NP-MRD: Showing NP-Card for 14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one (NP0262992)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 06:02:02 UTC

Updated at

2022-09-08 06:02:02 UTC

NP-MRD ID

NP0262992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one

Description

14',15',17',19',20'-Pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]Nonacosane]-9',21'-dien-23'-one belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one is found in Streptomyces torulosus. 14',15',17',19',20'-Pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]Nonacosane]-9',21'-dien-23'-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523212D          

 64 68  0  0  0  0            999 V2000
   10.2417   -1.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4522   -1.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8500   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373   -0.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0606   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4584   -0.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6689   -1.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0668   -0.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2540    0.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0435    0.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6457    0.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351    0.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795   -1.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9027   -2.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1133   -2.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -1.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260   -3.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5343   -3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7756   -2.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836   -3.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195   -1.5608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -1.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -2.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -0.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9151   -0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278   -1.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300   -1.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1427   -2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -3.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576   -4.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -2.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.7407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -2.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0384   -2.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -1.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918    0.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813    0.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2897    1.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309    1.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389    0.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664    2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    2.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1540    2.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6580    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348    2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221    3.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    2.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0497    1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2602    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0729    0.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4646    0.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878   -0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6984   -1.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8624    0.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6519    0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 29 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 51 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
  8 60  1  0  0  0  0
 59 61  1  0  0  0  0
 14 61  1  0  0  0  0
 61 62  1  0  0  0  0
 57 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END

     RDKit          3D

146150  0  0  0  0  0  0  0  0999 V2000
  -10.1180   -1.1182   -1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0481   -0.0974   -1.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4998    0.4737   -0.1667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.5923    1.0781    0.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0184   -0.6200    0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9203   -1.4625    0.1529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8112   -0.7599   -0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264   -0.8402    0.6426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0764   -1.0955    2.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8517   -2.3837    2.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6852   -2.6593    1.0280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0326   -3.1683    1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8240   -1.9279    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3651   -1.6402    0.2438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6261   -2.4679   -0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295   -3.8013   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462   -4.6871   -1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -4.2768    0.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573   -3.7970    1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -3.6417    0.5394 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5656   -4.8688    0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -3.5526   -0.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -2.4119    0.9741 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0979   -2.5555    2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -1.8130   -0.0747 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3603   -2.8166   -0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0048   -0.6020    0.5614 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5704   -1.0264    1.7637 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0574    0.0496   -0.2610 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1003   -0.8158   -0.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -0.4530    0.0582 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3801   -0.2573   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6483   -0.9566   -0.5743 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4280   -2.3379   -0.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2175   -2.9987   -1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0648   -0.5554    0.8289 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5761    0.7370    0.7614 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8281   -0.5297    1.7141 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1247   -1.0790    3.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8146   -1.2618    1.0442 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    0.5772   -1.5839 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6821    0.4884   -2.4756 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    1.9521   -1.6123 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6180    2.6600   -2.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4838    2.7531   -0.5508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792    1.9161   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8444    2.3946   -0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    3.5865   -0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1121    3.3542   -1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    3.8366   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468    3.9088   -0.2910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5947    5.2818    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300    5.1821    1.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6096    6.0203    1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    3.8560    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259    2.7523    1.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814    2.9904   -0.2732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3405    3.7303   -0.7975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5481    3.0891   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0869    1.7886   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2944    0.4757   -0.4946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1059    0.4330    0.6002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9891   -0.2174   -0.0974 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3936    0.3982    1.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7304   -2.1577   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6335   -0.9600   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8340   -1.0728   -2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5328    0.7639   -1.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2440   -0.5349   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7257    1.2061   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3820    1.0996    1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9078   -1.3078    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7949   -0.2568    1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3623   -1.8702   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947   -1.2629    2.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5429   -0.2425    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1528   -3.2425    2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4623   -2.2866    3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2745   -3.4901    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4379   -2.6232    2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7475   -3.3244    0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8331   -4.2114    1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0087   -2.8376    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0626   -2.2319   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -1.9449    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -5.1044    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -3.4981    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -5.4761    1.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412   -4.5632    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6432   -5.5809    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790   -4.4407   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6665   -1.6228    1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219   -3.2843    2.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401   -1.4570   -0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8599   -2.4670   -1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894   -3.1337    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -3.7188   -0.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630    0.0645    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2084   -1.7497    1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475    0.9227    0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1642    0.5588    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6061    0.8178   -1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0664   -0.7472   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4167   -0.7165   -1.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9890   -2.6153   -2.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9506   -4.0691   -1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2844   -2.8853   -1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7716   -1.2806    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3897    0.7151    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4248    0.4972    1.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0447   -2.1967    3.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5439   -0.6055    3.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2032   -0.8518    3.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406   -0.1221   -1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2380    1.2930   -2.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5365    3.2499   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813    3.4007   -3.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8148    1.9263   -3.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706    3.7056   -0.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428    2.4617   -2.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537    0.8613   -1.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    1.5880   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    2.7036    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6232    4.4418   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    3.9181    0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0649    2.7817   -2.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655    4.2338   -2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.6577    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661    5.5554   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544    6.0014    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7190    5.7455    2.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609    6.9595    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5107    5.4050    1.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    6.2805    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1087    3.6608    2.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7565    3.8440    2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277    2.1061   -1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8674    2.8372    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3274    3.6801   -1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752    1.8629   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139    1.8137   -1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.2206   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2343   -0.1393   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    1.3494    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -0.3152    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1608    0.5398    1.9295 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  1  0
  6  7  1  0
  8  7  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 29 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 43 45  1  1
 43 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 56 57  1  0
 57 60  1  0
 60 61  1  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 57 58  1  6
 58 59  1  0
 11  6  1  0
 63 14  1  0
 62  8  1  0
 40 31  1  0
 57 51  1  0
  1 65  1  0
  1 66  1  0
  1 67  1  0
  2 68  1  0
  2 69  1  0
  3 70  1  6
  4 71  1  0
  5 72  1  0
  5 73  1  0
  6 74  1  6
  9 75  1  0
  9 76  1  0
 10 77  1  0
 10 78  1  0
 11 79  1  6
 12 80  1  0
 12 81  1  0
 12 82  1  0
 13 83  1  0
 13 84  1  0
 14 85  1  1
 18 86  1  0
 19 87  1  0
 21 88  1  0
 21 89  1  0
 21 90  1  0
 22 91  1  0
 23 92  1  1
 24 93  1  0
 25 94  1  6
 26 95  1  0
 26 96  1  0
 26 97  1  0
 27 98  1  1
 28 99  1  0
 29100  1  1
 31101  1  1
 32102  1  0
 32103  1  0
 33104  1  6
 35105  1  0
 35106  1  0
 35107  1  0
 36108  1  1
 37109  1  0
 38110  1  1
 39111  1  0
 39112  1  0
 39113  1  0
 41114  1  6
 42115  1  0
 44116  1  0
 44117  1  0
 44118  1  0
 45119  1  0
 46120  1  0
 46121  1  0
 47122  1  0
 47123  1  0
 48124  1  0
 48125  1  0
 49126  1  0
 50127  1  0
 51128  1  1
 52129  1  0
 52130  1  0
 53131  1  1
 54132  1  0
 54133  1  0
 54134  1  0
 55135  1  0
 55136  1  0
 60140  1  0
 60141  1  0
 61142  1  6
 63143  1  6
 64144  1  0
 64145  1  0
 64146  1  0
 59137  1  0
 59138  1  0
 59139  1  0
M  END


  Mrv1533004231523212D          

 64 68  0  0  0  0            999 V2000
   10.2417   -1.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4522   -1.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8500   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373   -0.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0606   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4584   -0.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6689   -1.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0668   -0.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2540    0.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0435    0.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6457    0.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351    0.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795   -1.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9027   -2.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1133   -2.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5111   -1.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260   -3.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -3.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5343   -3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7756   -2.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836   -3.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195   -1.5608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -1.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -2.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962   -0.6117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9151   -0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278   -1.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300   -1.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1427   -2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -3.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576   -4.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -2.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.7407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -2.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0384   -2.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -1.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918    0.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813    0.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2897    1.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309    1.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389    0.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664    2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    2.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2432    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1540    2.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6580    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348    2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221    3.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    2.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0497    1.4743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2602    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0729    0.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4646    0.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878   -0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6984   -1.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8624    0.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6519    0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 29 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 51 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
  8 60  1  0  0  0  0
 59 61  1  0  0  0  0
 14 61  1  0  0  0  0
 61 62  1  0  0  0  0
 57 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(O)CC1OC2(CCC1C)CC1OC(=O)C=CC(C)(O)C(O)C(C)C(O)C(OC3CC(OC)C(O)C(C)O3)C(O)C(C)(O)CCCC=CC3CC(C)COC3(CC(O2)C1C)OC

