NP-MRD: Showing NP-Card for climacostol (NP0027233)

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Record Information

Version

2.0

Created at

2021-06-19 18:54:59 UTC

Updated at

2021-06-29 23:53:14 UTC

NP-MRD ID

NP0027233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

climacostol

Provided By

JEOL Database JEOL Logo

Description

climacostol is found in Climacostomum virens. climacostol was first documented in 2019 (PMID: 31316972). Based on a literature review a small amount of articles have been published on Climacostol (PMID: 32570859) (PMID: 32471240) (PMID: 30650514).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120553D          

 39 39  0  0  0  0            999 V2000
   -1.4892    4.6725    3.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    3.4150    3.0463 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8737    2.7182    1.7562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6967    1.4537    1.5048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2638    0.7556    0.2141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0854   -0.5111   -0.0350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6610   -1.1884   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.3781   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -3.3337   -0.3594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1355   -3.5352   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426   -4.6794   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -4.8497   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332   -5.9826   -1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -3.8949   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -2.7571    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -1.8334    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.5668    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    5.3907    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    4.4367    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    5.1547    4.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672    3.6811    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    2.7324    3.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    3.4065    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4581    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    0.7659    2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7605    1.7135    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    1.4458   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.5002    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -1.1777    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -0.2515   -0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856   -0.6354   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.7113   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601   -3.0142    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -4.2948   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -5.4420   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -5.9593   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -4.0153   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -1.0885    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -1.6729    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10 11  2  0  0  0  0
  7  6  1  0  0  0  0
 15 17  2  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  0  0  0  0
  5  4  1  0  0  0  0
 12 14  2  0  0  0  0
  4  3  1  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 17 10  1  0  0  0  0
 12 13  1  0  0  0  0
  9  8  1  0  0  0  0
 15 16  1  0  0  0  0
 14 37  1  0  0  0  0
 17 39  1  0  0  0  0
 11 35  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  8 32  1  0  0  0  0
  7 31  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 13 36  1  0  0  0  0
 16 38  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.4892    4.6725    3.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    3.4150    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    2.7182    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967    1.4537    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638    0.7556    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854   -0.5111   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -1.1884   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.3781   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -3.3337   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1355   -3.5352   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426   -4.6794   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -4.8497   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332   -5.9826   -1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -3.8949   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -2.7571    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -1.8334    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.5668    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    5.3907    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    4.4367    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    5.1547    4.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672    3.6811    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    2.7324    3.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    3.4065    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4581    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    0.7659    2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7605    1.7135    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    1.4458   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.5002    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -1.1777    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -0.2515   -0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856   -0.6354   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.7113   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601   -3.0142    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -4.2948   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -5.4420   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -5.9593   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -4.0153   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -1.0885    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -1.6729    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 10 11  2  0
  7  6  1  0
 15 17  2  0
  6  5  1  0
 11 12  1  0
  5  4  1  0
 12 14  2  0
  4  3  1  0
 14 15  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 17 10  1  0
 12 13  1  0
  9  8  1  0
 15 16  1  0
 14 37  1  0
 17 39  1  0
 11 35  1  0
  9 33  1  0
  9 34  1  0
  8 32  1  0
  7 31  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  4 25  1  0
  4 26  1  0
  3 23  1  0
  3 24  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 36  1  0
 16 38  1  0
M  END


  Mrv1652306192120553D          

 39 39  0  0  0  0            999 V2000
   -1.4892    4.6725    3.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    3.4150    3.0463 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8737    2.7182    1.7562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6967    1.4537    1.5048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2638    0.7556    0.2141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0854   -0.5111   -0.0350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6610   -1.1884   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.3781   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -3.3337   -0.3594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1355   -3.5352   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426   -4.6794   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -4.8497   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332   -5.9826   -1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -3.8949   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -2.7571    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -1.8334    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.5668    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    5.3907    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    4.4367    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    5.1547    4.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672    3.6811    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    2.7324    3.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    3.4065    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4581    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    0.7659    2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7605    1.7135    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    1.4458   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.5002    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -1.1777    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -0.2515   -0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856   -0.6354   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.7113   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601   -3.0142    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -4.2948   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -5.4420   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -5.9593   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -4.0153   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -1.0885    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -1.6729    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10 11  2  0  0  0  0
  7  6  1  0  0  0  0
 15 17  2  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  0  0  0  0
  5  4  1  0  0  0  0
 12 14  2  0  0  0  0
  4  3  1  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 17 10  1  0  0  0  0
 12 13  1  0  0  0  0
  9  8  1  0  0  0  0
 15 16  1  0  0  0  0
 14 37  1  0  0  0  0
 17 39  1  0  0  0  0
 11 35  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  8 32  1  0  0  0  0
  7 31  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 13 36  1  0  0  0  0
 16 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-9-13-10-14(16)12-15(17)11-13/h7-8,10-12,16-17H,2-6,9H2,1H3/b8-7-

