NP-MRD: Showing NP-Card for 15-p-Hydroxyphenylacetyl-lactucin-8-sulfate (NP0073288)

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Record Information

Version

2.0

Created at

2022-04-28 18:34:09 UTC

Updated at

2022-04-28 18:34:09 UTC

NP-MRD ID

NP0073288

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-p-Hydroxyphenylacetyl-lactucin-8-sulfate

Description

15-(P-Hydroxyphenylacetyl)lactucin-8-sulfate belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. 15-p-Hydroxyphenylacetyl-lactucin-8-sulfate is found in Lactuca sativa L. . Based on a literature review very few articles have been published on 15-(p-Hydroxyphenylacetyl)lactucin-8-sulfate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220342D          

 34 37  0  0  1  0            999 V2000
    3.6659   -0.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1803   -0.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534   -2.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101   -1.6863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3265   -0.8820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8409   -0.2370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3864    0.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656   -1.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651   -2.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -3.0165    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110   -3.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -2.8935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -3.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -1.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    1.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    1.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1683    1.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4582    0.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923    2.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062    2.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301    2.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1339    1.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6099    1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961    1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9477    1.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  2  0  0  0  0
  3  4  1  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
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  1  0  0  0
 11 12  2  0  0  0  0
  5 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
  3 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 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
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -3.1461   -2.6066   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3970   -1.6827   -1.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106   -1.2439   -2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3857   -1.8525   -3.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119    0.0173   -1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7015    0.3793   -0.8587 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0284    0.6637    0.4328 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1107    1.5966    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528    1.4797   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0527    0.3600   -0.4320 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.0245    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167    0.7078    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.2963    0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590   -1.0126    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4014   -0.8769   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7009   -0.6140   -1.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7074   -0.4764   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0271   -0.2107   -0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3620   -0.6134    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.8797    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    2.5727    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3374    2.4430    1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    3.2189    2.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    1.2456    1.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1779    0.8373    1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8472    1.6518    2.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9530   -0.2942    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -0.3978   -0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9611   -1.2036   -0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9537   -0.3393   -1.7040 S   0  0  1  0  0  6  0  0  0  0  0  0
   -6.3098   -1.1589   -2.9114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2126    0.0745   -1.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1422    1.0291   -2.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574   -0.8890   -0.6094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8501   -3.1093   -3.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0732   -2.9104   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    1.2275   -1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892   -0.3493    0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136    2.3745   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9282    1.5311   -1.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.8880   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -1.9003    1.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010   -0.9851   -1.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9808   -0.5076   -2.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6191   -1.0421   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1452   -0.5108    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -0.9836    2.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186    3.3918    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428    1.6172    3.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511    1.2131    3.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108    2.6690    2.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -1.2738    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191   -0.1447    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580    0.6021   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7001    1.8302   -2.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1047   -1.4561    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  2  0
 24  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2 34  1  0
 34 28  1  0
 28 27  1  0
 28 29  1  0
 30 29  1  1
 30 33  1  0
 30 31  2  0
 30 32  2  0
  7  8  1  0
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  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 27 25  1  0
 20 14  1  0
 22 24  1  0
 34  6  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
  7 38  1  1
  6 37  1  6
  1 35  1  0
  1 36  1  0
 34 56  1  1
 28 54  1  6
 27 52  1  0
 27 53  1  0
 33 55  1  0
  9 39  1  0
  9 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
M  END


  Mrv1652304282220342D          

 34 37  0  0  1  0            999 V2000
    3.6659   -0.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1803   -0.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534   -2.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101   -1.6863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3265   -0.8820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8409   -0.2370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3864    0.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461    0.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656   -1.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651   -2.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -3.0165    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110   -3.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8039   -2.8935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -3.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -2.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -0.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -1.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305    1.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    1.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1683    1.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4582    0.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923    2.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062    2.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301    2.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1339    1.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6099    1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961    1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9477    1.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  2  0  0  0  0
  3  4  1  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
  1  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 11  1  1  0  0  0
 11 12  2  0  0  0  0
  5 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
  3 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 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
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073288

