NP-MRD: Showing NP-Card for Roccellatol (NP0016803)

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Record Information

Version

2.0

Created at

2021-01-06 01:41:44 UTC

Updated at

2021-07-15 17:23:44 UTC

NP-MRD ID

NP0016803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Roccellatol

Provided By

NPAtlas

Description

Roccellatol is found in Roccella montagnei. Roccellatol was first documented in 2018 (PMID: 28726494). Based on a literature review very few articles have been published on (2S,3S)-2,3,4-trihydroxybutyl 2,6-dihydroxy-4-methylbenzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104173D          

 35 35  0  0  0  0            999 V2000
   -6.1357    0.3276    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.1674    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8502    1.1541    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568    0.9864    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421    2.0529    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -0.2104    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3841    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -1.4810   -0.0834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540    0.5131    0.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.4487    0.8359 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6162    0.2654   -0.3989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3187   -0.9128   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.1768    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3255   -0.8932    0.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    0.1859   -1.2027 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2998    0.2443   -0.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -1.1989   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -2.4127   -0.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1424   -1.0258   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5166   -0.2332   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.4079   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.0180    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    2.1008    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    2.1785    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590    1.3916    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3539    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    1.1277   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -1.6804   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948    1.1402    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -0.5737    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.7229   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7735    1.1255   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -0.2384    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -2.8512   -0.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -1.8040   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 11 27  1  6  0  0  0
 12 28  1  0  0  0  0
 13 29  1  1  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
M  END

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -6.1357    0.3276    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.1674    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8502    1.1541    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568    0.9864    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421    2.0529    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -0.2104    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3841    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -1.4810   -0.0834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540    0.5131    0.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.4487    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.2654   -0.3989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3187   -0.9128   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.1768    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3255   -0.8932    0.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    0.1859   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998    0.2443   -0.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -1.1989   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -2.4127   -0.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1424   -1.0258   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5166   -0.2332   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.4079   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.0180    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    2.1008    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    2.1785    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590    1.3916    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3539    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    1.1277   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -1.6804   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948    1.1402    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -0.5737    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.7229   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7735    1.1255   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -0.2384    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -2.8512   -0.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -1.8040   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1652306242104173D          

 35 35  0  0  0  0            999 V2000
   -6.1357    0.3276    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.1674    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8502    1.1541    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568    0.9864    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421    2.0529    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -0.2104    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3841    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -1.4810   -0.0834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540    0.5131    0.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.4487    0.8359 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6162    0.2654   -0.3989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3187   -0.9128   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.1768    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3255   -0.8932    0.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    0.1859   -1.2027 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2998    0.2443   -0.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -1.1989   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -2.4127   -0.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1424   -1.0258   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5166   -0.2332   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.4079   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.0180    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    2.1008    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    2.1785    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590    1.3916    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3539    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    1.1277   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -1.6804   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948    1.1402    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -0.5737    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.7229   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7735    1.1255   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -0.2384    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -2.8512   -0.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -1.8040   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19  2  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 11 27  1  6  0  0  0
 12 28  1  0  0  0  0
 13 29  1  1  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0016803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1C(=O)OC([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O7/c1-6-2-7(14)11(8(15)3-6)12(18)19-5-10(17)9(16)4-13/h2-3,9-10,13-17H,4-5H2,1H3/t9-,10-/m0/s1

> <INCHI_KEY>
OXQDOVRVEZWKRU-UWVGGRQHSA-N

> <FORMULA>
C12H16O7

> <MOLECULAR_WEIGHT>
272.253

> <EXACT_MASS>
272.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.59616608312908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-2,3,4-trihydroxybutyl 2,6-dihydroxy-4-methylbenzoate

