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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:46:01 UTC

Update Date

2022-03-07 02:54:14 UTC

HMDB ID

HMDB0034839

Secondary Accession Numbers

HMDB34839

Metabolite Identification

Common Name

2',3'-Dihydro-phytomenadione

Description

2',3'-Dihydrophylloquinone, also known as 2',3'-dihydrovitamin K1, 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. Based on a literature review a small amount of articles have been published on 2',3'-Dihydrophylloquinone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306301800182D          

 33 34  0  0  0  0            999 V2000
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 21 20  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 23  3  1  0  0  0  0
 23 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24  4  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25  5  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
 26  6  1  0  0  0  0
 27 21  1  0  0  0  0
 27 26  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  2  0  0  0  0
 29 28  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31 27  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  2  0  0  0  0
 33 31  2  0  0  0  0
M  END

HMDB0245548
     RDKit          3D
2',3'-Dihydrophylloquinone
 81 82  0  0  0  0  0  0  0  0999 V2000
    6.1043   -2.2129    0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8003    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619    0.1428    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6061   -0.1586    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    0.4320    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    0.0870   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5251    0.3680   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -1.2492   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031   -1.4579    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7179   -1.4301    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5400   -1.7049   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357   -3.1381   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7019   -1.0100    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9144   -0.1449    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5695    1.3195    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8617    1.7829    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8616    2.1104   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1279    1.5506    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    2.5054    1.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624    1.9081   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5975    3.2498   -0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6754    3.5551   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4181    2.5722   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0959    1.2608   -1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6161   -0.4429   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -1.3588   -1.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160   -2.5571    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8711    0.3367    2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -1.2348    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    1.5605    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    0.2988    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.8341   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375    0.3901   -2.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    1.3592   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8854   -0.6812    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4676    0.3359   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550    1.3035   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0385    0.6612    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366    0.1417    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495   -2.2000    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3671   -1.5367    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894   -1.6059   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3952   -3.3059    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4705    0.2269   -0.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3045   -1.1273   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0183   -2.0686    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2027   -0.6719    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6202   -0.3033    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3858   -0.4062   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9612    1.5401   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    2.1183    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9078    1.0374    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3809    2.7044    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    1.7637    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2183    1.9126   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6265    3.1949    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9992    3.9958    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9290    4.5958   -1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2525    2.8333   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216    0.4401   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
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  9 10  1  0
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  3 24  1  0
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 22 74  1  0
 23 75  1  0
 23 76  1  0
 23 77  1  0
 27 78  1  0
 28 79  1  0
 29 80  1  0
 30 81  1  0
M  END


  Mrv1652306301800182D          

 33 34  0  0  0  0            999 V2000
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5762   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 20  1  0  0  0  0
 26  6  1  0  0  0  0
 27 21  1  0  0  0  0
 27 26  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  2  0  0  0  0
 29 28  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31 27  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  2  0  0  0  0
 33 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034839

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=C(C)C(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-19,22-25H,9-17,20-21H2,1-6H3

> <INCHI_KEY>
XOQNYHSBHIIJMQ-UHFFFAOYSA-N

> <FORMULA>
C31H48O2

> <MOLECULAR_WEIGHT>
452.7116

> <EXACT_MASS>
452.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
58.336625960853965

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
8.69

> <JCHEM_LOGP>
10.102025289666665

> <ALOGPS_LOGS>
-7.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.215243807749246

