NP-MRD: Showing NP-Card for 10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate (NP0269368)

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Record Information

Version

2.0

Created at

2022-09-08 14:49:12 UTC

Updated at

2022-09-08 14:49:12 UTC

NP-MRD ID

NP0269368

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate

Description

10-Hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]Tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. 10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate is found in Eremosis triflosculosa. 10-Hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]Tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241508452D          

 30 32  0  0  0  0            999 V2000
    0.4980   -4.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090   -4.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639   -3.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -2.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0934   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -0.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -0.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859    0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -0.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055   -0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3975   -1.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -1.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270   -2.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -3.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840   -3.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -4.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8004    0.6916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135    1.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789   -2.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -1.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7645   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -2.5011    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17 14  1  4  0  0  0
 17 18  2  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    4.9981   -1.9556    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8762   -1.3625    1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -1.1644    2.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    0.2283    2.6985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -0.9247    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2142   -1.1007   -1.1895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7505   -0.2900    0.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554    0.1371   -0.6947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4131   -0.5216   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0263   -1.7672   -0.8417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5996   -2.8545    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.2078   -2.1561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -1.4389   -0.3913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1147   -2.6424   -0.1971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.6357    0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0931   -0.5715   -1.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.8019   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7342    0.6751    0.4802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.9171    1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6340    1.6114    0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550    2.1224    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581    3.5355   -0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155    3.8736   -0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    5.0224   -1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    2.5929   -1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4259    2.5314   -1.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    3.2507   -1.2458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597    2.7142    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932    1.6013   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440   -0.6517    0.7551 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7039   -2.2943    1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2720   -2.1341   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337   -1.6793    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4421   -1.5059    3.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4023    0.5793    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -0.0967   -1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512    0.1930   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5705   -0.4342    0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670   -2.3630    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4551   -3.3952    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1452   -3.5417   -0.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4399   -3.0003   -2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7132   -3.7160    0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4228   -2.1386    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0534   -2.0875   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0391   -1.0491   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668   -0.5238   -2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306    0.9662   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9183    1.6300   -1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    0.2356    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6424    0.8230    2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2187    1.9897    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7201    1.8848    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405    1.4789   -2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216    2.9846   -2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4451    3.3614    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    1.6970   -0.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6101    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 29  2  0
 29  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 10 13  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 30  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 13 14  1  1
 14 15  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
 23 25  1  0
 21 29  1  0
 30 13  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 26 54  1  0
 26 55  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
M  END


  Mrv1533004241508452D          

 30 32  0  0  0  0            999 V2000
    0.4980   -4.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090   -4.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5639   -3.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3709   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -2.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0934   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -0.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -0.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859    0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -0.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055   -0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -1.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3975   -1.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -1.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5270   -2.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985   -3.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840   -3.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8978   -4.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8004    0.6916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135    1.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789   -2.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -1.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7645   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -2.5011    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 17 14  1  4  0  0  0
 17 18  2  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0269368

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=C2C(CC(C)(O)C3(CCC(C)(O3)C=C2OC1=O)OC)OC(=O)C(=C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O9/c1-12(10-22)17(23)28-15-9-20(3,25)21(27-5)7-6-19(2,30-21)8-14-16(15)13(11-26-4)18(24)29-14/h8,15,22,25H,1,6-7,9-11H2,2-5H3

> <INCHI_KEY>
VIRRBXJHWACOBN-UHFFFAOYSA-N

> <FORMULA>
C21H28O9

> <MOLECULAR_WEIGHT>
424.446

> <EXACT_MASS>
424.173332482

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.916501761088114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
0.40093165000000197

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.90220629034015

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.039148739802467

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8442370631838063

> <JCHEM_POLAR_SURFACE_AREA>
120.75000000000001

> <JCHEM_REFRACTIVITY>
106.09599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.930  -8.441   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.577  -8.121   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.053  -6.656   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.559  -6.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.185  -4.929   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.041  -3.899   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.721  -2.392   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.347  -0.985   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.816  -0.824   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.027   0.521   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.681  -0.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.212  -0.376   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.357  -1.407   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.677  -2.913   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.209  -3.074   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.842  -1.939   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.051  -4.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.717  -5.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.037  -6.596   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.703  -7.366   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.543  -8.898   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.361   1.291   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.505   2.321   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.707  -4.669   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.626  -3.899   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.626  -2.359   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.960  -4.669   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.960  -6.209   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.294  -3.899   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.627  -4.669   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   16   22                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17    5   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    4   21                                                  
CONECT   21   20                                                            
CONECT   22   11   23                                                       
CONECT   23   22                                                            
CONECT   24    6   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
10-Hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0,]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoic acid	Generator
10-Hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₁H₂₈O₉

Average Mass

424.4460 Da

Monoisotopic Mass

424.17333 Da

IUPAC Name

10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate

Traditional Name

10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COCC1=C2C(CC(C)(O)C3(CCC(C)(O3)C=C2OC1=O)OC)OC(=O)C(=C)CO

InChI Identifier

InChI=1S/C21H28O9/c1-12(10-22)17(23)28-15-9-20(3,25)21(27-5)7-6-19(2,30-21)8-14-16(15)13(11-26-4)18(24)29-14/h8,15,22,25H,1,6-7,9-11H2,2-5H3

InChI Key

VIRRBXJHWACOBN-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
Eremosis triflosculosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Ketal
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Enol ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Acetal
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.63	ALOGPS
logP	0.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.1 m³·mol⁻¹	ChemAxon
Polarizability	42.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

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 10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate (NP0269368)

MOL for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

3D MOL for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

3D SDF for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

3D-SDF for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

PDB for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

3D PDB for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

SMILES for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

INCHI for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

Structure for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)

3D Structure for NP0269368 (10-hydroxy-11-methoxy-6-(methoxymethyl)-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0³,⁷]tetradeca-2,6-dien-8-yl 2-(hydroxymethyl)prop-2-enoate)