NP-MRD: Showing NP-Card for Crinatusin A2 (NP0060733)

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Record Information

Version

2.0

Created at

2022-04-28 05:43:57 UTC

Updated at

2022-04-28 05:43:58 UTC

NP-MRD ID

NP0060733

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Crinatusin A2

Description

5-Methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Crinatusin A2 is found in Cyathocalyx crinatus. Based on a literature review very few articles have been published on 5-methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207432D          

 32 34  0  0  1  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
    4.2868   -4.9500    0.0000 C   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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
  5 13  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 18 23  1  0  0  0  0
 17 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -3.7449    0.8452    2.7315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0850   -0.3662    2.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2104   -1.0765    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1934   -2.0100    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1070   -2.2547    2.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3571   -2.7490    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3730   -3.6732    0.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461   -2.5623   -1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6813   -3.3216   -2.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5352   -1.5889   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474   -1.4322   -2.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3585   -0.8571    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    0.1156    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625    0.7684    1.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614    0.4467   -0.6255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6674   -0.6836   -0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0014   -0.5588   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.7617    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -1.7250    1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315   -1.3333    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9288   -0.4436    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0663   -0.0764   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8407    0.1905    2.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506    0.6322   -0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395    1.7851   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861    1.7512   -0.3301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2921    2.9145   -0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375    3.0284   -2.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    4.1031   -2.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    5.1076   -2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    5.0156   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087    3.9381   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    1.4742    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7260    0.7044    3.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1049    1.3949    3.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1449   -3.3474    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7476   -1.7424    3.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1173   -1.8947    2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -4.2661   -0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7547   -3.9235   -2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429   -2.5760   -3.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5846   -3.9389   -2.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425   -1.9463   -2.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7896    0.5825   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -0.8843   -1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031   -1.6239   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8379   -2.1968    1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5550   -2.5576   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126   -2.7480    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151   -1.0774    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1594   -1.7905   -0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9050    0.3059    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4581   -0.9544   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805    0.7391   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0320   -0.5996    2.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6664    0.9310    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8741    0.6437    2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890    0.8247    0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2818    2.7143   -0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0188    1.7229   -1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3815    1.8842    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410    2.2414   -2.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    4.1265   -3.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    5.9518   -2.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8391    5.8103   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    3.8476    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 12  2  0
 12 13  1  0
 13 14  2  0
 13 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  3
 21 22  1  0
 21 23  1  0
 17 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 12 10  1  0
 10 11  1  0
 10  8  2  0
  8  9  1  0
  8  6  1  0
  6  7  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
 26 15  1  0
 32 27  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 15 44  1  6
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  1
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
 11 43  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
  7 39  1  0
  5 36  1  0
  5 37  1  0
  5 38  1  0
M  END


  Mrv1652304282207432D          

 32 34  0  0  1  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
    4.2868   -4.9500    0.0000 C   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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
  5 13  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 18 23  1  0  0  0  0
 17 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060733

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C(=O)[C@@H]2CC(CCC=C(C)C)=CC[C@H]2C2=CC=CC=C2)C(O)=C(C)C(O)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O4/c1-17(2)10-9-11-20-14-15-22(21-12-7-6-8-13-21)23(16-20)27(31)24-26(30)18(3)25(29)19(4)28(24)32-5/h6-8,10,12-14,22-23,29-30H,9,11,15-16H2,1-5H3/t22-,23+/m0/s1

> <INCHI_KEY>
XNIZQTNFDVHYAF-XZOQPEGZSA-N

> <FORMULA>
C28H34O4

> <MOLECULAR_WEIGHT>
434.576

> <EXACT_MASS>
434.245709575

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.32222058618138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol

> <ALOGPS_LOGP>
5.80

> <JCHEM_LOGP>
7.518413381

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.59231327122769

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.659897028269326

> <JCHEM_PKA_STRONGEST_BASIC>
-4.587945041528607

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
132.0152

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol

> <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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23   18                                                            
CONECT   24   17                                                            
CONECT   25   16   26                                                       
CONECT   26   25                                                            
CONECT   27    3   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₄O₄

Average Mass

434.5760 Da

Monoisotopic Mass

434.24571 Da

IUPAC Name

5-methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol

Traditional Name

5-methoxy-2,4-dimethyl-6-[(1R,6R)-3-(4-methylpent-3-en-1-yl)-6-phenylcyclohex-3-ene-1-carbonyl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

COC1=C(C(=O)[C@@H]2CC(CCC=C(C)C)=CC[C@H]2C2=CC=CC=C2)C(O)=C(C)C(O)=C1C

InChI Identifier

InChI=1S/C28H34O4/c1-17(2)10-9-11-20-14-15-22(21-12-7-6-8-13-21)23(16-20)27(31)24-26(30)18(3)25(29)19(4)28(24)32-5/h6-8,10,12-14,22-23,29-30H,9,11,15-16H2,1-5H3/t22-,23+/m0/s1

InChI Key

XNIZQTNFDVHYAF-XZOQPEGZSA-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
Cyathocalyx crinatus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Alkyl-phenylketone
Aromatic monoterpenoid
Methoxyphenol
Monocyclic monoterpenoid
Monoterpenoid
Phenylketone
Xylenol
Anisole
Phenoxy compound
Benzoyl
M-xylene
Xylene
O-cresol
P-cresol
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	5.8	ALOGPS
logP	7.52	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.02 m³·mol⁻¹	ChemAxon
Polarizability	50.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

9971779

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11797107

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Crinatusin A2 (NP0060733)

MOL for NP0060733 (Crinatusin A2)

3D MOL for NP0060733 (Crinatusin A2)

3D SDF for NP0060733 (Crinatusin A2)

3D-SDF for NP0060733 (Crinatusin A2)

PDB for NP0060733 (Crinatusin A2)

3D PDB for NP0060733 (Crinatusin A2)

SMILES for NP0060733 (Crinatusin A2)

INCHI for NP0060733 (Crinatusin A2)

Structure for NP0060733 (Crinatusin A2)

3D Structure for NP0060733 (Crinatusin A2)