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
142.10679999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.34e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-3-(3,7,11,15-tetramethylhexadecyl)naphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245548
     RDKit          3D
2',3'-Dihydrophylloquinone
 81 82  0  0  0  0  0  0  0  0999 V2000
    6.1043   -2.2129    0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8003    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619    0.1428    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6061   -0.1586    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    0.4320    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    0.0870   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5251    0.3680   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -1.2492   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031   -1.4579    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406   -0.5482    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -0.6451   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   -0.3761   -1.9156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2556    0.2967   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -0.0311    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179   -1.4301    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5400   -1.7049   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357   -3.1381   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -0.8337   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7019   -1.0100    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9144   -0.1449    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5695    1.3195    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8617    1.7829    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8616    2.1104   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1279    1.5506    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    2.5054    1.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624    1.9081   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5975    3.2498   -0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6754    3.5551   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4181    2.5722   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0959    1.2608   -1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0092    0.9365   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6161   -0.4429   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -1.3588   -1.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160   -2.5571    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5816   -2.8072   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0528   -2.4434    0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8711    0.3367    2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -1.2348    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    1.5605    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    0.2988    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.8341   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375    0.3901   -2.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    1.3592   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2174   -0.4739   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -1.4321   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826   -2.0865    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.5055    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363   -2.5250    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8854   -0.6812    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839    0.5366    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529   -1.7152   -0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -1.3123   -2.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419    0.1498   -2.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    0.3359   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550    1.3035   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.2512   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385    0.6612    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366    0.1417    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495   -2.2000    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3671   -1.5367    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894   -1.6059   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8138   -3.2771   -1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952   -3.3059    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1347   -3.7802   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4705    0.2269   -0.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3045   -1.1273   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0183   -2.0686    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2027   -0.6719    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6202   -0.3033    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3858   -0.4062   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9612    1.5401   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    2.1183    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9078    1.0374    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3809    2.7044    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    1.7637    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2183    1.9126   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6265    3.1949    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9992    3.9958    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9290    4.5958   -1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2525    2.8333   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216    0.4401   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 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
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 20 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 22 74  1  0
 23 75  1  0
 23 76  1  0
 23 77  1  0
 27 78  1  0
 28 79  1  0
 29 80  1  0
 30 81  1  0
M  END

