NP-MRD: Showing NP-Card for (6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione (NP0262930)

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Record Information

Version

1.0

Created at

2022-09-08 05:57:00 UTC

Updated at

2022-09-08 05:57:01 UTC

NP-MRD ID

NP0262930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione

Description

Chaetoviridin F belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. (6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione is found in Chaetomium cochliodes. It was first documented in 2013 (PMID: 23334724). Based on a literature review a small amount of articles have been published on Chaetoviridin F (PMID: 24361402) (PMID: 28495036).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082207572D          

 29 31  0  0  1  0            999 V2000
   -2.7387   -2.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -1.4490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -2.8787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8019   -2.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -3.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086   -4.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    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  6  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 26  2  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    6.0985    2.6516   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    1.8559   -2.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7680    2.8102   -1.6546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1701    3.5816   -0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    2.0967   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    0.7935   -1.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    0.0748   -1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194   -1.2640   -1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -2.0106   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2185   -3.3410   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -4.2221   -1.6316 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757   -4.0530   -0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170   -5.2497   -0.7025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354   -3.2436   -1.0023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0110   -2.8644   -2.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3218   -3.0186    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346   -3.1973    1.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531   -1.8603    0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3872   -0.9644    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4984   -1.0175    2.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628   -0.0161    2.3956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7922    1.4122    2.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4979   -0.1672    3.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390    0.8184    4.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -2.0014   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2661   -1.2344   -0.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2621    0.0761   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449    0.7135   -0.7973 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206    3.6926   -2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1897    2.7495   -3.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929    2.1336   -2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0572    1.0736   -1.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5067    1.3576   -3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6453    3.5523   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681    4.5274   -0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438    3.8740    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7963    2.9827    0.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    2.6899   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    0.2253   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047   -1.8143   -1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2989   -3.7830   -2.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -2.1738   -2.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475   -2.3583   -2.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733   -0.1754    2.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.9067    3.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9161    1.9705    1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555    1.4272    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1941   -1.1829    4.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5249    0.1114    4.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074    1.7931    4.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    1.0155    3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566    0.4006    5.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535    0.6058   -0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 19 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29  7  1  0
 27  9  1  0
 26 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 22 45  1  6
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 28 54  1  0
M  END


  Mrv1652309082207572D          

 29 31  0  0  1  0            999 V2000
   -2.7387   -2.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -1.4490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -2.8787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8019   -2.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -3.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086   -4.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    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  6  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 26  2  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@H](C)CC)=C3C2=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C23H25ClO5/c1-6-12(3)8-9-14-10-15-16(11-28-14)18-17(20(25)13(4)7-2)22(27)29-23(18,5)21(26)19(15)24/h8-13H,6-7H2,1-5H3/b9-8+/t12-,13-,23-/m0/s1

> <INCHI_KEY>
SPBQVEOEFQCPDM-WEMAOLMISA-N

> <FORMULA>
C23H25ClO5

> <MOLECULAR_WEIGHT>
416.9

> <EXACT_MASS>
416.1390516

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.48121150409995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6aS)-5-chloro-6a-methyl-9-[(2S)-2-methylbutanoyl]-3-[(1E,3S)-3-methylpent-1-en-1-yl]-6H,6aH,8H-furo[2,3-h]isochromene-6,8-dione

> <JCHEM_LOGP>
4.714021320666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.52937240927548

> <JCHEM_PKA_STRONGEST_BASIC>
-5.230231801276051

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
115.11659999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(6aS)-5-chloro-6a-methyl-9-[(2S)-2-methylbutanoyl]-3-[(1E,3S)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.112  -3.966   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.573  -4.014   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.762  -2.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.490  -1.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.222  -2.753   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.411  -1.444   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       3.562   2.435   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.640   2.339   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.501   0.890   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.053  -0.694   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.475  -3.041   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.740  -2.812   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.373  -4.308   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.894  -4.738   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.485  -5.374   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.963  -4.944   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.118  -6.869   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.229  -7.935   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.395  -2.897   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.856  -2.849   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   26                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   19   14   27                                                  
CONECT   27   26    9   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    7                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₅ClO₅

Average Mass

416.9000 Da

Monoisotopic Mass

416.13905 Da

IUPAC Name

(6aS)-5-chloro-6a-methyl-9-[(2S)-2-methylbutanoyl]-3-[(1E,3S)-3-methylpent-1-en-1-yl]-6H,6aH,8H-furo[2,3-h]isochromene-6,8-dione

Traditional Name

(6aS)-5-chloro-6a-methyl-9-[(2S)-2-methylbutanoyl]-3-[(1E,3S)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@H](C)CC)=C3C2=CO1

InChI Identifier

InChI=1S/C23H25ClO5/c1-6-12(3)8-9-14-10-15-16(11-28-14)18-17(20(25)13(4)7-2)22(27)29-23(18,5)21(26)19(15)24/h8-13H,6-7H2,1-5H3/b9-8+/t12-,13-,23-/m0/s1

InChI Key

SPBQVEOEFQCPDM-WEMAOLMISA-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
Chaetomium cochliodes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Alpha-acyloxy ketone
2-furanone
Pyran
Alpha-haloketone
Alpha-chloroketone
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Chloroalkene
Monocarboxylic acid or derivatives
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl chloride
Organochloride
Organic oxide
Hydrocarbon derivative
Organohalogen compound
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	4.71	ChemAxon
pKa (Strongest Acidic)	19.53	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.12 m³·mol⁻¹	ChemAxon
Polarizability	44.48 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

C00052710

Chemspider ID

78437971

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25108109

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Awad NE, Kassem HA, Hamed MA, El-Naggar MA, El-Feky AM: Bioassays guided isolation of compounds from Chaetomium globosum. J Mycol Med. 2014 Jun;24(2):e35-42. doi: 10.1016/j.mycmed.2013.10.005. Epub 2013 Dec 19. [PubMed:24361402 ]
McMullin DR, Sumarah MW, Miller JD: Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment. Mycotoxin Res. 2013 Feb;29(1):47-54. doi: 10.1007/s12550-012-0144-9. Epub 2012 Oct 17. [PubMed:23334724 ]
Fierro-Cruz JE, Jimenez P, Coy-Barrera E: Fungal endophytes isolated from Protium heptaphyllum and Trattinnickia rhoifolia as antagonists of Fusarium oxysporum. Rev Argent Microbiol. 2017 Jul-Sep;49(3):255-263. doi: 10.1016/j.ram.2016.12.009. Epub 2017 May 8. [PubMed:28495036 ]
LOTUS database [Link]

Showing NP-Card for (6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione (NP0262930)

MOL for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

3D MOL for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

3D SDF for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

3D-SDF for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

PDB for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

3D PDB for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

SMILES for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

INCHI for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

Structure for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)

3D Structure for NP0262930 ((6as)-5-chloro-6a-methyl-9-[(2s)-2-methylbutanoyl]-3-[(1e,3s)-3-methylpent-1-en-1-yl]furo[2,3-h]isochromene-6,8-dione)