NP-MRD: Showing NP-Card for Ardisinone B (NP0078921)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 00:00:41 UTC

Updated at

2022-04-29 00:00:41 UTC

NP-MRD ID

NP0078921

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ardisinone B

Description

2-[11-(2,6-Dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Ardisinone B is found in Ardisia arborescens and Ardisia elliptica. 2-[11-(2,6-Dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171503472D          

 33 34  0  0  0  0            999 V2000
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END

     RDKit          3D

 67 68  0  0  0  0  0  0  0  0999 V2000
   -7.5693    4.0509    1.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6825    2.7725    1.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0060    1.7112    1.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2321    1.8831    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5482    0.8248   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8052    1.1003   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6068   -0.4442   -0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9161   -1.5730   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0799   -2.6959    0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -1.5146   -1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5900   -1.2424   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -2.3594   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7601   -2.3832   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863   -2.4847   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6579   -1.4644   -2.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -0.0752   -1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985    0.1793   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140   -0.1607   -1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    0.1370   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385   -0.0727   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3299   -0.5421   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250   -0.9099   -2.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7406   -0.6929   -1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4731   -0.3600   -0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8762    0.1142    0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5271    0.2673    0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9522    0.7452    2.0068 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7577    2.0920    2.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445    2.6361    3.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218    2.8932    1.3268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3936   -0.6139    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5044   -1.8655    1.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0649    0.4339    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4953    4.3738    1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2197    4.7944    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8430    4.0083    0.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1488    2.8563   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317    2.0067   -2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270   -0.9131   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263   -2.5723   -2.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.2554   -0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0524   -1.0664   -2.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830   -3.3623   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331   -2.3410    0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113   -3.3201    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225   -1.5741    0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202   -2.6983   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599   -3.4708   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0289   -1.4957   -2.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -1.7414   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    0.5576   -2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    0.3690   -1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905   -0.3209    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9526    1.2729   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -1.2303   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3870    0.5272   -1.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0679   -0.4855    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080    1.1855    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8174   -0.9213   -2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2073   -1.0699   -2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5672   -0.4835   -0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5270    0.3653    1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955    3.5629    3.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210    1.9150    4.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0923    2.8924    3.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0579   -2.0313    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6678    0.2804    2.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
  7 31  1  0
 31 32  1  0
 31 33  2  0
 33  3  1  0
 26 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
 33 67  1  0
M  END


  Mrv1533004171503472D          

 33 34  0  0  0  0            999 V2000
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078921

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C(=O)CCCCCCCCCCC2=C(O)C=CC=C2OC(C)=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O7/c1-18(27)33-25-15-11-14-21(28)20(25)12-9-7-5-3-4-6-8-10-13-22(29)26-23(30)16-19(32-2)17-24(26)31/h11,14-17,28,30-31H,3-10,12-13H2,1-2H3

> <INCHI_KEY>
KHZHIDWFRMUMQI-UHFFFAOYSA-N

> <FORMULA>
C26H34O7

> <MOLECULAR_WEIGHT>
458.551

> <EXACT_MASS>
458.230453435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
51.87071983843384

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[11-(2,6-dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
7.205244883

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.452523504770005

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.770022045075624

> <JCHEM_PKA_STRONGEST_BASIC>
-4.659420459366843

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
126.13

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[11-(2,6-dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -10.669 -10.780   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002 -10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.335 -10.780   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -6.668 -13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.335 -15.400   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668 -13.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002 -10.780   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003 -13.090   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.669 -15.400   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.336 -17.710   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.002 -15.400   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.002 -15.400   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -9.336 -13.090   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   31                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    7   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    3                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
2-[11-(2,6-Dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetic acid	Generator

Chemical Formula

C₂₆H₃₄O₇

Average Mass

458.5510 Da

Monoisotopic Mass

458.23045 Da

IUPAC Name

2-[11-(2,6-dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate

Traditional Name

2-[11-(2,6-dihydroxy-4-methoxyphenyl)-11-oxoundecyl]-3-hydroxyphenyl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C(=O)CCCCCCCCCCC2=C(O)C=CC=C2OC(C)=O)C(O)=C1

InChI Identifier

InChI=1S/C26H34O7/c1-18(27)33-25-15-11-14-21(28)20(25)12-9-7-5-3-4-6-8-10-13-22(29)26-23(30)16-19(32-2)17-24(26)31/h11,14-17,28,30-31H,3-10,12-13H2,1-2H3

InChI Key

KHZHIDWFRMUMQI-UHFFFAOYSA-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
Ardisia arborescens	Plant	KNApSAcK
Ardisia elliptica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Phenol ester
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl alkyl ketone
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.47	ALOGPS
logP	7.21	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	8.77	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	126.13 m³·mol⁻¹	ChemAxon
Polarizability	51.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

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

11476642

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ardisinone B (NP0078921)

MOL for NP0078921 (Ardisinone B)

3D MOL for NP0078921 (Ardisinone B)

3D SDF for NP0078921 (Ardisinone B)

3D-SDF for NP0078921 (Ardisinone B)

PDB for NP0078921 (Ardisinone B)

3D PDB for NP0078921 (Ardisinone B)

SMILES for NP0078921 (Ardisinone B)

INCHI for NP0078921 (Ardisinone B)

Structure for NP0078921 (Ardisinone B)

3D Structure for NP0078921 (Ardisinone B)