HEADER    PROTEIN                                 30-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-18         0                                  
HETATM    1  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.674 -16.940   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.008 -16.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.676 -23.100   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.342 -23.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.006 -18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.005 -19.250   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.673 -19.250   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.340 -19.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.676 -21.560   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.008 -23.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.007 -19.250   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.341 -18.480   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.339 -18.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.674 -18.480   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      32.008 -18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.675 -19.250   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      33.342 -20.790   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.008 -21.560   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.342 -19.250   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.675 -20.790   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      34.676 -18.480   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      29.341 -21.560   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   12   13                                                       
CONECT   10   14   15                                                       
CONECT   11   16   17                                                       
CONECT   12    9   22                                                       
CONECT   13    9   23                                                       
CONECT   14   10   23                                                       
CONECT   15   10   24                                                       
CONECT   16   11   24                                                       
CONECT   17   11   25                                                       
CONECT   18    7   28                                                       
CONECT   19    8   29                                                       
CONECT   20   21   25                                                       
CONECT   21   20   27                                                       
CONECT   22    1    2   12                                                  
CONECT   23    3   13   14                                                  
CONECT   24    4   15   16                                                  
CONECT   25    5   17   20                                                  
CONECT   26    6   27   30                                                  
CONECT   27   21   26   31                                                  
CONECT   28   18   29   30                                                  
CONECT   29   19   28   31                                                  
CONECT   30   26   28   32                                                  
CONECT   31   27   29   33                                                  
CONECT   32   30                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0245548
HETATM    1  C1  UNL     1       6.104  -2.213   0.373  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.482  -0.800   0.150  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.762   0.143   0.748  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.606  -0.159   1.619  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.333   0.432   1.195  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.717   0.087  -0.095  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.525   0.368  -1.333  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.037  -1.249  -0.192  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.903  -1.458   0.744  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.241  -0.548   0.591  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.035  -0.645  -0.628  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.365  -0.376  -1.916  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.256   0.297  -0.548  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.150  -0.031   0.601  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.718  -1.430   0.555  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.540  -1.705  -0.658  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.036  -3.138  -0.561  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.780  -0.834  -0.771  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.702  -1.010   0.388  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.914  -0.145   0.219  1.00  0.00           C  
HETATM   21  C21 UNL     1      -7.570   1.319   0.140  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.862   1.783   1.394  1.00  0.00           C  
HETATM   23  C23 UNL     1      -8.862   2.110  -0.052  1.00  0.00           C  
HETATM   24  C24 UNL     1       6.128   1.551   0.555  1.00  0.00           C  
HETATM   25  O1  UNL     1       5.480   2.505   1.102  1.00  0.00           O  
HETATM   26  C25 UNL     1       7.262   1.908  -0.281  1.00  0.00           C  
HETATM   27  C26 UNL     1       7.598   3.250  -0.456  1.00  0.00           C  
HETATM   28  C27 UNL     1       8.675   3.555  -1.252  1.00  0.00           C  
HETATM   29  C28 UNL     1       9.418   2.572  -1.871  1.00  0.00           C  
HETATM   30  C29 UNL     1       9.096   1.261  -1.704  1.00  0.00           C  
HETATM   31  C30 UNL     1       8.009   0.936  -0.902  1.00  0.00           C  
HETATM   32  C31 UNL     1       7.616  -0.443  -0.686  1.00  0.00           C  
HETATM   33  O2  UNL     1       8.267  -1.359  -1.231  1.00  0.00           O  
HETATM   34  H1  UNL     1       6.616  -2.557   1.311  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.582  -2.807  -0.461  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.053  -2.443   0.340  1.00  0.00           H  
HETATM   37  H4  UNL     1       4.871   0.337   2.610  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.562  -1.235   1.895  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.441   1.560   1.202  1.00  0.00           H  
HETATM   40  H7  UNL     1       2.518   0.299   1.992  1.00  0.00           H  
HETATM   41  H8  UNL     1       1.844   0.834  -0.186  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.838   0.390  -2.239  1.00  0.00           H  
HETATM   43  H10 UNL     1       3.988   1.359  -1.337  1.00  0.00           H  
HETATM   44  H11 UNL     1       4.217  -0.474  -1.579  1.00  0.00           H  
HETATM   45  H12 UNL     1       1.741  -1.432  -1.223  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.783  -2.086   0.012  1.00  0.00           H  
HETATM   47  H14 UNL     1       1.270  -1.506   1.823  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.536  -2.525   0.537  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.885  -0.681   1.530  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.084   0.537   0.689  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.453  -1.715  -0.650  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.089  -1.312  -2.495  1.00  0.00           H  
HETATM   53  H20 UNL     1      -1.142   0.150  -2.593  1.00  0.00           H  
HETATM   54  H21 UNL     1       0.468   0.336  -1.926  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.855   1.304  -0.404  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.854   0.251  -1.475  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.039   0.661   0.503  1.00  0.00           H  
HETATM   58  H25 UNL     1      -2.737   0.142   1.596  1.00  0.00           H  
HETATM   59  H26 UNL     1      -2.950  -2.200   0.639  1.00  0.00           H  
HETATM   60  H27 UNL     1      -4.367  -1.537   1.449  1.00  0.00           H  
HETATM   61  H28 UNL     1      -3.989  -1.606  -1.604  1.00  0.00           H  
HETATM   62  H29 UNL     1      -5.814  -3.277  -1.325  1.00  0.00           H  
HETATM   63  H30 UNL     1      -5.395  -3.306   0.476  1.00  0.00           H  
HETATM   64  H31 UNL     1      -4.135  -3.780  -0.777  1.00  0.00           H  
HETATM   65  H32 UNL     1      -5.470   0.227  -0.883  1.00  0.00           H  
HETATM   66  H33 UNL     1      -6.305  -1.127  -1.688  1.00  0.00           H  
HETATM   67  H34 UNL     1      -7.018  -2.069   0.490  1.00  0.00           H  
HETATM   68  H35 UNL     1      -6.203  -0.672   1.344  1.00  0.00           H  
HETATM   69  H36 UNL     1      -8.620  -0.303   1.066  1.00  0.00           H  
HETATM   70  H37 UNL     1      -8.386  -0.406  -0.756  1.00  0.00           H  
HETATM   71  H38 UNL     1      -6.961   1.540  -0.746  1.00  0.00           H  
HETATM   72  H39 UNL     1      -5.828   2.118   1.143  1.00  0.00           H  
HETATM   73  H40 UNL     1      -6.908   1.037   2.194  1.00  0.00           H  
HETATM   74  H41 UNL     1      -7.381   2.704   1.741  1.00  0.00           H  
HETATM   75  H42 UNL     1      -9.573   1.764   0.716  1.00  0.00           H  
HETATM   76  H43 UNL     1      -9.218   1.913  -1.089  1.00  0.00           H  
HETATM   77  H44 UNL     1      -8.626   3.195   0.028  1.00  0.00           H  
HETATM   78  H45 UNL     1       6.999   3.996   0.040  1.00  0.00           H  
HETATM   79  H46 UNL     1       8.929   4.596  -1.383  1.00  0.00           H  
HETATM   80  H47 UNL     1      10.253   2.833  -2.485  1.00  0.00           H  
HETATM   81  H48 UNL     1       9.622   0.440  -2.150  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   32
CONECT    3    4   24
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7    8   41
CONECT    7   42   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   13   51
CONECT   12   52   53   54
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16   59   60
CONECT   16   17   18   61
CONECT   17   62   63   64
CONECT   18   19   65   66
CONECT   19   20   67   68
CONECT   20   21   69   70
CONECT   21   22   23   71
CONECT   22   72   73   74
CONECT   23   75   76   77
CONECT   24   25   25   26
CONECT   26   27   27   31
CONECT   27   28   78
CONECT   28   29   29   79
CONECT   29   30   80
CONECT   30   31   31   81
CONECT   31   32
CONECT   32   33   33
END

