NP-MRD: Showing NP-Card for (-)-rotiorin (NP0006434)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 03:27:03 UTC

Updated at

2021-07-15 16:54:47 UTC

NP-MRD ID

NP0006434

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-rotiorin

Provided By

NPAtlas

Description

(-)-Rotiorin 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 (-)-rotiorin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (-)-rotiorin is found in Arcopilus cupreus, Chactomium cupreum CC3003, Chaetomium, Penicillium multicolor NRRL 2060 and Penicillium sclerotiorum Van Beyma. (-)-rotiorin was first documented in 2006 (PMID: 16792406). Based on a literature review very few articles have been published on (-)-rotiorin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118273D          

 52 54  0  0  0  0            999 V2000
    6.5945   -0.7017    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -0.6182    2.8438 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2362    0.2904    3.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1762    0.2654    4.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -0.2553    2.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    0.4555    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    1.8332    1.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296   -0.1414    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.5060    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -0.1239    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    0.5953   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.0218   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9762    0.6971   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2020    0.0608   -2.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    0.2434   -3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1943   -4.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    1.2331   -5.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.9624   -4.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0239   -0.7640   -3.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9536   -0.9120   -4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -1.5239   -2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982   -0.9969   -1.6048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2092   -0.3916   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -1.9501   -1.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568   -3.1888   -1.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.3493   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -2.0483   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743   -1.4432    0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.0320    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306   -1.7305    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -0.5015    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744   -1.6349    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083   -0.1675    3.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.2873    2.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.7650    5.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445    0.8660    5.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    0.7273    5.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031   -1.2532    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    2.4325    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.7429    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070    2.3450    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495   -1.1736    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.5137    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    1.6061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    1.7123   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    2.1308   -6.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    0.3592   -6.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7649    1.1489   -5.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.4305    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    0.6870   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.8227    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -3.0616    0.2565 H   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 10  1  0  0  0  0
 26 12  1  0  0  0  0
 22 14  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  6  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  0  0  0  0
  7 39  1  0  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 11 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
 27 52  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    6.5945   -0.7017    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -0.6182    2.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362    0.2904    3.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1762    0.2654    4.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -0.2553    2.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    0.4555    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    1.8332    1.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296   -0.1414    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.5060    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -0.1239    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    0.5953   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.0218   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9762    0.6971   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2020    0.0608   -2.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    0.2434   -3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1943   -4.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    1.2331   -5.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.9624   -4.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0239   -0.7640   -3.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9536   -0.9120   -4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -1.5239   -2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982   -0.9969   -1.6048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2092   -0.3916   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -1.9501   -1.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568   -3.1888   -1.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.3493   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -2.0483   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743   -1.4432    0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.0320    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306   -1.7305    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -0.5015    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744   -1.6349    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083   -0.1675    3.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.2873    2.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.7650    5.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445    0.8660    5.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    0.7273    5.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031   -1.2532    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    2.4325    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.7429    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070    2.3450    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495   -1.1736    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.5137    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    1.6061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    1.7123   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    2.1308   -6.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    0.3592   -6.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7649    1.1489   -5.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.4305    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    0.6870   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.8227    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -3.0616    0.2565 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 10  1  0
 26 12  1  0
 22 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 27 52  1  0
M  END


  Mrv1652306242118273D          

 52 54  0  0  0  0            999 V2000
    6.5945   -0.7017    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -0.6182    2.8438 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2362    0.2904    3.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1762    0.2654    4.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -0.2553    2.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    0.4555    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    1.8332    1.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296   -0.1414    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.5060    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -0.1239    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    0.5953   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.0218   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9762    0.6971   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2020    0.0608   -2.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    0.2434   -3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1943   -4.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    1.2331   -5.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.9624   -4.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0239   -0.7640   -3.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9536   -0.9120   -4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -1.5239   -2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982   -0.9969   -1.6048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2092   -0.3916   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -1.9501   -1.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568   -3.1888   -1.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.3493   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -2.0483   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743   -1.4432    0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.0320    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306   -1.7305    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -0.5015    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744   -1.6349    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083   -0.1675    3.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.2873    2.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.7650    5.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445    0.8660    5.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    0.7273    5.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031   -1.2532    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    2.4325    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.7429    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070    2.3450    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495   -1.1736    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.5137    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    1.6061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    1.7123   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    2.1308   -6.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    0.3592   -6.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7649    1.1489   -5.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.4305    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    0.6870   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.8227    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -3.0616    0.2565 H   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 10  1  0  0  0  0
 26 12  1  0  0  0  0
 22 14  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  6  0  0  0
  4 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  0  0  0  0
  7 39  1  0  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 11 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
 27 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006434

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\[H])C1=C([H])C2=C([H])C3=C(C(=O)C([H])([H])[H])C(=O)O[C@]3(C(=O)C2=C([H])O1)C([H])([H])[H])\C(=C(/[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O5/c1-6-13(2)9-14(3)7-8-17-10-16-11-19-20(15(4)24)22(26)28-23(19,5)21(25)18(16)12-27-17/h7-13H,6H2,1-5H3/b8-7+,14-9+/t13-,23+/m0/s1

> <INCHI_KEY>
CJMOMVNHRUTOJX-SEAFAFSMSA-N

> <FORMULA>
C23H24O5

> <MOLECULAR_WEIGHT>
380.44

> <EXACT_MASS>
380.162373873

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.17884071410427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9aR)-3-acetyl-6-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-9a-methyl-2H,9H,9aH-furo[3,2-g]isochromene-2,9-dione

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.5597443763333327

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.335113996174805

> <JCHEM_PKA_STRONGEST_BASIC>
-5.242873694305053

> <JCHEM_POLAR_SURFACE_AREA>
69.67000000000002

> <JCHEM_REFRACTIVITY>
111.1986

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9aR)-3-acetyl-6-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-9a-methylfuro[3,2-g]isochromene-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    6.5945   -0.7017    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -0.6182    2.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362    0.2904    3.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1762    0.2654    4.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -0.2553    2.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    0.4555    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    1.8332    1.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296   -0.1414    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.5060    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -0.1239    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    0.5953   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.0218   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9762    0.6971   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2020    0.0608   -2.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    0.2434   -3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1943   -4.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    1.2331   -5.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.9624   -4.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0239   -0.7640   -3.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9536   -0.9120   -4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -1.5239   -2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982   -0.9969   -1.6048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2092   -0.3916   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -1.9501   -1.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568   -3.1888   -1.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.3493   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -2.0483   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743   -1.4432    0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.0320    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306   -1.7305    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -0.5015    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744   -1.6349    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083   -0.1675    3.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.2873    2.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.7650    5.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445    0.8660    5.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    0.7273    5.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031   -1.2532    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    2.4325    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.7429    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070    2.3450    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495   -1.1736    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.5137    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    1.6061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    1.7123   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    2.1308   -6.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    0.3592   -6.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7649    1.1489   -5.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.4305    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    0.6870   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.8227    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -3.0616    0.2565 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 10  1  0
 26 12  1  0
 22 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 27 52  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       6.595  -0.702   1.352  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.401  -0.618   2.844  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.236   0.290   3.211  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.176   0.265   4.740  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.976  -0.255   2.668  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.149   0.456   1.872  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.577   1.833   1.568  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.930  -0.141   1.374  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.107   0.506   0.605  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.140  -0.124   0.103  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.929   0.595  -0.676  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.155   0.022  -1.188  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.976   0.697  -1.975  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.202   0.061  -2.463  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.944   0.243  -3.544  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.741   1.194  -4.623  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.694   1.233  -5.743  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.765   1.962  -4.588  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.024  -0.764  -3.452  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.954  -0.912  -4.309  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.879  -1.524  -2.301  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.798  -0.997  -1.605  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.209  -0.392  -0.271  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.706  -1.950  -1.306  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.757  -3.189  -1.440  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.454  -1.349  -0.805  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.631  -2.048  -0.015  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.474  -1.443   0.442  0.00  0.00           O+0
HETATM   29  H   UNK     0       7.350   0.032   0.991  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.931  -1.730   1.060  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.596  -0.501   0.871  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.274  -1.635   3.264  0.00  0.00           H+0
HETATM   33  H   UNK     0       7.308  -0.168   3.341  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.501   1.287   2.864  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.332  -0.765   5.070  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.045   0.866   5.088  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.249   0.727   5.118  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.703  -1.253   2.912  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.838   2.433   1.024  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.536   1.743   1.004  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.807   2.345   2.547  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.650  -1.174   1.628  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.295   1.514   0.303  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.688   1.606  -0.945  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.789   1.712  -2.288  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.560   2.131  -6.389  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.552   0.359  -6.443  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.765   1.149  -5.401  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.357  -0.431   0.438  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.416   0.687  -0.476  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.129  -0.823   0.122  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.871  -3.062   0.257  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   32   33                                             
CONECT    3    2    4    5   34                                             
CONECT    4    3   35   36   37                                             
CONECT    5    3    6   38                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   39   40   41                                             
CONECT    8    6    9   42                                                  
CONECT    9    8   10   43                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12   44                                                  
CONECT   12   11   13   26                                                  
CONECT   13   12   14   45                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   46   47   48                                             
CONECT   18   16                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24   14                                             
CONECT   23   22   49   50   51                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   12                                                  
CONECT   27   26   28   52                                                  
CONECT   28   27   10                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   23                                                            
CONECT   52   27                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

