NP-MRD: Showing NP-Card for 8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde (NP0219493)

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Record Information

Version

2.0

Created at

2022-09-05 20:30:00 UTC

Updated at

2022-09-05 20:30:00 UTC

NP-MRD ID

NP0219493

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde

Description

8-Chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbaldehyde belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde is found in Thelonectria discophora. Based on a literature review very few articles have been published on 8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052222302D          

 28 29  0  0  0  0            999 V2000
    1.4248    5.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070    5.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    5.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    4.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    3.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286    3.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    2.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.3627    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
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 Cl  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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
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    7.0119   -0.1456   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4433    0.3750    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0873    0.7368    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221    0.6964   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0903   -0.6740   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -0.6178   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.9064   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077    0.4958   -0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    0.4820   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    0.9968    0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055    1.0488    1.0681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9269    1.5971    2.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -0.2579    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8023   -2.2825    2.5621 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654   -1.4748    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5783   -2.4393    1.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0907   -0.7166   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4382   -0.8152   -0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8585   -0.1447   -1.7911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333    0.2004   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6974    0.9525   -2.0006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9428    0.3301   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565    1.2678   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512    1.9685    0.0938 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3338    2.8888   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9451   -2.0306   -0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -2.1879    0.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6559   -1.6339   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1575   -0.4466    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6010    1.0921   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3914    0.9443    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4447    1.7865    0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1992    1.0809    0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325    1.3953   -0.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -1.1843   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1383   -2.0733    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256   -1.8351   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -2.7362   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0297   -0.5412   -0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547    1.1514   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    1.9764    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.3021    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358    1.7935    2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.7703    3.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688    2.5124    2.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2834   -1.9058    2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1145   -3.0405    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9662   -3.0919    2.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1142   -1.5148   -0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1827    1.6258   -2.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4411    2.0323   -1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2253    0.7019   -1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    2.6054    0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837    3.0466   -1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 12 11  1  6
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 27 12  1  0
 25 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
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  3 33  1  0
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 19 53  1  0
 21 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  1
 28 59  1  0
M  END


  Mrv1652309052222302D          

 28 29  0  0  0  0            999 V2000
    1.4248    5.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070    5.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    5.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    4.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589    3.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286    3.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    2.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.3627    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
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 Cl  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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.6500    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
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  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
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 11 12  1  0  0  0  0
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 15 16  2  0  0  0  0
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 16 18  1  0  0  0  0
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 23 24  1  0  0  0  0
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 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219493

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCCC1(C)OC2=C(Cl)C(C)=C(C=O)C(O)=C2CC1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H31ClO4/c1-14(2)8-6-9-15(3)10-7-11-23(5)19(26)12-17-21(27)18(13-25)16(4)20(24)22(17)28-23/h8,10,13,19,26-27H,6-7,9,11-12H2,1-5H3

> <INCHI_KEY>
REBFEADTNYYLME-UHFFFAOYSA-N

> <FORMULA>
C23H31ClO4

> <MOLECULAR_WEIGHT>
406.95

> <EXACT_MASS>
406.1910872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.985313624042455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbaldehyde

> <JCHEM_LOGP>
6.496065176333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.834960988460061

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.194779885691753

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3427480777297607

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
116.78939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.660  11.184   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.186   9.737   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.703   9.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.197   8.558   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.723   7.111   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.733   5.931   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.260   4.484   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.777   4.216   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.270   3.304   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.797   1.857   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.807   0.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.183  -1.037   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.335   1.540   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -3.080   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                                                       
CONECT   12   11   13   14   27                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   25                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   15   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   12   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁ClO₄

Average Mass

406.9500 Da

Monoisotopic Mass

406.19109 Da

IUPAC Name

8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbaldehyde

Traditional Name

8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC1(C)OC2=C(Cl)C(C)=C(C=O)C(O)=C2CC1O

InChI Identifier

InChI=1S/C23H31ClO4/c1-14(2)8-6-9-15(3)10-7-11-23(5)19(26)12-17-21(27)18(13-25)16(4)20(24)22(17)28-23/h8,10,13,19,26-27H,6-7,9,11-12H2,1-5H3

InChI Key

REBFEADTNYYLME-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

Species Name	Source	Reference
Thelonectria discophora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

1-benzopyran
Bicyclic monoterpenoid
Benzopyran
Chromane
Aromatic monoterpenoid
Aryl-aldehyde
Alkyl aryl ether
Benzenoid
Aryl halide
Aryl chloride
Vinylogous acid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Aldehyde
Alcohol
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	6.5	ChemAxon
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.79 m³·mol⁻¹	ChemAxon
Polarizability	45.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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

162815059

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde (NP0219493)

MOL for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

3D MOL for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

3D SDF for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

3D-SDF for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

PDB for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

3D PDB for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

SMILES for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

INCHI for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

Structure for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)

3D Structure for NP0219493 (8-chloro-2-(4,8-dimethylnona-3,7-dien-1-yl)-3,5-dihydroxy-2,7-dimethyl-3,4-dihydro-1-benzopyran-6-carbaldehyde)