HMDB0245548
     RDKit          3D
2',3'-Dihydrophylloquinone
 81 82  0  0  0  0  0  0  0  0999 V2000
    6.1043   -2.2129    0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8003    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619    0.1428    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6061   -0.1586    1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333    0.4320    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    0.0870   -0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5251    0.3680   -1.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -1.2492   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031   -1.4579    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406   -0.5482    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -0.6451   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   -0.3761   -1.9156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2556    0.2967   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -0.0311    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179   -1.4301    0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5400   -1.7049   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357   -3.1381   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -0.8337   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7019   -1.0100    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9144   -0.1449    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5695    1.3195    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8617    1.7829    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8616    2.1104   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1279    1.5506    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4799    2.5054    1.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624    1.9081   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5975    3.2498   -0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6754    3.5551   -1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4181    2.5722   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0959    1.2608   -1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0092    0.9365   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6161   -0.4429   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -1.3588   -1.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160   -2.5571    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5816   -2.8072   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0528   -2.4434    0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8711    0.3367    2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -1.2348    1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    1.5605    1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    0.2988    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.8341   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375    0.3901   -2.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9882    1.3592   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2174   -0.4739   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -1.4321   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826   -2.0865    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.5055    1.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363   -2.5250    0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8854   -0.6812    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0839    0.5366    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529   -1.7152   -0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891   -1.3123   -2.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419    0.1498   -2.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    0.3359   -1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550    1.3035   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.2512   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385    0.6612    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366    0.1417    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495   -2.2000    0.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3671   -1.5367    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894   -1.6059   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8138   -3.2771   -1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952   -3.3059    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1347   -3.7802   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4705    0.2269   -0.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3045   -1.1273   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0183   -2.0686    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2027   -0.6719    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6202   -0.3033    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3858   -0.4062   -0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9612    1.5401   -0.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8283    2.1183    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9078    1.0374    2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3809    2.7044    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    1.7637    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2183    1.9126   -1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6265    3.1949    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9992    3.9958    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9290    4.5958   -1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2525    2.8333   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216    0.4401   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 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
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 17 64  1  0
 18 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 20 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 22 73  1  0
 22 74  1  0
 23 75  1  0
 23 76  1  0
 23 77  1  0
 27 78  1  0
 28 79  1  0
 29 80  1  0
 30 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dihydrophylloquinone	HMDB
Hydrophylloquinone	HMDB
2',3'-Dihydrovitamin K1	HMDB
2-Methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-naphthalenedione, 9ci	HMDB
2',3'-Dihydrophylloquinone	HMDB, MeSH

Chemical Formula

C₃₁H₄₈O₂

Average Molecular Weight

452.7116

Monoisotopic Molecular Weight

452.36543078

IUPAC Name

2-methyl-3-(3,7,11,15-tetramethylhexadecyl)-1,4-dihydronaphthalene-1,4-dione

Traditional Name

2-methyl-3-(3,7,11,15-tetramethylhexadecyl)naphthalene-1,4-dione

CAS Registry Number

64236-23-3

SMILES

CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=C(C)C(=O)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C31H48O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-19,22-25H,9-17,20-21H2,1-6H3