RDKit          3D

52 54  0  0  0  0  0  0  0  0999 V2000
    6.5945   -0.7017    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -0.6182    2.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362    0.2904    3.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1762    0.2654    4.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -0.2553    2.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488    0.4555    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    1.8332    1.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9296   -0.1414    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1069    0.5060    0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400   -0.1239    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    0.5953   -0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555    0.0218   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9762    0.6971   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2020    0.0608   -2.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444    0.2434   -3.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1943   -4.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    1.2331   -5.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.9624   -4.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0239   -0.7640   -3.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9536   -0.9120   -4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -1.5239   -2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982   -0.9969   -1.6048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2092   -0.3916   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056   -1.9501   -1.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7568   -3.1888   -1.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4543   -1.3493   -0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313   -2.0483   -0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4743   -1.4432    0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.0320    0.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9306   -1.7305    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -0.5015    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744   -1.6349    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083   -0.1675    3.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.2873    2.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324   -0.7650    5.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445    0.8660    5.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494    0.7273    5.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031   -1.2532    2.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    2.4325    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5362    1.7429    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8070    2.3450    2.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495   -1.1736    1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.5137    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6876    1.6061   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    1.7123   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    2.1308   -6.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    0.3592   -6.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7649    1.1489   -5.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.4305    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163    0.6870   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.8227    0.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -3.0616    0.2565 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 10  1  0
 26 12  1  0
 22 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 27 52  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₅

Average Mass

380.4400 Da

Monoisotopic Mass

380.16237 Da

IUPAC Name

(9aR)-3-acetyl-6-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-9a-methyl-2H,9H,9aH-furo[3,2-g]isochromene-2,9-dione

Traditional Name

(9aR)-3-acetyl-6-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-9a-methylfuro[3,2-g]isochromene-2,9-dione

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C(/C)\C=C\C1=CC2=CC3=C(C(C)=O)C(=O)O[C@@]3(C)C(=O)C2=CO1

InChI Identifier

InChI=1S/C23H24O5/c1-6-13(2)9-14(3)7-8-17-10-16-11-19-20(15(4)24)22(26)28-23(19,5)21(25)18(16)12-27-17/h7-13H,6H2,1-5H3/b8-7+,14-9+/t13-,23+/m0/s1

InChI Key

CJMOMVNHRUTOJX-SEAFAFSMSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Arcopilus cupreus	LOTUS Database	35616633
Chactomium cupreum CC3003	-	KNApSAcK
Chaetomium	NPAtlas	16792406
Penicillium multicolor NRRL 2060	Fungi	KNApSAcK
Penicillium sclerotiorum Van Beyma	Fungi	KNApSAcK

Species Where Detected

Species Name	Source	Reference
Chaetomium cupreum CC3003	KNApSAcK Database	22123792

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
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:68699 )
enone (CHEBI:68699 )
methyl ketone (CHEBI:68699 )
gamma-lactone (CHEBI:68699 )
azaphilone (CHEBI:68699 )

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	3.83	ALOGPS
logP	3.56	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	18.34	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	5	ChemAxon
Refractivity	111.2 m³·mol⁻¹	ChemAxon
Polarizability	42.18 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	No	ChemAxon

External Links

NPAtlas ID

NPA008085

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048575

Chemspider ID

9749219

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11574449

PDB ID

Not Available

ChEBI ID

68699

Good Scents ID

Not Available

References

General References

Kanokmedhakul S, Kanokmedhakul K, Nasomjai P, Louangsysouphanh S, Soytong K, Isobe M, Kongsaeree P, Prabpai S, Suksamrarn A: Antifungal azaphilones from the fungus Chaetomium cupreum CC3003. J Nat Prod. 2006 Jun;69(6):891-5. doi: 10.1021/np060051v. [PubMed:16792406 ]

Showing NP-Card for (-)-rotiorin (NP0006434)

MOL for NP0006434 ((-)-rotiorin)

3D MOL for NP0006434 ((-)-rotiorin)

3D SDF for NP0006434 ((-)-rotiorin)

3D-SDF for NP0006434 ((-)-rotiorin)

PDB for NP0006434 ((-)-rotiorin)

3D PDB for NP0006434 ((-)-rotiorin)

SMILES for NP0006434 ((-)-rotiorin)

INCHI for NP0006434 ((-)-rotiorin)

Structure for NP0006434 ((-)-rotiorin)

3D Structure for NP0006434 ((-)-rotiorin)