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3[C@H](C1)OS(O)(=O)=O)C(COC(=O)CC1=CC=C(O)C=C1)=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O10S/c1-11-7-17(33-34(28,29)30)20-12(2)23(27)32-22(20)21-14(9-16(25)19(11)21)10-31-18(26)8-13-3-5-15(24)6-4-13/h3-6,9,17,20-22,24H,2,7-8,10H2,1H3,(H,28,29,30)/t17-,20+,21-,22-/m0/s1

> <INCHI_KEY>
HAAFMPVLNFTPMR-XGARDCMYSA-N

> <FORMULA>
C23H22O10S

> <MOLECULAR_WEIGHT>
490.48

> <EXACT_MASS>
490.093368082

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
47.63199058870077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3aS,4S,9aS,9bR)-9-({[2-(4-hydroxyphenyl)acetyl]oxy}methyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.61

> <JCHEM_LOGP>
2.009144556666667

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.496220586572637

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7051555395858964

> <JCHEM_PKA_STRONGEST_BASIC>
-5.95855650699878

> <JCHEM_POLAR_SURFACE_AREA>
153.5

> <JCHEM_REFRACTIVITY>
117.71119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3aS,4S,9aS,9bR)-9-({[2-(4-hydroxyphenyl)acetyl]oxy}methyl)-6-methyl-3-methylidene-2,7-dioxo-3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.843  -0.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.803  -1.646   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.461  -3.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.073  -3.816   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.686  -3.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.343  -1.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.303  -0.442   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.455   0.843   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.970   0.433   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.766   1.393   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.901  -1.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.616  -1.954   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.482  -4.108   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       3.711  -5.631   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       3.941  -7.154   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.234  -5.401   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.188  -5.860   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.665  -4.108   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.245  -1.105   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.530  -1.954   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.176   0.433   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.691   0.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.150   2.285   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.128   3.474   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.648   3.222   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.189   1.780   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.626   4.411   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.145   4.159   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.123   5.349   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.642   5.096   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.183   3.655   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.205   2.465   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.686   2.717   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      16.702   3.402   0.000  0.00  0.00           O+0
CONECT    1    2    7   22                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    1    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    6   12                                                  
CONECT   12   11                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    3                                                            
CONECT   19    2   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    1   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   31                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
15-(p-Hydroxyphenylacetyl)lactucin-8-sulfuric acid	Generator
15-(p-Hydroxyphenylacetyl)lactucin-8-sulphate	Generator
15-(p-Hydroxyphenylacetyl)lactucin-8-sulphuric acid	Generator

Chemical Formula

C₂₃H₂₂O₁₀S

Average Mass

490.4800 Da

Monoisotopic Mass

490.09337 Da

IUPAC Name

[(3aS,4S,9aS,9bR)-9-({[2-(4-hydroxyphenyl)acetyl]oxy}methyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

Traditional Name

[(3aS,4S,9aS,9bR)-9-({[2-(4-hydroxyphenyl)acetyl]oxy}methyl)-6-methyl-3-methylidene-2,7-dioxo-3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3[C@H](C1)OS(O)(=O)=O)C(COC(=O)CC1=CC=C(O)C=C1)=CC2=O

InChI Identifier

InChI=1S/C23H22O10S/c1-11-7-17(33-34(28,29)30)20-12(2)23(27)32-22(20)21-14(9-16(25)19(11)21)10-31-18(26)8-13-3-5-15(24)6-4-13/h3-6,9,17,20-22,24H,2,7-8,10H2,1H3,(H,28,29,30)/t17-,20+,21-,22-/m0/s1

InChI Key

HAAFMPVLNFTPMR-XGARDCMYSA-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
Lactuca sativa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Gamma butyrolactone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Organic sulfuric acid or derivatives
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.61	ALOGPS
logP	2.01	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	153.5 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.71 m³·mol⁻¹	ChemAxon
Polarizability	47.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

132525609

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 15-p-Hydroxyphenylacetyl-lactucin-8-sulfate (NP0073288)

MOL for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

3D MOL for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

3D SDF for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

3D-SDF for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

PDB for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

3D PDB for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

SMILES for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

INCHI for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

Structure for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)

3D Structure for NP0073288 (15-p-Hydroxyphenylacetyl-lactucin-8-sulfate)