NP-MRD: Showing NP-Card for 4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one (NP0245575)

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Record Information

Version

2.0

Created at

2022-09-07 06:42:19 UTC

Updated at

2022-09-07 06:42:19 UTC

NP-MRD ID

NP0245575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

Description

Emeguisin b belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Thus, emeguisin b is considered to be an aromatic polyketide. 4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one is found in Aspergillus unguis. Based on a literature review very few articles have been published on Emeguisin b.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072208422D          

 30 32  0  0  0  0            999 V2000
    5.2813   -1.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7025   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5448    2.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3613    3.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    2.2164    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    2.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111    3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    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
  3  5  1  0  0  0  0
  5  6  2  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
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 24 29  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -5.9366   -1.5456   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8665   -0.8705   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -0.8952   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5191   -1.4747   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6096   -0.2296    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9297    0.9032    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    1.6590    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    2.7845    2.3939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5607    3.2238    2.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288    1.3032    1.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684    2.1876    2.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399    0.2075    0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2850   -0.5213    0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378   -1.7868   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -2.6816   -0.3275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0055   -2.0428   -1.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -1.5687   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965   -2.1133   -2.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -3.0533   -3.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -1.7517   -2.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2277   -2.2988   -3.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576   -0.8738   -1.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503   -0.4942   -1.5358 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1582   -0.3091   -0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.6259    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9408    1.4986    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675    0.8611    1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502    1.8527    2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.6685   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -0.0177    0.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8712   -1.5732   -0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7062   -2.6152   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1915   -1.0316   -1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0935   -0.3864    0.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3161   -0.9105   -2.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5683   -1.2962   -2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8984   -2.4985   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9618    1.1802    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251    2.3469    2.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9857    3.7692    1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5778    3.8224    3.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932    1.7211    2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1039    3.1633    2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1126    2.4990    1.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122   -2.7945   -3.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -4.0958   -2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114   -3.0141   -4.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867   -2.0263   -3.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9121    1.7604   -0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030    1.0498    0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9056    2.4671    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.2983    2.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7361    2.8824    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585    1.7813    2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034    1.5911    3.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
 13 14  1  0
 14 15  2  0
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 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 24 29  2  0
 29 30  1  0
  6  7  1  0
 29 17  1  0
 30 12  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
  6 38  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  2 34  1  0
  1 31  1  0
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  1 33  1  0
 19 45  1  0
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 21 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
M  END


  Mrv1652309072208422D          

 30 32  0  0  0  0            999 V2000
    5.2813   -1.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7025   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5448    2.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3613    3.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -0.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    2.2164    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    2.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    2.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111    3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    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
  3  5  1  0  0  0  0
  5  6  2  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
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 24 29  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C2=C(C(=C1)C(\C)=C\C)C(=O)OC1=C(C)C(O)=C(Cl)C(\C(C)=C\C)=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C24H25ClO5/c1-8-11(3)15-10-16(28-7)13(5)21-18(15)24(27)30-22-14(6)20(26)19(25)17(12(4)9-2)23(22)29-21/h8-10,26H,1-7H3/b11-8+,12-9+

> <INCHI_KEY>
RQNMKGDKKQRCKL-HZOWPXDZSA-N

> <FORMULA>
C24H25ClO5

> <MOLECULAR_WEIGHT>
428.91

> <EXACT_MASS>
428.1390516

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.56379469512025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,12-bis[(2E)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <JCHEM_LOGP>
6.976836798666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.133057442744095

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7546257451265723

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
120.65859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,12-bis[(2E)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.858  -3.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.516  -2.008   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.645  -0.960   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.116  -1.414   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.302   0.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.431   1.588   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.088   3.090   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.217   4.137   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.874   5.639   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.617   3.544   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.274   5.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.488   2.496   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.830   0.995   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.870  -0.209   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.538  -1.597   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.330  -0.209   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.370   0.995   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.898   0.541   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.556  -0.960   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.770   1.588   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.298   1.135   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.112   3.090   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       1.983   4.137   0.000  0.00  0.00          Cl+0
HETATM   24  C   UNK     0       4.584   3.544   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.926   5.045   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.798   6.093   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.398   5.499   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.741   7.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.713   2.496   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.100   3.165   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   30                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24   17   30                                                  
CONECT   30   29   12                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₅ClO₅

Average Mass

428.9100 Da

Monoisotopic Mass

428.13905 Da

IUPAC Name

4,12-bis[(2E)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

Traditional Name

4,12-bis[(2E)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C2=C(C(=C1)C(\C)=C\C)C(=O)OC1=C(C)C(O)=C(Cl)C(\C(C)=C\C)=C1O2

InChI Identifier

InChI=1S/C24H25ClO5/c1-8-11(3)15-10-16(28-7)13(5)21-18(15)24(27)30-22-14(6)20(26)19(25)17(12(4)9-2)23(22)29-21/h8-10,26H,1-7H3/b11-8+,12-9+

InChI Key

RQNMKGDKKQRCKL-HZOWPXDZSA-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 unguis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Anisole
Styrene
1,4-dioxepine
Alkyl aryl ether
Dioxepine
Aryl chloride
Aryl halide
Benzenoid
Carboxylic acid ester
Lactone
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organohalogen compound
Organochloride
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	6.98	ChemAxon
pKa (Strongest Acidic)	8.13	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	120.66 m³·mol⁻¹	ChemAxon
Polarizability	45.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4534051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5387597

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one (NP0245575)

MOL for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

3D MOL for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

3D SDF for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

3D-SDF for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

PDB for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

3D PDB for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

SMILES for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

INCHI for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

Structure for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)

3D Structure for NP0245575 (4,12-bis[(2e)-but-2-en-2-yl]-5-chloro-6-hydroxy-14-methoxy-7,15-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one)