NP-MRD: Showing NP-Card for 3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate (NP0339987)

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Record Information

Version

2.0

Created at

2024-09-12 00:41:40 UTC

Updated at

2024-09-12 00:41:40 UTC

NP-MRD ID

NP0339987

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate

Description

3-Methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate, also known as 4-hydroxy-3-methoxy-5-nonaprenylbenzoate or all-trans-3-nonaprenyl-4-hydroxy-5-methoxybenzoate, belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units. 3-Methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304202018342D          

 57 57  0  0  0  0            999 V2000
   16.0543   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7688   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4833   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1978   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4833   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9122   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1962   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9107   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6253   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3397   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6253   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0527   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7672   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4818   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7672   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4803   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1946   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6237   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7657   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6269   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3413   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3413   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9076   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -4.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9076   -6.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786   -5.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -6.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -6.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786   -6.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641   -4.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -7.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496   -5.3030    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.7641   -4.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6283   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3428   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0574   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7718   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0574   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4862   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7703   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4848   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1993   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9137   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1993   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2009   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9154   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6299   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9154   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -7.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20 12  1  0  0  0  0
 10  1  1  0  0  0  0
  4  6  1  0  0  0  0
 30 22  1  0  0  0  0
  1  2  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  2  0  0  0  0
  3  4  1  0  0  0  0
 23 24  1  0  0  0  0
 13 14  2  0  0  0  0
 23 25  1  0  0  0  0
 24 17  1  0  0  0  0
  7  8  1  0  0  0  0
  6 26  1  0  0  0  0
 14 15  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 14 16  1  0  0  0  0
 27 29  1  0  0  0  0
 15  7  1  0  0  0  0
  8  9  2  0  0  0  0
  3  5  1  0  0  0  0
 17 18  1  0  0  0  0
  9 10  1  0  0  0  0
 18 19  2  0  0  0  0
  2  3  2  0  0  0  0
 19 20  1  0  0  0  0
  9 11  1  0  0  0  0
 19 21  1  0  0  0  0
 31 32  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 34 37  2  0  0  0  0
 34 38  1  0  0  0  0
 35 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  2  0  0  0  0
 35 37  1  0  0  0  0
 30 31  1  0  0  0  0
 31 33  1  0  0  0  0
 51 42  1  0  0  0  0
 45 47  1  0  0  0  0
 42 43  1  0  0  0  0
 44 45  1  0  0  0  0
 48 49  1  0  0  0  0
 47 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 28 48  1  0  0  0  0
 49 50  2  0  0  0  0
 44 46  1  0  0  0  0
 50 51  1  0  0  0  0
 43 44  2  0  0  0  0
 50 52  1  0  0  0  0
 39 57  1  0  0  0  0
M  CHG  1  40  -1
M  END


  Mrv1652304202018342D          

 57 57  0  0  0  0            999 V2000
   16.0543   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7688   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4833   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1978   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4833   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9122   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1962   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9107   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6253   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3397   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6253   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3382   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0527   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7672   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4818   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7672   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4803   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1946   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6237   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7657   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6269   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3413   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3413   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9076   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -4.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9076   -6.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786   -5.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -6.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6221   -6.5405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786   -6.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7641   -4.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -7.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496   -5.3030    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.7641   -4.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6283   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3428   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0574   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7718   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0574   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4862   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7703   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4848   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1993   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9137   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1993   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2009   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9154   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6299   -5.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9154   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -7.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20 12  1  0  0  0  0
 10  1  1  0  0  0  0
  4  6  1  0  0  0  0
 30 22  1  0  0  0  0
  1  2  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  2  0  0  0  0
  3  4  1  0  0  0  0
 23 24  1  0  0  0  0
 13 14  2  0  0  0  0
 23 25  1  0  0  0  0
 24 17  1  0  0  0  0
  7  8  1  0  0  0  0
  6 26  1  0  0  0  0
 14 15  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 14 16  1  0  0  0  0
 27 29  1  0  0  0  0
 15  7  1  0  0  0  0
  8  9  2  0  0  0  0
  3  5  1  0  0  0  0
 17 18  1  0  0  0  0
  9 10  1  0  0  0  0
 18 19  2  0  0  0  0
  2  3  2  0  0  0  0
 19 20  1  0  0  0  0
  9 11  1  0  0  0  0
 19 21  1  0  0  0  0
 31 32  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 34 37  2  0  0  0  0
 34 38  1  0  0  0  0
 35 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  2  0  0  0  0
 35 37  1  0  0  0  0
 30 31  1  0  0  0  0
 31 33  1  0  0  0  0
 51 42  1  0  0  0  0
 45 47  1  0  0  0  0
 42 43  1  0  0  0  0
 44 45  1  0  0  0  0
 48 49  1  0  0  0  0
 47 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 28 48  1  0  0  0  0
 49 50  2  0  0  0  0
 44 46  1  0  0  0  0
 50 51  1  0  0  0  0
 43 44  2  0  0  0  0
 50 52  1  0  0  0  0
 39 57  1  0  0  0  0
M  CHG  1  40  -1
M  END
> <DATABASE_ID>
NP0339987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=CC(=C1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C53H80O4/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53(55)56)39-51(57-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3,(H,55,56)/p-1/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+

> <INCHI_KEY>
FDPPBYXDOXRDHA-JSGWLJPKSA-M

> <FORMULA>
C53H79O4

> <MOLECULAR_WEIGHT>
780.212

> <EXACT_MASS>
779.598384604

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
100.8708342809801

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3-methoxy-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]benzoate

