NP-MRD: Showing NP-Card for 3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione (NP0258238)

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Record Information

Version

2.0

Created at

2022-09-07 23:36:01 UTC

Updated at

2022-09-07 23:36:01 UTC

NP-MRD ID

NP0258238

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

Description

3-Bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-2H,3H,4H,4aH,5H,10H,10aH-naphtho[2,3-b]pyran-5,10-dione belongs to the class of organic compounds known as menaquinones. These are vitamin K2 compounds consisting of a naphtho-1,4-quinone ring system, which is substituted at the 2-position by an isoprenyl side-chain, and usually, at the 3-position by a methyl group. Based on a literature review very few articles have been published on 3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-2H,3H,4H,4aH,5H,10H,10aH-naphtho[2,3-b]pyran-5,10-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082201362D          

 32 34  0  0  0  0            999 V2000
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  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
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    6.9486    1.8387   -0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8168    1.1695   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7196    1.2476   -2.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895    0.5014   -0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7860   -0.1506   -0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.3528   -0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9982    0.2380    0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    1.0249    1.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0051   -0.4674    1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112   -1.2698    0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746   -0.8590    0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6643   -1.0444    1.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5943   -1.9392    2.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217   -3.3541    2.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0646   -1.5087    3.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570   -1.8712    1.4188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0088   -3.3094    2.0646 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -2.2134    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613   -1.6078   -0.4371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1484   -2.9721   -1.0492 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559   -0.7847   -1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943   -1.3299   -2.7695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    0.6128   -1.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6379    1.2282   -2.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028    0.5282   -3.5203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9301    2.6012   -2.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475    3.2712   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6357    4.6306   -1.2201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    2.6838   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347    1.3305   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    0.6080    0.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325    1.2767    1.0234 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    2.7618   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102    2.0774    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088    1.1289   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6184    1.7939   -2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    1.7633   -2.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7801    0.2050   -2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898    0.4456    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135   -1.2651   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8935    0.0421   -2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7186   -0.1512   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3776    1.4366   -0.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    1.8928    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9560    1.4602    2.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3568    0.4017    2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924   -0.4758    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2045   -2.3679    0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2931   -1.1135   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2692   -3.9828    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -3.8450    3.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0728   -3.3215    2.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -1.5344    4.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8083   -2.2706    4.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088   -0.5416    3.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3924   -0.9246    1.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -3.3361   -0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3063   -1.9339   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0923   -0.4254   -3.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5852    3.0702   -3.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    5.3156   -1.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 56  1  6
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 28 61  1  0
 29 62  1  0
M  END


  Mrv1652309082201362D          

 32 34  0  0  0  0            999 V2000
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
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M  END
> <DATABASE_ID>
NP0258238

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCC12OC(C)(C)C(Br)CC1(Cl)C(=O)C1=C(O)C=C(O)C=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3

> <INCHI_KEY>
RETCPPWIOCMJEO-UHFFFAOYSA-N

> <FORMULA>
C25H30BrClO5

> <MOLECULAR_WEIGHT>
525.86

> <EXACT_MASS>
524.096515

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
51.75149403547131

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-2H,3H,4H,4aH,5H,10H,10aH-naphtho[2,3-b]pyran-5,10-dione

> <JCHEM_LOGP>
6.703896207333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.834888798804757

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.198755077953535

> <JCHEM_PKA_STRONGEST_BASIC>
-4.286846682478488

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
131.10919999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3H,4H-naphtho[2,3-b]pyran-5,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.529   2.987   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.519   1.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   17 Br   UNK     0       9.336  -0.770   0.000  0.00  0.00          Br+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       5.335  -1.540   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19   31                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   11   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   23   31                                                  
CONECT   31   30   11   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀BrClO₅

Average Mass

525.8600 Da

Monoisotopic Mass

524.09652 Da

IUPAC Name

3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-2H,3H,4H,4aH,5H,10H,10aH-naphtho[2,3-b]pyran-5,10-dione

Traditional Name

3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3H,4H-naphtho[2,3-b]pyran-5,10-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCC12OC(C)(C)C(Br)CC1(Cl)C(=O)C1=C(O)C=C(O)C=C1C2=O

InChI Identifier

InChI=1S/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3

InChI Key

RETCPPWIOCMJEO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menaquinones. These are vitamin K2 compounds consisting of a naphtho-1,4-quinone ring system, which is substituted at the 2-position by an isoprenyl side-chain, and usually, at the 3-position by a methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Menaquinones

Alternative Parents

Substituents

Menaquinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Aromatic monoterpenoid
Monoterpenoid
Naphthalene
Tetralin
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Oxane
Pyran
Benzenoid
Vinylogous acid
Alpha-chloroketone
Alpha-haloketone
Ketone
Dialkyl ether
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organohalogen compound
Alkyl halide
Alkyl chloride
Organobromide
Organochloride
Organooxygen compound
Alkyl bromide
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.7	ChemAxon
pKa (Strongest Acidic)	7.2	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.11 m³·mol⁻¹	ChemAxon
Polarizability	51.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163061775

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione (NP0258238)

MOL for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

3D MOL for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

3D SDF for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

3D-SDF for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

PDB for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

3D PDB for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

SMILES for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

INCHI for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

Structure for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)

3D Structure for NP0258238 (3-bromo-4a-chloro-10a-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione)