NP-MRD: Showing NP-Card for 10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone (NP0321183)

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Record Information

Version

2.0

Created at

2022-09-11 23:15:38 UTC

Updated at

2022-09-11 23:15:39 UTC

NP-MRD ID

NP0321183

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone

Description

10,17-Dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]Nonadec-3(11)-ene-2,7,15,19-tetrone belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. 10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone is found in Talaromyces wortmannii. Based on a literature review very few articles have been published on 10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]Nonadec-3(11)-ene-2,7,15,19-tetrone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122201152D          

 30 34  0  0  0  0            999 V2000
   -0.0770   -2.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -1.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622   -1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0289   -0.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689    1.1775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597    1.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7773    2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    2.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    2.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9751    1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    1.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000    0.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    2.0846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2545   -0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6394   -0.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209   -1.7402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -0.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033   -0.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827   -0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163   -0.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115   -0.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8339    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    1.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5185    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    0.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -0.8335    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 22 28  1  0  0  0  0
 18 29  1  0  0  0  0
  4 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.0132    3.6487    0.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899    2.5506    0.9014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    1.9752   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043    0.7668    0.6250 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0315   -0.0526    0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3987   -1.1776    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6025   -1.4185    0.0971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3541   -2.0895   -0.2306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2589   -3.3459    0.6482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4900   -3.8870    0.9117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -2.9036    1.7897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935   -1.6497    1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146   -0.8555    2.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -1.4413    0.1031 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1433   -1.9639   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3443   -3.0891   -0.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -0.8602   -0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4367    0.2508   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    1.4407    0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5139    2.3800    0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270    1.0556    1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736   -0.0095    0.4750 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7975   -0.8832    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997    0.6067   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4293    0.9700    0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0535    0.6892   -1.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -0.3483   -1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6074   -0.8532   -0.5577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0082    0.0213   -0.2732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3916    0.1241   -1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2990    4.4225   -0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6410    3.3332   -0.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    4.1502    1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8381    2.7010   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659    1.6401   -0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    1.1369    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.3551   -1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -4.0755    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3500   -4.8666    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    1.9726   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707    3.2253    0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0276    0.7753    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.9995    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4879   -0.2438    2.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -1.8029    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9271   -1.1236    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    1.6738   -1.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208    0.4235   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397   -1.1775   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0854    0.0695   -2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183   -1.8796   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    1.1498   -2.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7630   -0.6284   -2.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4358   -0.1714   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4  5  1  0
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  9 10  1  0
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 11 12  1  0
 12 13  2  0
 14 12  1  1
 14 15  1  0
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 17 18  2  0
 18 19  1  0
 19 20  1  0
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 22 23  1  1
 22 28  1  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  2  0
 18 29  1  0
 29 30  1  6
 29  4  1  0
 14  8  1  0
 29 14  1  0
 28 17  1  0
 24 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  8 37  1  6
  9 38  1  6
 10 39  1  0
 19 40  1  6
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 21 42  1  0
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 23 44  1  0
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 28 51  1  6
 27 49  1  0
 27 50  1  0
 26 47  1  0
 26 48  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
M  END


  Mrv1652309122201152D          

 30 34  0  0  0  0            999 V2000
   -0.0770   -2.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -1.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622   -1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0289   -0.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0258    0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689    1.1775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597    1.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7773    2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    2.6940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903    2.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9751    1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    1.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000    0.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    2.0846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2545   -0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6394   -0.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209   -1.7402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -0.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033   -0.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5827   -0.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163   -0.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115   -0.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8339    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    1.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5185    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    0.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -0.8335    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 22 28  1  0  0  0  0
 18 29  1  0  0  0  0
  4 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321183

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1OC(=O)C2C(O)OC(=O)C22C(=O)C3=C(C(O)CC4(C)C3CCC4=O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O9/c1-19-6-9(22)13-12(8(19)4-5-10(19)23)15(24)21-14(17(26)30-18(21)27)16(25)29-11(7-28-3)20(13,21)2/h8-9,11,14,17,22,26H,4-7H2,1-3H3

> <INCHI_KEY>
DCMTVAMADGPMEE-UHFFFAOYSA-N

> <FORMULA>
C21H24O9

> <MOLECULAR_WEIGHT>
420.414

> <EXACT_MASS>
420.142032353

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.392085202307854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0^{1,16}.0^{3,11}.0^{4,8}]nonadec-3(11)-ene-2,7,15,19-tetrone

> <JCHEM_LOGP>
0.02364605433333339

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.48243182247828

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.729126273388967

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0178627618386322

> <JCHEM_POLAR_SURFACE_AREA>
136.43

> <JCHEM_REFRACTIVITY>
98.32429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0^{1,16}.0^{3,11}.0^{4,8}]nonadec-3(11)-ene-2,7,15,19-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.144  -4.834   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.491  -3.334   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.676  -2.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.436  -0.767   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.054  -0.087   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.048   1.450   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.435   2.198   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.231   2.307   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.451   3.831   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.410   5.029   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.969   4.093   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.687   2.731   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.312   2.714   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.613   1.627   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.043   2.199   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.569   3.891   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.029   1.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.208  -0.287   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.927  -1.650   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.079  -3.248   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.466  -1.709   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.286  -0.405   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.554  -1.429   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.804  -0.143   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.288  -0.857   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.023   1.381   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.641   2.061   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.568   0.957   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.716   0.090   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.994  -1.556   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15   29                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   28                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24   28                                             
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   17   22                                                  
CONECT   29   18    4   14   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₉

Average Mass

420.4140 Da

Monoisotopic Mass

420.14203 Da

IUPAC Name

10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0^{1,16}.0^{3,11}.0^{4,8}]nonadec-3(11)-ene-2,7,15,19-tetrone

Traditional Name

10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0^{1,16}.0^{3,11}.0^{4,8}]nonadec-3(11)-ene-2,7,15,19-tetrone

CAS Registry Number

Not Available

SMILES

COCC1OC(=O)C2C(O)OC(=O)C22C(=O)C3=C(C(O)CC4(C)C3CCC4=O)C12C

InChI Identifier

InChI=1S/C21H24O9/c1-19-6-9(22)13-12(8(19)4-5-10(19)23)15(24)21-14(17(26)30-18(21)27)16(25)29-11(7-28-3)20(13,21)2/h8-9,11,14,17,22,26H,4-7H2,1-3H3

InChI Key

DCMTVAMADGPMEE-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
Talaromyces wortmannii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Furopyran
Delta_valerolactone
Delta valerolactone
Pyran
Oxane
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Furan
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Hemiacetal
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	0.024	ChemAxon
pKa (Strongest Acidic)	11.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.32 m³·mol⁻¹	ChemAxon
Polarizability	40.39 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

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

162997249

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone (NP0321183)

MOL for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

3D MOL for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

3D SDF for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

3D-SDF for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

PDB for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

3D PDB for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

SMILES for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

INCHI for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

Structure for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)

3D Structure for NP0321183 (10,17-dihydroxy-13-(methoxymethyl)-8,12-dimethyl-14,18-dioxapentacyclo[10.7.0.0¹,¹⁶.0³,¹¹.0⁴,⁸]nonadec-3(11)-ene-2,7,15,19-tetrone)