   -0.3570   -1.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6044    0.0526   -2.0143 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8986   -0.7554   -3.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0971    1.4695   -2.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608    1.4861   -2.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8563   -1.1252   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4442   -0.7000   -3.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2650   -1.8331   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2508   -0.0825   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3821    0.8858   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2542    2.0044   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7092    1.5722   -2.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1585   -0.2894   -2.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3203    1.2094   -2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3054   -0.9691   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5936    0.5601    0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3564   -1.6826   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -1.1951   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2537    1.2243    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9200    1.1169    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2106   -0.7738    2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2651   -0.1632    3.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271    1.8972    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925    2.0083    2.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -0.1886    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    1.3755    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838   -0.6223    3.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428    0.9652    3.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9950   -0.7076    3.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642    0.2881    2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322   -2.0906    2.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2409   -2.5477    2.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -1.9266    0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -2.7839    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -1.0582   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    0.2571   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3608   -1.1748    1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0531    0.4726    2.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1697    1.3713    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0194    0.4907    2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2207   -1.5862   -0.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7913   -0.8038   -2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5674    0.0777   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757   -1.7148   -2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5711    1.7845   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7461    2.1395   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9451    1.9766   -1.7643 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  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  6
 23 64  1  0
 24 65  1  1
 25 66  1  0
 26 67  1  1
 27 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
M  END

  Mrv1652309092203352D          

 29 28  0  0  1  0            999 V2000
    6.7105    9.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    7.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    7.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8552    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5697    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2842    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0277110

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H](O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C23H42O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)29-19-21(26)23(28)20(25)18-24/h6-7,9-10,20-21,23-26,28H,2-5,8,11-19H2,1H3/b7-6-,10-9-/t20-,21-,23-/m1/s1

> <INCHI_KEY>
QEEPNWSVMUVIFO-ALSMKSPKSA-N

> <FORMULA>
C23H42O6

> <MOLECULAR_WEIGHT>
414.583

> <EXACT_MASS>
414.298139072

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
48.784790561236726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl (9Z,12Z)-octadeca-9,12-dienoate

> <JCHEM_LOGP>
3.9866640123333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.760747696132483

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.756508770712891

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742037151581515

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
117.46769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl (9Z,12Z)-octadeca-9,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      12.526  18.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.193  17.242   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.193  15.702   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.859  14.932   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.859  13.392   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.525  12.622   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.525  11.082   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.859  10.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.859   8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.193   8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.862   6.462   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      23.196   8.772   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      25.863  10.312   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      27.197   6.462   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      28.530  10.312   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      31.198   8.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
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                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Value	Source
1-D-Arabinitol monolinoleic acid	Generator

Chemical Formula

C₂₃H₄₂O₆

Average Mass

414.5830 Da

Monoisotopic Mass

414.29814 Da

IUPAC Name

(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl (9Z,12Z)-octadeca-9,12-dienoate

Traditional Name

(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl (9Z,12Z)-octadeca-9,12-dienoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H](O)[C@H](O)CO

InChI Identifier

InChI=1S/C23H42O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)29-19-21(26)23(28)20(25)18-24/h6-7,9-10,20-21,23-26,28H,2-5,8,11-19H2,1H3/b7-6-,10-9-/t20-,21-,23-/m1/s1

InChI Key

QEEPNWSVMUVIFO-ALSMKSPKSA-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

Species Name	Source	Reference
Hericium erinaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Pentose monosaccharide
Fatty acid ester
Monosaccharide
1,2-diol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.99	ChemAxon
pKa (Strongest Acidic)	12.76	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	117.47 m³·mol⁻¹	ChemAxon
Polarizability	48.78 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

78437793

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57338625

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate (NP0277110)

MOL for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

3D MOL for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

3D SDF for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

3D-SDF for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

PDB for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

3D PDB for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

SMILES for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

INCHI for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

Structure for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)

3D Structure for NP0277110 ((2r,3r,4r)-2,3,4,5-tetrahydroxypentyl (9z,12z)-octadeca-9,12-dienoate)