NP-MRD: Showing NP-Card for 11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione (NP0287144)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 16:04:18 UTC

Updated at

2022-09-09 16:04:18 UTC

NP-MRD ID

NP0287144

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione

Description

11,22-Dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]Octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. 11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione is found in Scutia myrtina. 11,22-Dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]Octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251513182D          

 38 44  0  0  0  0            999 V2000
    4.3461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0329    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
 11 36  2  0  0  0  0
 17 36  1  0  0  0  0
 34 37  1  0  0  0  0
 18 37  1  0  0  0  0
 29 37  2  0  0  0  0
 32 38  1  0  0  0  0
M  END

     RDKit          3D

 68 74  0  0  0  0  0  0  0  0999 V2000
    1.1108   -4.7484   -0.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413   -3.4303   -0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326   -2.2901   -0.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -1.0971   -0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614    0.0256   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143   -0.0425   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4706    1.0997    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    2.2685    0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6361    3.3269    1.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4865    2.3058    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8222    3.4689    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    4.4695    1.3554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    3.5358    1.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282    4.8019    1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346    2.4556    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    1.2880    0.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.1741    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429    0.2089    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -0.9856   -0.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247   -2.1546   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403   -3.2581   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5501   -2.1963   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9071   -3.3895   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131   -4.5193   -0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012   -1.0469   -0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0146   -0.8746    0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7372   -2.1964    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4795    0.0568   -0.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7211    1.0488   -1.1007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5549    2.2748   -1.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    1.4589   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050    1.2182    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    0.9117    0.2916 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6555    1.9211    1.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697   -0.3319    0.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6202   -1.4239    0.3427 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5337   -2.4427   -0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256   -1.0674   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756   -4.7357   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -5.5560   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -4.9191   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -2.5178   -0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6251    4.2152    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    5.2653    0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    5.5289    1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0818    4.6431    2.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    2.6168    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -5.4319   -0.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2184   -0.5163    1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6979   -2.6105   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8218   -1.9522    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -2.8861    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1966    0.7868   -2.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5170    2.2113   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0511    3.1915   -1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8408    2.3524   -2.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2762    1.7588    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605    2.2324   -0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2999    1.1430   -0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1727    2.0838    2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6873    1.5239    1.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8379    2.8494    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2305   -1.9592    1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4528   -2.2992   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2632   -3.4817   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -2.2838   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3638   -1.6969   -1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513   -0.3799   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 31 18  1  0
 18 19  2  0
 19 26  1  0
 26 27  1  0
 26 28  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 25  2  0
 25  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2 23  2  0
 23 24  1  0
  4  5  1  0
  5  6  2  0
  6 38  1  0
 38 36  1  0
 36 37  1  0
 36 35  1  0
 35 33  1  0
 33 34  1  0
 33  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 32  2  0
 32 16  1  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 11  1  0
 11 12  2  0
 16 17  2  0
 28 29  1  0
 23 22  1  0
 32  5  1  0
 17 18  1  0
 17 25  1  0
  7  6  1  0
 11 10  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 29 53  1  6
 31 57  1  0
 31 58  1  0
 26 49  1  1
 27 50  1  0
 27 51  1  0
 27 52  1  0
  3 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 24 48  1  0
 38 67  1  0
 38 68  1  0
 36 63  1  1
 37 64  1  0
 37 65  1  0
 37 66  1  0
 33 59  1  6
 34 60  1  0
 34 61  1  0
 34 62  1  0
  9 43  1  0
 15 47  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
M  END


  Mrv1533004251513182D          

 38 44  0  0  0  0            999 V2000
    4.3461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0329    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
 11 36  2  0  0  0  0
 17 36  1  0  0  0  0
 34 37  1  0  0  0  0
 18 37  1  0  0  0  0
 29 37  2  0  0  0  0
 32 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287144

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC2=C(C(C)O1)C(=O)C1=C3C(=CC(C)=C1O)C1=C4CC(C)OC(C)C4=C(O)C4=C1C(C=C(C)C4=O)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C32H30O6/c1-11-7-17-23-19-9-13(3)38-16(6)22(19)32(36)28-26(23)18(8-12(2)30(28)34)24-20-10-14(4)37-15(5)21(20)31(35)27(25(17)24)29(11)33/h7-8,13-16,33,36H,9-10H2,1-6H3

> <INCHI_KEY>
BJBFRXDNHVXGCR-UHFFFAOYSA-N

> <FORMULA>
C32H30O6

> <MOLECULAR_WEIGHT>
510.586

> <EXACT_MASS>
510.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
57.18113109233631

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
6.607440818333333

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.958136533169608

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.093731084034614

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8960630483206944

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
147.82580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       8.113   1.127   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.343  -0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.803  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.033  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.803  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.343  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.113  -4.207   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.113  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.033  -4.207   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.803  -5.541   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.493  -4.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.723  -5.541   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.493  -6.875   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.183  -5.541   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.413  -6.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.207  -4.207   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.207  -1.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.207   1.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.127   1.127   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.897   2.461   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.183   2.461   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.413   3.795   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.723   2.461   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.493   1.127   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.493   3.795   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   35                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2                                                       
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   36                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   36                                                  
CONECT   18   17   19   37                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   19   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   37                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   38                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34    4   36                                                  
CONECT   36   35   11   17                                                  
CONECT   37   34   18   29                                                  
CONECT   38   32                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₀O₆

Average Mass

510.5860 Da

Monoisotopic Mass

510.20424 Da

IUPAC Name

11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione

Traditional Name

11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1,3(8),10(28),11,13,15,21,23(27),25-nonaene-9,24-dione

CAS Registry Number

Not Available

SMILES

CC1CC2=C(C(C)O1)C(=O)C1=C3C(=CC(C)=C1O)C1=C4CC(C)OC(C)C4=C(O)C4=C1C(C=C(C)C4=O)=C23

InChI Identifier

InChI=1S/C32H30O6/c1-11-7-17-23-19-9-13(3)38-16(6)22(19)32(36)28-26(23)18(8-12(2)30(28)34)24-20-10-14(4)37-15(5)21(20)31(35)27(25(17)24)29(11)33/h7-8,13-16,33,36H,9-10H2,1-6H3

InChI Key

BJBFRXDNHVXGCR-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Scutia myrtina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Perylenequinones

Sub Class

Not Available

Direct Parent

Perylenequinones

Alternative Parents

Substituents

Perylenequinone
Naphthopyranone
Phenanthrol
Anthracene
Naphthopyran
Phenanthrene
2-naphthol
1-naphthol
Benzopyran
Isochromane
2-benzopyran
Pyranone
Pyran
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	4.86	ALOGPS
logP	6.61	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.09	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	147.83 m³·mol⁻¹	ChemAxon
Polarizability	57.18 Å³	ChemAxon
Number of Rings	7	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione (NP0287144)

MOL for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

3D MOL for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

3D SDF for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

3D-SDF for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

PDB for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

3D PDB for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

SMILES for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

INCHI for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

Structure for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)

3D Structure for NP0287144 (11,22-dihydroxy-5,7,12,18,20,25-hexamethyl-6,19-dioxaheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁶,²¹.0²³,²⁷.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),10,12,14,16(21),22,25-nonaene-9,24-dione)