NP-MRD: Showing NP-Card for hydroxysesamone (NP0031723)

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Record Information

Version

2.0

Created at

2021-06-19 22:43:34 UTC

Updated at

2021-06-30 00:00:28 UTC

NP-MRD ID

NP0031723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hydroxysesamone

Provided By

JEOL Database JEOL Logo

Description

Hydroxysesamone belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position. Hydroxysesamone has been detected, but not quantified in, fats and oils. This could make hydroxysesamone a potential biomarker for the consumption of these foods. hydroxysesamone is found in Sesamum indicum. hydroxysesamone was first documented in 2001 (PMID: 11738412). Based on a literature review a small amount of articles have been published on Hydroxysesamone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100433D          

 34 35  0  0  0  0            999 V2000
    2.9167   -1.7471    2.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -1.5941    1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.3821    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -0.7995    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.5365   -0.6991 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0379    0.8214   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.0109    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.0486    0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    2.3650    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.4853    0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.5320   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    4.8271   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    5.0864    0.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    5.9362   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    5.7586   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    4.4729   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    4.3906   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.3498   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    1.9899   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    1.8533   -1.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.7964    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7710   -1.1611    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -1.4137    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -3.4520    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290   -2.0881    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -2.2402    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862   -0.2772    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   -0.6078   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935   -1.3261   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.3539    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    4.2357    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485    6.9376   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    6.6208   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    3.4410   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  7  9  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 16 15  2  0  0  0  0
 16 17  1  0  0  0  0
 18 16  1  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
 19 20  2  0  0  0  0
  7  8  1  0  0  0  0
 14 12  2  0  0  0  0
  6  5  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 11  9  1  0  0  0  0
  4  2  2  3  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19  6  1  0  0  0  0
  2  3  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
 17 34  1  0  0  0  0
  8 30  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  4 27  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    2.9167   -1.7471    2.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -1.5941    1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.3821    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -0.7995    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.5365   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8214   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.0109    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.0486    0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    2.3650    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.4853    0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.5320   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    4.8271   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    5.0864    0.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    5.9362   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    5.7586   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    4.4729   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    4.3906   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.3498   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    1.9899   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    1.8533   -1.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.7964    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7710   -1.1611    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -1.4137    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -3.4520    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290   -2.0881    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -2.2402    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862   -0.2772    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   -0.6078   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935   -1.3261   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.3539    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    4.2357    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485    6.9376   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    6.6208   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    3.4410   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  7  9  1  0
 11 18  2  0
 12 13  1  0
 16 15  2  0
 16 17  1  0
 18 16  1  0
  9 10  2  0
 15 14  1  0
 19 20  2  0
  7  8  1  0
 14 12  2  0
  6  5  1  0
 12 11  1  0
  5  4  1  0
 11  9  1  0
  4  2  2  3
 18 19  1  0
  2  1  1  0
 19  6  1  0
  2  3  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
 17 34  1  0
  8 30  1  0
  5 28  1  0
  5 29  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END


  Mrv1652306202100433D          

 34 35  0  0  0  0            999 V2000
    2.9167   -1.7471    2.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -1.5941    1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.3821    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -0.7995    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.5365   -0.6991 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0379    0.8214   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.0109    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.0486    0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    2.3650    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.4853    0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.5320   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    4.8271   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    5.0864    0.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    5.9362   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    5.7586   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    4.4729   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    4.3906   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.3498   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    1.9899   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    1.8533   -1.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.7964    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7710   -1.1611    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -1.4137    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -3.4520    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290   -2.0881    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -2.2402    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862   -0.2772    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   -0.6078   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935   -1.3261   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.3539    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    4.2357    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485    6.9376   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    6.6208   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    3.4410   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  7  9  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 16 15  2  0  0  0  0
 16 17  1  0  0  0  0
 18 16  1  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
 19 20  2  0  0  0  0
  7  8  1  0  0  0  0
 14 12  2  0  0  0  0
  6  5  1  0  0  0  0
 12 11  1  0  0  0  0
  5  4  1  0  0  0  0
 11  9  1  0  0  0  0
  4  2  2  3  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19  6  1  0  0  0  0
  2  3  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
 17 34  1  0  0  0  0
  8 30  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  4 27  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031723

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(O[H])C2=C1C(=O)C(O[H])=C(C2=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c1-7(2)3-4-8-13(18)11-9(16)5-6-10(17)12(11)15(20)14(8)19/h3,5-6,16-17,19H,4H2,1-2H3

> <INCHI_KEY>
KNOSIOWNDGUGFJ-UHFFFAOYSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.2687

> <EXACT_MASS>
274.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.757175054289178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5,8-trihydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
3.2792257253333337