> <ALOGPS_LOGP>
9.61

> <JCHEM_LOGP>
16.175873336000002

> <ALOGPS_LOGS>
-6.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.94973344142635

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.123354778746248

> <JCHEM_PKA_STRONGEST_BASIC>
-4.903048193311705

> <JCHEM_POLAR_SURFACE_AREA>
69.59

> <JCHEM_REFRACTIVITY>
267.25900000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-methoxy-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      29.968  -9.129   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.302  -9.899   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.635  -9.129   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.969  -9.899   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.635  -7.589   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.303  -9.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.633  -9.129   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.967  -9.899   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.301  -9.129   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.634  -9.899   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.301  -7.589   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.298  -9.129   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.632  -9.899   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.965  -9.129   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.299  -9.899   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.965  -7.589   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.963  -9.129   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.297  -9.899   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.631  -9.129   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.964  -9.899   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.631  -7.589   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.962  -9.899   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.296  -9.129   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.629  -9.899   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.296  -7.589   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.637  -9.899   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.970  -9.129   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      39.304  -9.899   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      37.970  -7.589   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.628  -9.129   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.294  -9.899   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.960  -9.129   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.294 -11.439   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.627  -9.899   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.960 -12.209   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.628 -12.209   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.627 -11.439   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.293  -9.129   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.960 -13.749   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       1.959  -9.899   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0       3.293  -7.589   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      45.973  -9.129   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      47.307  -9.899   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      48.640  -9.129   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      49.974  -9.899   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      48.640  -7.589   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      51.308  -9.129   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      40.638  -9.129   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      41.972  -9.899   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      43.305  -9.129   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      44.639  -9.899   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      43.305  -7.589   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      52.642  -9.899   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      53.975  -9.129   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      55.309  -9.899   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      53.975  -7.589   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.292 -14.529   0.000  0.00  0.00           C+0
CONECT    1   10    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    5    2                                                  
CONECT    4    6    3                                                       
CONECT    5    3                                                            
CONECT    6    4   26                                                       
CONECT    7    8   15                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    1    9                                                       
CONECT   11    9                                                            
CONECT   12   20   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14    7                                                       
CONECT   16   14                                                            
CONECT   17   24   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   12   19                                                       
CONECT   21   19                                                            
CONECT   22   30   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   17                                                       
CONECT   25   23                                                            
CONECT   26    6   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   48                                                       
CONECT   29   27                                                            
CONECT   30   22   31                                                       
CONECT   31   32   30   33                                                  
CONECT   32   31   34                                                       
CONECT   33   35   36   31                                                  
CONECT   34   32   37   38                                                  
CONECT   35   33   39   37                                                  
CONECT   36   33                                                            
CONECT   37   34   35                                                       
CONECT   38   34   40   41                                                  
CONECT   39   35   57                                                       
CONECT   40   38                                                            
CONECT   41   38                                                            
CONECT   42   51   43                                                       
CONECT   43   42   44                                                       
CONECT   44   45   46   43                                                  
CONECT   45   47   44                                                       
CONECT   46   44                                                            
CONECT   47   45   53                                                       
CONECT   48   49   28                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   42   50                                                       
CONECT   52   50                                                            
CONECT   53   47   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   39                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

View in JSmol

Synonyms

Value	Source
3-Methoxy-4-hydroxy-5-nonaprenylbenzoate	ChEBI
4-Hydroxy-3-methoxy-5-nonaprenylbenzoate	ChEBI
all-trans-3-Nonaprenyl-4-hydroxy-5-methoxybenzoate	ChEBI
all-trans-4-Hydroxy-3-methoxy-5-nonaprenylbenzoate	ChEBI
3-Methoxy-4-hydroxy-5-nonaprenylbenzoic acid	Generator
4-Hydroxy-3-methoxy-5-nonaprenylbenzoic acid	Generator
all-trans-3-Nonaprenyl-4-hydroxy-5-methoxybenzoic acid	Generator
all-trans-4-Hydroxy-3-methoxy-5-nonaprenylbenzoic acid	Generator
3-Methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoic acid	Generator
3-Methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate	ChEBI
3-Nonaprenyl-4-hydroxy-5-methoxybenzoic acid	Generator

Chemical Formula

C₅₃H₇₉O₄

Average Mass

780.2120 Da

Monoisotopic Mass

779.59838 Da

IUPAC Name

4-hydroxy-3-methoxy-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]benzoate

Traditional Name

4-hydroxy-3-methoxy-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]benzoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=CC(=C1)C([O-])=O

InChI Identifier

InChI=1S/C53H80O4/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53(55)56)39-51(57-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3,(H,55,56)/p-1/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+

InChI Key

FDPPBYXDOXRDHA-JSGWLJPKSA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyterpenoids. These are terpenoids consisting of more than eight isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyterpenoids

Direct Parent

Polyterpenoids

Alternative Parents

Substituents

Polyterpenoid
M-methoxybenzoic acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Benzoyl
Alkyl aryl ether
Phenoxide
Monocyclic benzene moiety
Benzenoid
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic anion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxybenzoate (CHEBI:62791 )

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	9.61	ALOGPS
logP	16.18	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	4.12	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.59 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	267.26 m³·mol⁻¹	ChemAxon
Polarizability	100.87 Å³	ChemAxon
Number of Rings	1	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

FDB030438

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-9898

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245444

PDB ID

Not Available

ChEBI ID

62791

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate (NP0339987)

MOL for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

3D MOL for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

3D SDF for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

3D-SDF for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

PDB for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

3D PDB for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

SMILES for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

INCHI for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

Structure for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)

3D Structure for NP0339987 (3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate)