NP-MRD: Showing NP-Card for 10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione (NP0305850)

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Record Information

Version

2.0

Created at

2022-09-10 21:58:53 UTC

Updated at

2022-09-10 21:58:53 UTC

NP-MRD ID

NP0305850

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione

Description

Austalide K belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. Austalide K is a mycotoxin of the food storage mould (Aspergillus ustus. 10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione is found in Aspergillus ustus. Austalide K is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305022D          

 30 34  0  0  0  0            999 V2000
    4.1749    2.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    2.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    4.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9960    2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    5.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    2.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038    4.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904    4.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018    2.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789    4.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848    3.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    3.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731    4.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    3.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    3.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1769    3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551    4.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    3.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    2.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884    4.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083    5.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3598    5.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6899    4.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 13  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21 14  1  0  0  0  0
 21 19  2  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 23 18  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  5  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 22  2  0  0  0  0
 28  6  1  0  0  0  0
 28 21  1  0  0  0  0
 29 12  1  0  0  0  0
 29 22  1  0  0  0  0
 30 20  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
    2.9153    0.1760   -3.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632    1.0463   -2.6273 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0851    0.5483   -1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.0575   -0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578   -0.5801    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371   -0.4565    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9178   -1.0106    2.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6556    0.1508    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3547    0.6505   -0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5495    1.2534   -1.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621    1.8099   -2.5583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5479    1.0835   -0.4761 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0727    0.4221    0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.1665    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -0.6055    1.2703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0664    0.3017    2.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9602   -1.7383    1.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823   -1.4991    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035   -0.1337    0.5769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0214    0.1669    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8049   -0.8423   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204    0.4357    1.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1138    1.4664   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1766    1.8668   -0.9206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8688    2.2493   -0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    1.3435   -1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6419    0.0627   -0.5490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6684   -1.0658   -1.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2325    0.1430    0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6972   -0.2265   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -0.7417   -3.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9861   -0.1025   -3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980    0.6103   -4.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939   -2.0412    2.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0022   -1.0187    2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -0.4174    3.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2682    1.0596    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6699   -0.5020    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1764    1.3724    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    0.2568    3.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -0.0222    3.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5383   -2.6674    1.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9063   -1.9755    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521   -1.5739    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054   -2.3218    0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872    0.5939    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8595   -0.8967   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9633   -0.5350   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4390   -1.8599   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5575    1.1617    1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.4858    2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659    0.9812    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4450    2.6181    0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0638    3.0896   -1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402    1.9322   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.1446   -2.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -2.0033   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7016   -1.1873   -1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0668   -0.6963   -2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    1.2325    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.4893   -1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938   -1.2879   -1.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4 30  1  0
 30 29  1  0
 29 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 15 14  1  0
  4  3  1  0
 27 29  1  0
  8  9  1  0
 14  5  1  0
 27 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 13 37  1  0
 13 38  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
 30 61  1  0
 30 62  1  0
 29 60  1  1
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  1
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
M  END


  Mrv0541 05061305022D          

 30 34  0  0  0  0            999 V2000
    4.1749    2.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    2.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    4.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9960    2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    5.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    2.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038    4.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904    4.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018    2.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789    4.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848    3.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    3.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731    4.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    3.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    3.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1769    3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551    4.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    3.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    2.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884    4.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083    5.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3598    5.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6899    4.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 13  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21 14  1  0  0  0  0
 21 19  2  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 23 18  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  5  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 22  2  0  0  0  0
 28  6  1  0  0  0  0
 28 21  1  0  0  0  0
 29 12  1  0  0  0  0
 29 22  1  0  0  0  0
 30 20  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305850

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3C(C)(C)C(=O)CCC13C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O5/c1-13-15-12-29-22(27)19(15)21(28-6)14-11-17-24(4)9-8-18(26)23(2,3)16(24)7-10-25(17,5)30-20(13)14/h16-17H,7-12H2,1-6H3

> <INCHI_KEY>
JCUWKPURUZEBFJ-UHFFFAOYSA-N

> <FORMULA>
C25H32O5

> <MOLECULAR_WEIGHT>
412.5186

> <EXACT_MASS>
412.224974134

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
45.91893827908703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
4.995255382333334

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.189320680349983

> <JCHEM_PKA_STRONGEST_BASIC>
-4.594874051197704

> <JCHEM_POLAR_SURFACE_AREA>
61.83000000000001

> <JCHEM_REFRACTIVITY>
114.05649999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.793   4.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.255   5.092   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.638   6.509   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.585   8.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.726   3.882   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.374  11.169   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.761   4.715   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.380   9.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.102   8.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.243   4.299   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.067   7.942   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.052   6.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.413   5.616   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.550   7.525   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.515   6.692   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.380   6.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.965   6.867   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.483   8.117   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.135   8.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.930   6.033   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.652   8.601   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.436   9.007   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.102   6.624   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.483   7.283   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.345   5.374   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.965   8.533   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.535  10.544   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.272  10.093   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.621   8.024   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.828   4.958   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   28                                                            
CONECT    7   10   16                                                       
CONECT    8    9   18                                                       
CONECT    9    8   24                                                       
CONECT   10    7   25                                                       
CONECT   11   14   17                                                       
CONECT   12   15   29                                                       
CONECT   13    1   15   20                                                  
CONECT   14   11   20   21                                                  
CONECT   15   12   13   19                                                  
CONECT   16    7   23   24                                                  
CONECT   17   11   24   25                                                  
CONECT   18    8   23   26                                                  
CONECT   19   15   21   22                                                  
CONECT   20   13   14   30                                                  
CONECT   21   14   19   28                                                  
CONECT   22   19   27   29                                                  
CONECT   23    2    3   16   18                                             
CONECT   24    4    9   16   17                                             
CONECT   25    5   10   17   30                                             
CONECT   26   18                                                            
CONECT   27   22                                                            
CONECT   28    6   21                                                       
CONECT   29   12   22                                                       
CONECT   30   20   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₅

Average Mass

412.5186 Da

Monoisotopic Mass

412.22497 Da

IUPAC Name

10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

Traditional Name

10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3C(C)(C)C(=O)CCC13C)O2

InChI Identifier

InChI=1S/C25H32O5/c1-13-15-12-29-22(27)19(15)21(28-6)14-11-17-24(4)9-8-18(26)23(2,3)16(24)7-10-25(17,5)30-20(13)14/h16-17H,7-12H2,1-6H3

InChI Key

JCUWKPURUZEBFJ-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
Aspergillus ustus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanols

Alternative Parents

Substituents

Isoflavanol
Dibenzopyran
Xanthene
Naphthopyran
Isobenzofuranone
Chromane
Benzopyran
Naphthalene
1-benzopyran
Phthalide
Isocoumaran
Anisole
Alkyl aryl ether
Benzenoid
Pyran
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen 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	4.59	ALOGPS
logP	5	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	15.19	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	114.06 m³·mol⁻¹	ChemAxon
Polarizability	45.92 Å³	ChemAxon
Number of Rings	5	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

HMDB ID

HMDB0030157

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001966

KNApSAcK ID

Not Available

Chemspider ID

26503486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13942822

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione (NP0305850)

MOL for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

3D MOL for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

3D SDF for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

3D-SDF for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

PDB for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

3D PDB for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

SMILES for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

INCHI for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

Structure for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)

3D Structure for NP0305850 (10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3,5(9),10-triene-8,17-dione)