> <INCHI_IDENTIFIER>
InChI=1S/C48H82O16/c1-11-33(49)22-34-28(3)16-20-47(63-34)24-36-29(4)37(64-47)25-48(58-10)32(21-27(2)26-59-48)15-13-12-14-18-45(7,55)44(54)42(62-39-23-35(57-9)41(52)31(6)60-39)40(51)30(5)43(53)46(8,56)19-17-38(50)61-36/h13,15,17,19,27-37,39-44,49,51-56H,11-12,14,16,18,20-26H2,1-10H3

> <INCHI_KEY>
LJKNWVYWRGRCGM-UHFFFAOYSA-N

> <FORMULA>
C48H82O16

> <MOLECULAR_WEIGHT>
915.168

> <EXACT_MASS>
914.56028656

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
146

> <JCHEM_AVERAGE_POLARIZABILITY>
99.88507018849255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
4.570914067333332

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.107516157409453

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.624457294607645

> <JCHEM_PKA_STRONGEST_BASIC>
-2.717403133195276

> <JCHEM_POLAR_SURFACE_AREA>
232.51999999999992

> <JCHEM_REFRACTIVITY>
236.50500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      19.118  -2.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.644  -3.117   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.520  -2.064   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      16.870  -0.564   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      15.046  -2.511   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.922  -1.459   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.449  -1.906   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.325  -0.853   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.674   0.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.148   1.094   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.272   0.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.746   0.488   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.975  -2.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.501  -2.800   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.152  -4.300   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.678  -4.747   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.554  -3.694   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.328  -6.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.855  -6.694   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.731  -5.641   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.314  -5.037   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.889  -6.931   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.080  -4.141   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.010  -2.914   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.956  -3.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.027  -4.317   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.306  -1.589   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.780  -1.142   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.182  -0.536   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.708  -0.984   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.359  -2.483   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.483  -3.536   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.133  -5.036   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.257  -6.088   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.908  -7.588   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.659  -5.483   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.310  -6.983   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.465  -4.430   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.938  -4.877   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.115  -2.930   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.531   0.963   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.005   1.411   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.407   2.016   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.991   2.621   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.566   0.726   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.757   3.516   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.231   3.963   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.580   5.463   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.054   5.910   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.754   4.549   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.828   3.357   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.178   4.857   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.652   5.304   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.001   6.804   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       9.776   4.252   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       9.426   2.752   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       7.952   2.305   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       7.603   0.805   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       8.727  -0.248   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      10.201   0.200   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       8.377  -1.747   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       6.904  -2.195   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       9.076   1.252   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      10.550   1.699   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13   60                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   61                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   41                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31                                                       
CONECT   41   29   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   57                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   51   58   63                                             
CONECT   58   57   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59    8                                                       
CONECT   61   59   14   62                                                  
CONECT   62   61                                                            
CONECT   63   57   64                                                       
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  136    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₈₂O₁₆

Average Mass

915.1680 Da

Monoisotopic Mass

914.56029 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC(O)CC1OC2(CCC1C)CC1OC(=O)C=CC(C)(O)C(O)C(C)C(O)C(OC3CC(OC)C(O)C(C)O3)C(O)C(C)(O)CCCC=CC3CC(C)COC3(CC(O2)C1C)OC

InChI Identifier

InChI=1S/C48H82O16/c1-11-33(49)22-34-28(3)16-20-47(63-34)24-36-29(4)37(64-47)25-48(58-10)32(21-27(2)26-59-48)15-13-12-14-18-45(7,55)44(54)42(62-39-23-35(57-9)41(52)31(6)60-39)40(51)30(5)43(53)46(8,56)19-17-38(50)61-36/h13,15,17,19,27-37,39-44,49,51-56H,11-12,14,16,18,20-26H2,1-10H3

InChI Key

LJKNWVYWRGRCGM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces torulosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Glycosyl compound
O-glycosyl compound
Ketal
Monosaccharide
Oxane
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Acetal
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen 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	3.44	ALOGPS
logP	4.57	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.62	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	232.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	236.5 m³·mol⁻¹	ChemAxon
Polarizability	99.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73109576

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one (NP0262992)

MOL for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

3D MOL for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

3D SDF for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

3D-SDF for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

PDB for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

3D PDB for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

SMILES for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

INCHI for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

Structure for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)

3D Structure for NP0262992 (14',15',17',19',20'-pentahydroxy-16'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-6-(2-hydroxybutyl)-3'-methoxy-5,6',14',18',20',29'-hexamethyl-4',24',28'-trioxaspiro[oxane-2,27'-tricyclo[23.3.1.0³,⁸]nonacosane]-9',21'-dien-23'-one)