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.814862014021074

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.081887874296439

> <JCHEM_PKA_STRONGEST_BASIC>
-5.505161334084783

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
75.6711

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5,8-trihydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    2.9167   -1.7471    2.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -1.5941    1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.3821    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -0.7995    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.5365   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8214   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.0109    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.0486    0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    2.3650    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.4853    0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.5320   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    4.8271   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    5.0864    0.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    5.9362   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    5.7586   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    4.4729   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    4.3906   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.3498   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    1.9899   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    1.8533   -1.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.7964    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7710   -1.1611    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -1.4137    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -3.4520    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290   -2.0881    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -2.2402    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862   -0.2772    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   -0.6078   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935   -1.3261   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.3539    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    4.2357    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485    6.9376   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    6.6208   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    3.4410   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  7  9  1  0
 11 18  2  0
 12 13  1  0
 16 15  2  0
 16 17  1  0
 18 16  1  0
  9 10  2  0
 15 14  1  0
 19 20  2  0
  7  8  1  0
 14 12  2  0
  6  5  1  0
 12 11  1  0
  5  4  1  0
 11  9  1  0
  4  2  2  3
 18 19  1  0
  2  1  1  0
 19  6  1  0
  2  3  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
 17 34  1  0
  8 30  1  0
  5 28  1  0
  5 29  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.917  -1.747   2.284  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.708  -1.594   1.397  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.510  -2.382   1.849  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.753  -0.800   0.309  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.664  -0.537  -0.699  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.038   0.821  -0.510  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.176   1.011   0.025  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.958  -0.049   0.454  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.756   2.365   0.199  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.874   2.485   0.696  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.975   3.532  -0.226  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.485   4.827  -0.056  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.708   5.086   0.501  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.747   5.936  -0.460  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.508   5.759  -1.039  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.017   4.473  -1.211  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.255   4.391  -1.790  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.281   3.350  -0.804  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.824   1.990  -0.989  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.914   1.853  -1.539  0.00  0.00           O+0
HETATM   21  H   UNK     0       3.227  -2.796   2.324  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.771  -1.161   1.929  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.685  -1.414   3.301  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.743  -3.452   1.852  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.229  -2.088   2.866  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.370  -2.240   1.218  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.686  -0.277   0.091  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.098  -0.608  -1.705  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.094  -1.326  -0.680  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.778   0.354   0.814  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.138   4.236   0.740  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.149   6.938  -0.325  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.089   6.621  -1.357  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.501   3.441  -1.872  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   24   25   26                                             
CONECT    4    5    2   27                                                  
CONECT    5    6    4   28   29                                             
CONECT    6    7    5   19                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7   30                                                       
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11   18   12    9                                                  
CONECT   12   13   14   11                                                  
CONECT   13   12   31                                                       
CONECT   14   15   12   32                                                  
CONECT   15   16   14   33                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   34                                                       
CONECT   18   11   16   19                                                  
CONECT   19   20   18    6                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    8                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
    2.9167   -1.7471    2.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -1.5941    1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -2.3821    1.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532   -0.7995    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.5365   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379    0.8214   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.0109    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.0486    0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    2.3650    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.4853    0.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748    3.5320   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851    4.8271   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081    5.0864    0.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    5.9362   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    5.7586   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172    4.4729   -1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    4.3906   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.3498   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    1.9899   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    1.8533   -1.5387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.7964    2.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7710   -1.1611    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6852   -1.4137    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -3.4520    1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290   -2.0881    2.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -2.2402    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862   -0.2772    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0976   -0.6078   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0935   -1.3261   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7779    0.3539    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    4.2357    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485    6.9376   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    6.6208   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    3.4410   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  7  9  1  0
 11 18  2  0
 12 13  1  0
 16 15  2  0
 16 17  1  0
 18 16  1  0
  9 10  2  0
 15 14  1  0
 19 20  2  0
  7  8  1  0
 14 12  2  0
  6  5  1  0
 12 11  1  0
  5  4  1  0
 11  9  1  0
  4  2  2  3
 18 19  1  0
  2  1  1  0
 19  6  1  0
  2  3  1  0
 15 33  1  0
 14 32  1  0
 13 31  1  0
 17 34  1  0
  8 30  1  0
  5 28  1  0
  5 29  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2,5,8-Trihydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione	HMDB

Chemical Formula

C₁₅H₁₄O₅

Average Mass

274.2687 Da

Monoisotopic Mass

274.08412 Da

IUPAC Name

2,5,8-trihydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione

Traditional Name

2,5,8-trihydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(O[H])C2=C1C(=O)C(O[H])=C(C2=O)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H14O5/c1-7(2)3-4-8-13(18)11-9(16)5-6-10(17)12(11)15(20)14(8)19/h3,5-6,16-17,19H,4H2,1-2H3

InChI Key

KNOSIOWNDGUGFJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Sesamum indicum	JEOL database	Hasan, A. F. M., et al, Phytochemistry 58, 1225 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Vitamin K compounds

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic homopolycyclic 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	2.11	ALOGPS
logP	3.28	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.08	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.67 m³·mol⁻¹	ChemAxon
Polarizability	27.76 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

HMDB0037760

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016900

KNApSAcK ID

Not Available

Chemspider ID

20056990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hasan AF, Furumoto T, Begum S, Fukui H: Hydroxysesamone and 2,3-epoxysesamone from roots of Sesamum indicum. Phytochemistry. 2001 Dec;58(8):1225-8. doi: 10.1016/s0031-9422(01)00357-0. [PubMed:11738412 ]
Hasan, A. F. M., et al. (2001). Hasan, A. F. M., et al, Phytochemistry 58, 1225 (2001) . Phytochem..

Showing NP-Card for hydroxysesamone (NP0031723)

MOL for NP0031723 (hydroxysesamone)

3D MOL for NP0031723 (hydroxysesamone)

3D SDF for NP0031723 (hydroxysesamone)

3D-SDF for NP0031723 (hydroxysesamone)

PDB for NP0031723 (hydroxysesamone)

3D PDB for NP0031723 (hydroxysesamone)

SMILES for NP0031723 (hydroxysesamone)

INCHI for NP0031723 (hydroxysesamone)

Structure for NP0031723 (hydroxysesamone)

3D Structure for NP0031723 (hydroxysesamone)