> <INCHI_KEY>
VKWFGJNPZKSIEL-FPLPWBNLSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.339

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.268182979001057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
5.074164225333332

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.643466910246552

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.18173275019155

> <JCHEM_PKA_STRONGEST_BASIC>
-5.671621720039284

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
72.98559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.4892    4.6725    3.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    3.4150    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    2.7182    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967    1.4537    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638    0.7556    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854   -0.5111   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -1.1884   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.3781   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -3.3337   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1355   -3.5352   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426   -4.6794   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -4.8497   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332   -5.9826   -1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -3.8949   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -2.7571    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -1.8334    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.5668    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    5.3907    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    4.4367    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    5.1547    4.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672    3.6811    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    2.7324    3.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    3.4065    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4581    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    0.7659    2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7605    1.7135    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    1.4458   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.5002    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -1.1777    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -0.2515   -0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856   -0.6354   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.7113   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601   -3.0142    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -4.2948   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -5.4420   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -5.9593   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -4.0153   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -1.0885    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -1.6729    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 10 11  2  0
  7  6  1  0
 15 17  2  0
  6  5  1  0
 11 12  1  0
  5  4  1  0
 12 14  2  0
  4  3  1  0
 14 15  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 17 10  1  0
 12 13  1  0
  9  8  1  0
 15 16  1  0
 14 37  1  0
 17 39  1  0
 11 35  1  0
  9 33  1  0
  9 34  1  0
  8 32  1  0
  7 31  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  4 25  1  0
  4 26  1  0
  3 23  1  0
  3 24  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 36  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.489   4.673   3.300  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.305   3.415   3.046  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.874   2.718   1.756  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.697   1.454   1.505  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.264   0.756   0.214  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.085  -0.511  -0.035  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.661  -1.188  -1.307  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.051  -2.378  -1.442  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.632  -3.334  -0.359  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.136  -3.535  -0.329  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.443  -4.679  -0.898  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.824  -4.850  -0.875  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.333  -5.983  -1.439  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.652  -3.895  -0.296  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.080  -2.757   0.261  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.918  -1.833   0.815  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.700  -2.567   0.250  0.00  0.00           C+0
HETATM   18  H   UNK     0      -1.611   5.391   2.483  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.425   4.437   3.395  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.814   5.155   4.227  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.367   3.681   2.989  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.187   2.732   3.896  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.990   3.406   0.910  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.810   2.458   1.817  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.580   0.766   2.351  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.761   1.714   1.443  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.378   1.446  -0.631  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.198   0.500   0.277  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.004  -1.178   0.828  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.147  -0.252  -0.123  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.886  -0.635  -2.219  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.823  -2.711  -2.455  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.960  -3.014   0.635  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.132  -4.295  -0.535  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.178  -5.442  -1.362  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.301  -5.959  -1.351  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.730  -4.015  -0.273  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.384  -1.089   1.137  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.260  -1.673   0.683  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1   21   22                                             
CONECT    3    4    2   23   24                                             
CONECT    4    5    3   25   26                                             
CONECT    5    6    4   27   28                                             
CONECT    6    7    5   29   30                                             
CONECT    7    8    6   31                                                  
CONECT    8    7    9   32                                                  
CONECT    9   10    8   33   34                                             
CONECT   10   11    9   17                                                  
CONECT   11   10   12   35                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   36                                                       
CONECT   14   12   15   37                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   38                                                       
CONECT   17   15   10   39                                                  
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   11                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
   -1.4892    4.6725    3.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3053    3.4150    3.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    2.7182    1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967    1.4537    1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638    0.7556    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854   -0.5111   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -1.1884   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.3781   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -3.3337   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1355   -3.5352   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426   -4.6794   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -4.8497   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3332   -5.9826   -1.4393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525   -3.8949   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804   -2.7571    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -1.8334    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -2.5668    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6109    5.3907    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    4.4367    3.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    5.1547    4.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672    3.6811    2.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    2.7324    3.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    3.4065    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8099    2.4581    1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    0.7659    2.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7605    1.7135    1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    1.4458   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.5002    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -1.1777    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1475   -0.2515   -0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856   -0.6354   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.7113   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601   -3.0142    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -4.2948   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -5.4420   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -5.9593   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298   -4.0153   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -1.0885    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -1.6729    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 10 11  2  0
  7  6  1  0
 15 17  2  0
  6  5  1  0
 11 12  1  0
  5  4  1  0
 12 14  2  0
  4  3  1  0
 14 15  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 17 10  1  0
 12 13  1  0
  9  8  1  0
 15 16  1  0
 14 37  1  0
 17 39  1  0
 11 35  1  0
  9 33  1  0
  9 34  1  0
  8 32  1  0
  7 31  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  4 25  1  0
  4 26  1  0
  3 23  1  0
  3 24  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 36  1  0
 16 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Mass

