NP-MRD: Showing NP-Card for (2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate (NP0287054)

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Record Information

Version

2.0

Created at

2022-09-09 15:55:53 UTC

Updated at

2022-09-09 15:55:53 UTC

NP-MRD ID

NP0287054

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate

Description

CHEMBL464673 belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. (2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate is found in Penicillium citrinum. Based on a literature review very few articles have been published on CHEMBL464673.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092217552D          

 31 34  0  0  1  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 17 30  1  0  0  0  0
 29 31  1  0  0  0  0
 13 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    3.1350   -2.7771   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4106   -1.5174   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -0.3773   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -0.1694   -0.7568 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3060   -1.3355   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206    0.6414    0.4223 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3923    1.0566   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478    1.7134    0.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7232    1.9569    2.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546    1.1658    2.9448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0743    0.8187   -0.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065    1.9284   -0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478    0.7749   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.3812   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9289   -1.5616   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3896   -2.6794    0.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -0.5207   -0.0569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0155   -1.4899   -0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714   -1.7792   -0.1124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9121   -2.9639   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321   -0.6625    0.1089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6484   -0.7196    1.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5140    0.6456   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2643    1.7849   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7520    1.7591   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119    2.9616   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3938    4.1072   -0.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2403    3.0373   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546    1.8967   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1183    0.7431   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792    1.9610   -0.7537 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429   -2.7650    0.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -3.4315    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1886   -3.4211   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5277    0.5190   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8475   -1.6005   -0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382   -2.1504   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2112   -0.9704   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2027   -0.0605    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3725    1.3229   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1461    0.2427    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877    1.9310    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    2.8453    2.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960   -0.7412    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -2.1375    0.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2025   -3.5983   -1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3864   -3.5711    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7192   -2.6312   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9730   -0.7801   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543    0.2730    2.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -1.2083    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -1.3651    2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1150    2.5620    0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0994    0.7575    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2304    1.9635   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3888    4.0296   -0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    3.9679   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  6  4  1  0
  4  5  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  2  0
 13 31  1  0
 31 29  1  0
 29 30  2  0
 30 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
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 26 27  1  0
 26 28  2  0
 13 11  1  0
 11 12  2  0
 11  3  1  0
 17 14  1  0
 28 29  1  0
 23 30  1  0
  7 40  1  0
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  7 42  1  0
  6 39  1  1
  9 43  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  5 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 17 44  1  1
 19 45  1  1
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 20 47  1  0
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 21 49  1  6
 22 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
M  END


  Mrv1652309092217552D          

 31 34  0  0  1  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 17 30  1  0  0  0  0
 29 31  1  0  0  0  0
 13 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287054

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](OC=O)[C@@H](C)C1=C(C)C(=O)C2=C(OC3=C4[C@H]2O[C@H](C)[C@@H](C)C4=C(C)C(O)=C3)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-9(13(5)29-8-25)18-12(4)21(27)20-23-19-16(31-24(20)22(18)28)7-15(26)11(3)17(19)10(2)14(6)30-23/h7-10,13-14,23,26H,1-6H3/t9-,10-,13-,14-,23-/m1/s1

> <INCHI_KEY>
DPWQFCNWSJVFTQ-XYSRGHDZSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.465

> <EXACT_MASS>
426.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.42434471638175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3-[(1R,14S,15R)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate

> <JCHEM_LOGP>
3.8824668476666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.261086129452162

> <JCHEM_PKA_STRONGEST_BASIC>
-4.208419816748757

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
114.3813

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-[(1R,14S,15R)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    3   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   31                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14    2   16                                                  
CONECT   16   15                                                            
CONECT   17   14   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   23   17                                                  
CONECT   31   29   13                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₇

Average Mass

426.4650 Da

Monoisotopic Mass

426.16785 Da

IUPAC Name

(2R,3S)-3-[(1R,14S,15R)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate

Traditional Name

(2R,3S)-3-[(1R,14S,15R)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate

CAS Registry Number

Not Available

SMILES

C[C@@H](OC=O)[C@@H](C)C1=C(C)C(=O)C2=C(OC3=C4[C@H]2O[C@H](C)[C@@H](C)C4=C(C)C(O)=C3)C1=O

InChI Identifier

InChI=1S/C24H26O7/c1-9(13(5)29-8-25)18-12(4)21(27)20-23-19-16(31-24(20)22(18)28)7-15(26)11(3)17(19)10(2)14(6)30-23/h7-10,13-14,23,26H,1-6H3/t9-,10-,13-,14-,23-/m1/s1

InChI Key

DPWQFCNWSJVFTQ-XYSRGHDZSA-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
Penicillium citrinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Vinylogous ester
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
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	3.88	ChemAxon
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	114.38 m³·mol⁻¹	ChemAxon
Polarizability	45.42 Å³	ChemAxon
Number of Rings	4	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

23340859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44567621

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate (NP0287054)

MOL for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

3D MOL for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

3D SDF for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

3D-SDF for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

PDB for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

3D PDB for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

SMILES for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

INCHI for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

Structure for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)

3D Structure for NP0287054 ((2r,3s)-3-[(1r,14s,15r)-11-hydroxy-4,12,14,15-tetramethyl-3,6-dioxo-8,16-dioxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-2(7),4,9(17),10,12-pentaen-5-yl]butan-2-yl formate)