> <ALOGPS_LOGP>
-0.80

> <JCHEM_LOGP>
1.2322416300000005

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.973990445912591

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.661651828647637

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9739257796379963

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
65.3036

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2,3,4-trihydroxybutyl 2,6-dihydroxy-4-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -6.1357    0.3276    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.1674    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8502    1.1541    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568    0.9864    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421    2.0529    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -0.2104    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3841    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -1.4810   -0.0834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540    0.5131    0.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.4487    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.2654   -0.3989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3187   -0.9128   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.1768    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3255   -0.8932    0.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    0.1859   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998    0.2443   -0.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -1.1989   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -2.4127   -0.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1424   -1.0258   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5166   -0.2332   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.4079   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.0180    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    2.1008    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    2.1785    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590    1.3916    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3539    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    1.1277   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -1.6804   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948    1.1402    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -0.5737    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.7229   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7735    1.1255   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -0.2384    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -2.8512   -0.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -1.8040   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -6.136   0.328   0.120  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.645   0.167   0.182  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.850   1.154   0.642  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.457   0.986   0.693  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.742   2.053   1.178  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.912  -0.210   0.262  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.468  -0.384   0.314  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.002  -1.481  -0.083  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.454   0.513   0.750  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.824   0.449   0.836  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.616   0.265  -0.399  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.319  -0.913  -1.067  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.091   0.177   0.026  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.325  -0.893   0.854  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.987   0.186  -1.203  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.300   0.244  -0.735  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.744  -1.199  -0.203  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.326  -2.413  -0.651  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.142  -1.026  -0.251  0.00  0.00           C+0
HETATM   20  H   UNK     0      -6.517  -0.233  -0.740  0.00  0.00           H+0
HETATM   21  H   UNK     0      -6.367   1.408  -0.044  0.00  0.00           H+0
HETATM   22  H   UNK     0      -6.543  -0.018   1.099  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.284   2.101   0.983  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.802   2.179   1.307  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.159   1.392   1.368  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.146  -0.354   1.570  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.584   1.128  -1.097  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.865  -1.680  -0.792  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.295   1.140   0.555  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.273  -0.574   1.796  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.821  -0.723  -1.824  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.774   1.125  -1.750  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.380  -0.238   0.122  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.482  -2.851  -0.755  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.799  -1.804  -0.617  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   19                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   24                                                       
CONECT    6    4    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   25   26                                             
CONECT   11   10   12   13   27                                             
CONECT   12   11   28                                                       
CONECT   13   11   14   15   29                                             
CONECT   14   13   30                                                       
CONECT   15   13   16   31   32                                             
CONECT   16   15   33                                                       
CONECT   17    6   18   19                                                  
CONECT   18   17   34                                                       
CONECT   19   17    2   35                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    5                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   70    0
END

RDKit          3D

35 35  0  0  0  0  0  0  0  0999 V2000
   -6.1357    0.3276    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.1674    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8502    1.1541    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4568    0.9864    0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7421    2.0529    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120   -0.2104    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3841    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015   -1.4810   -0.0834 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540    0.5131    0.7495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.4487    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.2654   -0.3989 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3187   -0.9128   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.1768    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3255   -0.8932    0.8540 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    0.1859   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998    0.2443   -0.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436   -1.1989   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -2.4127   -0.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1424   -1.0258   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5166   -0.2332   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.4079   -0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.0180    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    2.1008    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    2.1785    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590    1.3916    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3539    1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    1.1277   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -1.6804   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2948    1.1402    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -0.5737    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -0.7229   -1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7735    1.1255   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800   -0.2384    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -2.8512   -0.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -1.8040   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 17 19  2  0
 19  2  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S,3S)-2,3,4-Trihydroxybutyl 2,6-dihydroxy-4-methylbenzoic acid	Generator

Chemical Formula

C₁₂H₁₆O₇

Average Mass

272.2530 Da

Monoisotopic Mass

272.08960 Da

IUPAC Name

(2S,3S)-2,3,4-trihydroxybutyl 2,6-dihydroxy-4-methylbenzoate

Traditional Name

(2S,3S)-2,3,4-trihydroxybutyl 2,6-dihydroxy-4-methylbenzoate

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(C(=O)OC[C@H](O)[C@@H](O)CO)C(O)=C1

InChI Identifier

InChI=1S/C12H16O7/c1-6-2-7(14)11(8(15)3-6)12(18)19-5-10(17)9(16)4-13/h2-3,9-10,13-17H,4-5H2,1H3/t9-,10-/m0/s1

InChI Key

OXQDOVRVEZWKRU-UWVGGRQHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Roccella montagnei	NPAtlas	28726494

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	-0.8	ALOGPS
logP	1.23	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	9.66	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	65.3 m³·mol⁻¹	ChemAxon
Polarizability	26.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA024550

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440676

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591667

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mallavadhani UV, Sudhakar AVS: Roccellatol, a new beta-orcinol based metabolite from the lichen Roccella montagnei. Nat Prod Res. 2018 Feb;32(3):268-274. doi: 10.1080/14786419.2017.1353508. Epub 2017 Jul 20. [PubMed:28726494 ]

Showing NP-Card for Roccellatol (NP0016803)

MOL for NP0016803 (Roccellatol)

3D MOL for NP0016803 (Roccellatol)

3D SDF for NP0016803 (Roccellatol)

3D-SDF for NP0016803 (Roccellatol)

PDB for NP0016803 (Roccellatol)

3D PDB for NP0016803 (Roccellatol)

SMILES for NP0016803 (Roccellatol)

INCHI for NP0016803 (Roccellatol)

Structure for NP0016803 (Roccellatol)

3D Structure for NP0016803 (Roccellatol)