234.3390 Da

Monoisotopic Mass

234.16198 Da

IUPAC Name

5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol

Traditional Name

5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-9-13-10-14(16)12-15(17)11-13/h7-8,10-12,16-17H,2-6,9H2,1H3/b8-7-

InChI Key

VKWFGJNPZKSIEL-FPLPWBNLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Climacostomum virens	JEOL database	Masaki, M. E., et al, Tetrahedron 60, 7041 (2004)

Chemical Taxonomy

Classification

Not classified

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	5.3	ALOGPS
logP	5.07	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.99 m³·mol⁻¹	ChemAxon
Polarizability	28.27 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

8880214

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Verani M, Di Giuseppe G, Federigi I, Buonanno F, Ortenzi C, Carducci A: Preliminary Data Related to the Effect of Climacostol Produced by the Freshwater Ciliate Climacostomum virens on Human Adenovirus. Viruses. 2020 Jun 18;12(6). pii: v12060658. doi: 10.3390/v12060658. [PubMed:32570859 ]
Buonanno F, Catalani E, Cervia D, Cimarelli C, Marcantoni E, Ortenzi C: Natural Function and Structural Modification of Climacostol, a Ciliate Secondary Metabolite. Microorganisms. 2020 May 27;8(6). pii: microorganisms8060809. doi: 10.3390/microorganisms8060809. [PubMed:32471240 ]
Catalani E, Buonanno F, Lupidi G, Bongiorni S, Belardi R, Zecchini S, Giovarelli M, Coazzoli M, De Palma C, Perrotta C, Clementi E, Prantera G, Marcantoni E, Ortenzi C, Fausto AM, Picchietti S, Cervia D: The Natural Compound Climacostol as a Prodrug Strategy Based on pH Activation for Efficient Delivery of Cytotoxic Small Agents. Front Chem. 2019 Jun 28;7:463. doi: 10.3389/fchem.2019.00463. eCollection 2019. [PubMed:31316972 ]
Buonanno F, Catalani E, Cervia D, Proietti Serafini F, Picchietti S, Fausto AM, Giorgi S, Lupidi G, Rossi FV, Marcantoni E, Petrelli D, Ortenzi C: Bioactivity and Structural Properties of Novel Synthetic Analogues of the Protozoan Toxin Climacostol. Toxins (Basel). 2019 Jan 15;11(1). pii: toxins11010042. doi: 10.3390/toxins11010042. [PubMed:30650514 ]
Masaki, M. E., et al. (2004). Masaki, M. E., et al, Tetrahedron 60, 7041 (2004). Tetrahedron.

Showing NP-Card for climacostol (NP0027233)

MOL for NP0027233 (climacostol)

3D MOL for NP0027233 (climacostol)

3D SDF for NP0027233 (climacostol)

3D-SDF for NP0027233 (climacostol)

PDB for NP0027233 (climacostol)

3D PDB for NP0027233 (climacostol)

SMILES for NP0027233 (climacostol)

INCHI for NP0027233 (climacostol)

Structure for NP0027233 (climacostol)

3D Structure for NP0027233 (climacostol)