InChI Key

XOQNYHSBHIIJMQ-UHFFFAOYSA-N

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

Substituents

Diterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.3e-05 g/L	ALOGPS
logP	8.69	ALOGPS
logP	10.1	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	142.11 m³·mol⁻¹	ChemAxon
Polarizability	58.34 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	212.303	31661259
DarkChem	[M-H]-	208.753	31661259
DeepCCS	[M+H]+	225.278	30932474
DeepCCS	[M-H]-	221.479	30932474
DeepCCS	[M-2H]-	257.801	30932474
DeepCCS	[M+Na]+	234.093	30932474
AllCCS	[M+H]+	221.2	32859911
AllCCS	[M+H-H2O]+	219.2	32859911
AllCCS	[M+NH4]+	222.9	32859911
AllCCS	[M+Na]+	223.4	32859911
AllCCS	[M-H]-	217.7	32859911
AllCCS	[M+Na-2H]-	220.8	32859911
AllCCS	[M+HCOO]-	224.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2',3'-Dihydro-phytomenadione	CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=C(C)C(=O)C2=CC=CC=C2C1=O	4188.5	Standard polar	33892256
2',3'-Dihydro-phytomenadione	CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=C(C)C(=O)C2=CC=CC=C2C1=O	3348.8	Standard non polar	33892256
2',3'-Dihydro-phytomenadione	CC(C)CCCC(C)CCCC(C)CCCC(C)CCC1=C(C)C(=O)C2=CC=CC=C2C1=O	3339.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dihydro-phytomenadione GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-5894300000-126bd963ca8548d3a728	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dihydro-phytomenadione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dihydro-phytomenadione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2',3'-Dihydro-phytomenadione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 10V, Positive-QTOF	splash10-0udi-0121900000-fb1da0805066e54c2095	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 20V, Positive-QTOF	splash10-052s-2769200000-8b5748c7ded98fa54212	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 40V, Positive-QTOF	splash10-0a4u-5392000000-439cbb3364c11b4c08eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 10V, Negative-QTOF	splash10-0udi-0000900000-6e2927aad54ecb0cfaa7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 20V, Negative-QTOF	splash10-0udi-0101900000-39933d250488e90fa28b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 40V, Negative-QTOF	splash10-00ei-2925500000-2291d335f0fd88e174cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 10V, Positive-QTOF	splash10-0udi-0114900000-8da56b4225933a064d35	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 20V, Positive-QTOF	splash10-052s-9616200000-6904c5c4856dd19d23b5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 40V, Positive-QTOF	splash10-000j-5910000000-4f0151d7ef29e6288db7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 10V, Negative-QTOF	splash10-0udi-0000900000-ce8af0c741feb6e6a8a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 20V, Negative-QTOF	splash10-0udr-0800900000-ee7df2d8b4182643e248	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2',3'-Dihydro-phytomenadione 40V, Negative-QTOF	splash10-014s-0739300000-7a1e6e5df58a03d66b85	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013405

KNApSAcK ID

Not Available

Chemspider ID

134023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152059

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2',3'-Dihydro-phytomenadione (HMDB0034839)

MOL for HMDB0034839 (2',3'-Dihydro-phytomenadione)

3D MOL for HMDB0034839 (2',3'-Dihydro-phytomenadione)

3D SDF for HMDB0034839 (2',3'-Dihydro-phytomenadione)

3D-SDF for HMDB0034839 (2',3'-Dihydro-phytomenadione)

PDB for HMDB0034839 (2',3'-Dihydro-phytomenadione)

3D PDB for HMDB0034839 (2',3'-Dihydro-phytomenadione)

SMILES for HMDB0034839 (2',3'-Dihydro-phytomenadione)

INCHI for HMDB0034839 (2',3'-Dihydro-phytomenadione)

Structure for HMDB0034839 (2',3'-Dihydro-phytomenadione)

3D Structure for HMDB0034839 (2',3'-Dihydro-phytomenadione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra