NP-MRD: Showing NP-Card for actaealactone (NP0031896)

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Record Information

Version

2.0

Created at

2021-06-19 22:51:05 UTC

Updated at

2021-06-30 00:00:46 UTC

NP-MRD ID

NP0031896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

actaealactone

Provided By

JEOL Database JEOL Logo

Description

actaealactone is found in Actaea racemosa. actaealactone was first documented in 2006 (Nuntanakorn, P., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100513D          

 40 42  0  0  0  0            999 V2000
    3.8658   -3.5867   -0.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.5507    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -1.6552    0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.4915    1.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8903   -0.7967    0.6677 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3998    0.2454   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0748    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.1169    2.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -0.0594    2.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    1.3154    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    2.2310    2.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    1.7644    3.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    2.6628    3.7632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0451    0.3997    3.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.0080    3.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -0.5210    2.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -2.0567   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -2.7520   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -2.3789   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -1.7458   -2.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.3312   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797   -1.5505   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856   -1.1574   -1.4489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.1860   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.3774    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -2.6169   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -0.2430    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    0.3392    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.0038   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    1.6947    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763    3.2991    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    2.1127    4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9591    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2967   -1.5882    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727   -3.6672   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -1.5666   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.8420   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -0.7500   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.0341    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -3.1300    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0  0  0  0
 16  9  1  0  0  0  0
  9 10  2  0  0  0  0
 12 13  1  0  0  0  0
 11 12  2  0  0  0  0
 19 18  1  0  0  0  0
  7  5  1  0  0  0  0
 17 18  2  0  0  0  0
 17  5  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
 24 22  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 17  1  0  0  0  0
 22 21  2  0  0  0  0
 24 25  1  0  0  0  0
 21 20  1  0  0  0  0
 22 23  1  0  0  0  0
 14 16  2  0  0  0  0
  2  1  2  0  0  0  0
  7  9  1  0  0  0  0
 19 26  1  0  0  0  0
  5  6  1  0  0  0  0
 26 24  2  0  0  0  0
  7  8  2  0  0  0  0
 10 30  1  0  0  0  0
 11 31  1  0  0  0  0
 16 34  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 21 37  1  0  0  0  0
 26 40  1  0  0  0  0
 20 36  1  0  0  0  0
 18 35  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
 25 39  1  0  0  0  0
 23 38  1  0  0  0  0
  6 29  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    3.8658   -3.5867   -0.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.5507    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -1.6552    0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.4915    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -0.7967    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    0.2454   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0748    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.1169    2.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -0.0594    2.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    1.3154    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    2.2310    2.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    1.7644    3.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    2.6628    3.7632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0451    0.3997    3.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.0080    3.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -0.5210    2.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -2.0567   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -2.7520   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -2.3789   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -1.7458   -2.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.3312   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797   -1.5505   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856   -1.1574   -1.4489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.1860   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.3774    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -2.6169   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -0.2430    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    0.3392    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.0038   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    1.6947    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763    3.2991    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    2.1127    4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9591    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2967   -1.5882    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727   -3.6672   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -1.5666   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.8420   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -0.7500   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.0341    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -3.1300    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0
 16  9  1  0
  9 10  2  0
 12 13  1  0
 11 12  2  0
 19 18  1  0
  7  5  1  0
 17 18  2  0
 17  5  1  0
 14 15  1  0
 12 14  1  0
 24 22  1  0
 10 11  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2 17  1  0
 22 21  2  0
 24 25  1  0
 21 20  1  0
 22 23  1  0
 14 16  2  0
  2  1  2  0
  7  9  1  0
 19 26  1  0
  5  6  1  0
 26 24  2  0
  7  8  2  0
 10 30  1  0
 11 31  1  0
 16 34  1  0
 13 32  1  0
 15 33  1  0
 21 37  1  0
 26 40  1  0
 20 36  1  0
 18 35  1  0
  4 27  1  0
  4 28  1  0
 25 39  1  0
 23 38  1  0
  6 29  1  0
M  END


  Mrv1652306202100513D          

 40 42  0  0  0  0            999 V2000
    3.8658   -3.5867   -0.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.5507    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -1.6552    0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.4915    1.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8903   -0.7967    0.6677 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3998    0.2454   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0748    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.1169    2.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -0.0594    2.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    1.3154    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    2.2310    2.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    1.7644    3.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    2.6628    3.7632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0451    0.3997    3.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.0080    3.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -0.5210    2.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -2.0567   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -2.7520   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -2.3789   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -1.7458   -2.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.3312   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797   -1.5505   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856   -1.1574   -1.4489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.1860   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.3774    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -2.6169   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -0.2430    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    0.3392    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.0038   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    1.6947    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763    3.2991    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    2.1127    4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9591    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2967   -1.5882    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727   -3.6672   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -1.5666   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.8420   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -0.7500   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.0341    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -3.1300    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0  0  0  0
 16  9  1  0  0  0  0
  9 10  2  0  0  0  0
 12 13  1  0  0  0  0
 11 12  2  0  0  0  0
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  7  5  1  0  0  0  0
 17 18  2  0  0  0  0
 17  5  1  0  0  0  0
 14 15  1  0  0  0  0
 12 14  1  0  0  0  0
 24 22  1  0  0  0  0
 10 11  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 17  1  0  0  0  0
 22 21  2  0  0  0  0
 24 25  1  0  0  0  0
 21 20  1  0  0  0  0
 22 23  1  0  0  0  0
 14 16  2  0  0  0  0
  2  1  2  0  0  0  0
  7  9  1  0  0  0  0
 19 26  1  0  0  0  0
  5  6  1  0  0  0  0
 26 24  2  0  0  0  0
  7  8  2  0  0  0  0
 10 30  1  0  0  0  0
 11 31  1  0  0  0  0
 16 34  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 21 37  1  0  0  0  0
 26 40  1  0  0  0  0
 20 36  1  0  0  0  0
 18 35  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
 25 39  1  0  0  0  0
 23 38  1  0  0  0  0
  6 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C2\C(=O)OC([H])([H])[C@]2(O[H])C(=O)C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])C([H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O8/c19-12-3-1-9(6-14(12)21)5-11-17(24)26-8-18(11,25)16(23)10-2-4-13(20)15(22)7-10/h1-7,19-22,25H,8H2/b11-5-/t18-/m1/s1

> <INCHI_KEY>
DTECHVPDGIFJTE-RKMNRJFLSA-N

> <FORMULA>
C18H14O8

> <MOLECULAR_WEIGHT>
358.302

> <EXACT_MASS>
358.068867411

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
32.84069177518069

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,4S)-4-(3,4-dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.7644433283333325

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.178424734087864

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.756002576841944

> <JCHEM_PKA_STRONGEST_BASIC>
-4.387762645572804

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
89.5271

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,4S)-4-(3,4-dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    3.8658   -3.5867   -0.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.5507    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -1.6552    0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.4915    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -0.7967    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    0.2454   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0748    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.1169    2.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -0.0594    2.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    1.3154    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    2.2310    2.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    1.7644    3.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    2.6628    3.7632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0451    0.3997    3.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.0080    3.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -0.5210    2.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -2.0567   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -2.7520   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -2.3789   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -1.7458   -2.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.3312   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797   -1.5505   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856   -1.1574   -1.4489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.1860   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.3774    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -2.6169   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -0.2430    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    0.3392    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.0038   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    1.6947    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763    3.2991    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    2.1127    4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9591    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2967   -1.5882    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727   -3.6672   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -1.5666   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.8420   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -0.7500   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.0341    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -3.1300    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0
 16  9  1  0
  9 10  2  0
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 23 38  1  0
  6 29  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       3.866  -3.587  -0.413  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.418  -2.551   0.044  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.123  -1.655   0.779  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.335  -0.492   1.045  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.890  -0.797   0.668  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.400   0.245  -0.163  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.088  -1.075   1.963  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.200  -2.117   2.609  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.116  -0.059   2.447  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.385   1.315   2.389  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.570   2.231   2.838  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.778   1.764   3.337  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.713   2.663   3.763  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.045   0.400   3.403  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.262   0.008   3.889  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.098  -0.521   2.976  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.037  -2.057  -0.120  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.165  -2.752  -0.872  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.237  -2.379  -1.051  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.647  -1.746  -2.233  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.974  -1.331  -2.393  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.880  -1.551  -1.362  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.186  -1.157  -1.449  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.475  -2.186  -0.191  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.369  -2.377   0.824  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.166  -2.617  -0.032  0.00  0.00           C+0
HETATM   27  H   UNK     0       3.454  -0.243   2.105  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.754   0.339   0.464  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.506  -0.004  -0.460  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.327   1.695   2.003  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.376   3.299   2.797  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.458   2.113   4.079  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.330  -0.959   3.785  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.297  -1.588   3.031  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.473  -3.667  -1.377  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.067  -1.567  -3.036  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.272  -0.842  -3.315  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.327  -0.750  -2.321  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.215  -2.034   0.467  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.876  -3.130   0.882  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   17    1                                                  
CONECT    3    4    2                                                       
CONECT    4    5    3   27   28                                             
CONECT    5    7   17    4    6                                             
CONECT    6    5   29                                                       
CONECT    7    5    9    8                                                  
CONECT    8    7                                                            
CONECT    9   16   10    7                                                  
CONECT   10    9   11   30                                                  
CONECT   11   12   10   31                                                  
CONECT   12   13   11   14                                                  
CONECT   13   12   32                                                       
CONECT   14   15   12   16                                                  
CONECT   15   14   33                                                       
CONECT   16    9   14   34                                                  
CONECT   17   18    5    2                                                  
CONECT   18   19   17   35                                                  
CONECT   19   20   18   26                                                  
CONECT   20   19   21   36                                                  
CONECT   21   22   20   37                                                  
CONECT   22   24   21   23                                                  
CONECT   23   22   38                                                       
CONECT   24   22   25   26                                                  
CONECT   25   24   39                                                       
CONECT   26   19   24   40                                                  
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   23                                                            
CONECT   39   25                                                            
CONECT   40   26                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    3.8658   -3.5867   -0.4134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.5507    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229   -1.6552    0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.4915    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -0.7967    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    0.2454   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.0748    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.1169    2.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162   -0.0594    2.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    1.3154    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    2.2310    2.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    1.7644    3.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7129    2.6628    3.7632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0451    0.3997    3.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2618    0.0080    3.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984   -0.5210    2.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369   -2.0567   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1652   -2.7520   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -2.3789   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -1.7458   -2.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.3312   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797   -1.5505   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856   -1.1574   -1.4489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.1860   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.3774    0.8241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1656   -2.6169   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4536   -0.2430    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    0.3392    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.0038   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    1.6947    2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763    3.2991    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580    2.1127    4.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9591    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2967   -1.5882    3.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727   -3.6672   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -1.5666   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.8420   -3.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -0.7500   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -2.0341    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -3.1300    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0
 16  9  1  0
  9 10  2  0
 12 13  1  0
 11 12  2  0
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  7  5  1  0
 17 18  2  0
 17  5  1  0
 14 15  1  0
 12 14  1  0
 24 22  1  0
 10 11  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2 17  1  0
 22 21  2  0
 24 25  1  0
 21 20  1  0
 22 23  1  0
 14 16  2  0
  2  1  2  0
  7  9  1  0
 19 26  1  0
  5  6  1  0
 26 24  2  0
  7  8  2  0
 10 30  1  0
 11 31  1  0
 16 34  1  0
 13 32  1  0
 15 33  1  0
 21 37  1  0
 26 40  1  0
 20 36  1  0
 18 35  1  0
  4 27  1  0
  4 28  1  0
 25 39  1  0
 23 38  1  0
  6 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₈

Average Mass

358.3020 Da

Monoisotopic Mass

358.06887 Da

IUPAC Name

(3E,4S)-4-(3,4-dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one

Traditional Name

(3E,4S)-4-(3,4-dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C2\C(=O)OC([H])([H])[C@]2(O[H])C(=O)C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])C([H])=C1O[H]

InChI Identifier

InChI=1S/C18H14O8/c19-12-3-1-9(6-14(12)21)5-11-17(24)26-8-18(11,25)16(23)10-2-4-13(20)15(22)7-10/h1-7,19-22,25H,8H2/b11-5-/t18-/m1/s1

InChI Key

DTECHVPDGIFJTE-RKMNRJFLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actaea racemosa	JEOL database	Nuntanakorn, P., et al, J. Nat. Prod. 69, 315 (2006)

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	1.85	ALOGPS
logP	1.76	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.53 m³·mol⁻¹	ChemAxon
Polarizability	32.84 Å³	ChemAxon
Number of Rings	3	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

Not Available

References

General References

Nuntanakorn, P., et al. (2006). Nuntanakorn, P., et al, J. Nat. Prod. 69, 315 (2006). J. Nat. Prod..

Showing NP-Card for actaealactone (NP0031896)

MOL for NP0031896 (actaealactone)

3D MOL for NP0031896 (actaealactone)

3D SDF for NP0031896 (actaealactone)

3D-SDF for NP0031896 (actaealactone)

PDB for NP0031896 (actaealactone)

3D PDB for NP0031896 (actaealactone)

SMILES for NP0031896 (actaealactone)

INCHI for NP0031896 (actaealactone)

Structure for NP0031896 (actaealactone)

3D Structure for NP0031896 (actaealactone)