NP-MRD: Showing NP-Card for 3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid (NP0232197)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 13:21:21 UTC

Updated at

2022-09-06 13:21:22 UTC

NP-MRD ID

NP0232197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid

Description

3-Chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid is found in Thelonectria discophora. Based on a literature review very few articles have been published on 3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062215212D          

 29 29  0  0  0  0            999 V2000
   -1.4289    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    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 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
    2.1434   -0.4125    0.0000 Cl  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 C   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
   -0.7145   -0.4125    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
   -0.7145   -1.2375    0.0000 O   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
  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  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 28  2  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 62 62  0  0  0  0  0  0  0  0999 V2000
    6.3952    1.1960    1.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0371    1.2510    0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    1.2144    1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    1.3359   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7023    1.3961   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    0.3074   -2.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137   -1.0801   -1.8823 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5332   -2.0063   -3.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -1.4216   -1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4390   -1.3677   -0.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297   -1.1935   -1.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963   -1.5078   -0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382   -0.7619    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6545   -0.9010    1.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546    0.0126    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4488    0.2539   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7975    0.0642    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3569   -1.1753    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6847   -2.3243    0.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6152   -1.2160    1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3265   -2.7726    1.3445 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.3200   -0.0819    1.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6624   -0.2083    2.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    1.1475    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4798    2.3516    1.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6050    2.3218    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8541    3.5897    1.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4847    1.2214    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077    2.4996    0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0162    1.9645    0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090    1.4695    2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803    0.1812    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    1.7286    2.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.1663    1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9790    1.7289    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777    1.3661   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    1.3865   -0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7302    2.3616   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4562    0.4782   -3.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    0.4934   -3.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -1.9500   -3.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8092   -1.5757   -3.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413   -3.0418   -2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -2.4130   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5113   -2.3910   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6477   -0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -1.9461   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -0.1985   -2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -1.5165   -1.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -2.6025   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -1.8183    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514   -1.0552    2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125    0.0201    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733    0.5206    1.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -0.3791   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749    1.3005   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7814   -2.2630   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9195   -1.2862    2.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4552    0.2918    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6195    0.2358    3.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1750    4.2310    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1792    2.8473    0.1037 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  1  1
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 24 28  2  0
 28 29  1  0
 28 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 19 57  1  0
 23 58  1  0
 23 59  1  0
 23 60  1  0
 27 61  1  0
 29 62  1  0
M  END


  Mrv1652309062215212D          

 29 29  0  0  0  0            999 V2000
   -1.4289    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    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 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
    2.1434   -0.4125    0.0000 Cl  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 C   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
   -0.7145   -0.4125    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
   -0.7145   -1.2375    0.0000 O   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
  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  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 28  2  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)(O)CCCC(C)=CCC1=C(O)C(Cl)=C(C)C(C(O)=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H33ClO5/c1-14(2)8-6-12-23(5,29)13-7-9-15(3)10-11-17-20(25)18(22(27)28)16(4)19(24)21(17)26/h8,10,25-26,29H,6-7,9,11-13H2,1-5H3,(H,27,28)

> <INCHI_KEY>
UPKGCCJDPUMZAM-UHFFFAOYSA-N

> <FORMULA>
C23H33ClO5

> <MOLECULAR_WEIGHT>
424.96

> <EXACT_MASS>
424.2016519

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.28023036463699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid

> <JCHEM_LOGP>
6.8515782220000006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.164882344657228

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.795231732940621

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8432381177074956

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
119.87909999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.207  10.780   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.127  10.780   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.334   2.310   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   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24   17   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Value	Source
3-Chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoate	Generator

Chemical Formula

C₂₃H₃₃ClO₅

Average Mass

424.9600 Da

Monoisotopic Mass

424.20165 Da

IUPAC Name

3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid

Traditional Name

3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)(O)CCCC(C)=CCC1=C(O)C(Cl)=C(C)C(C(O)=O)=C1O

InChI Identifier

InChI=1S/C23H33ClO5/c1-14(2)8-6-12-23(5,29)13-7-9-15(3)10-11-17-20(25)18(22(27)28)16(4)19(24)21(17)26/h8,10,25-26,29H,6-7,9,11-13H2,1-5H3,(H,27,28)

InChI Key

UPKGCCJDPUMZAM-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Dihydroxybenzoic acid
Halobenzoic acid
3-halobenzoic acid
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Salicylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Benzoic acid
Benzoic acid or derivatives
Resorcinol
4-chlorophenol
2-chlorophenol
M-cresol
2-halophenol
4-halophenol
Benzoyl
Toluene
Phenol
Halobenzene
Chlorobenzene
Benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Vinylogous acid
Tertiary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	6.85	ChemAxon
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	119.88 m³·mol⁻¹	ChemAxon
Polarizability	47.28 Å³	ChemAxon
Number of Rings	1	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

162869161

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid (NP0232197)

MOL for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

3D MOL for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

3D SDF for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

3D-SDF for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

PDB for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

3D PDB for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

SMILES for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

INCHI for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

Structure for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)

3D Structure for NP0232197 (3-chloro-4,6-dihydroxy-5-(7-hydroxy-3,7,11-trimethyldodeca-2,10-dien-1-yl)-2-methylbenzoic acid)