NP-MRD: Showing NP-Card for (1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione (NP0305821)

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Record Information

Version

2.0

Created at

2022-09-10 21:55:59 UTC

Updated at

2024-09-12 20:40:20 UTC

NP-MRD ID

NP0305821

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione

Description

Maltepolide B 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. (1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione is found in Sorangium cellulosum. Based on a literature review very few articles have been published on Maltepolide B.

Structure

MOL SDF PDB SMILES InChI

NP0011712
  Mrv2104 05272322303D          

 79 81  0  0  0  0            999 V2000
    0.9281    5.4371   -3.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431    5.0221   -1.8753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    3.6123   -1.6826 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3028    2.8349   -2.4489 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4082    1.5417   -1.6544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3544    2.0026   -0.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    3.2260   -0.2266 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3625    2.9602    0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981    2.8419    1.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096    3.0358    2.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775    2.5103    2.7400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6752    1.4364    3.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696    2.1725    1.9468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2290    0.8415    1.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081   -0.0766    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0893   -1.3348    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038   -2.3192    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3697   -2.3430    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6828   -3.5512   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877   -3.9233   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -4.3376    0.0231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5533   -5.8287   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -3.7428   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8576   -3.5247   -1.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6566   -3.9035   -3.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.8027   -2.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1264   -3.0594   -3.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5684   -1.7846   -1.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -0.9572   -1.4457 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4680   -1.1370   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -0.6759    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -0.8669    2.3325 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1367   -1.4074    2.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078    0.0014    2.6096 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3581    0.4348    3.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884    0.4801   -1.8519 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7623    0.4371   -3.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    6.5293   -3.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6004    5.0443   -3.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    5.1167   -3.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465    3.2747   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561    3.3790   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    2.7072   -3.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886    1.0842   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    3.9999    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    2.8262    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122    3.3118    2.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182    3.8308    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7379    2.1154    3.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2059    3.3833    3.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5126    1.0228    3.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847    2.9672    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073    2.1631    2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246    0.6338    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1144    0.1258    1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555   -1.4432    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5450   -1.5137    1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400   -2.2986    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5091   -3.2672    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -4.2643    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6645   -6.3853    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7144   -6.0298   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -6.2394    0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -3.4263    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887   -3.0135   -3.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -4.3838   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924   -4.6013   -3.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4202   -1.3325   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850   -1.7215   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -0.0963    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -1.1011    3.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729    0.6724    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4454    0.4892    4.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720   -0.2539    4.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9479    1.4284    4.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4280    0.7347   -1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.3822   -3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703    0.2307   -4.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -0.3336   -3.4233 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
  4  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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  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  2  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  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
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7  3  1  0  0  0  0
 34 32  1  0  0  0  0
 36  5  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  3 41  1  6  0  0  0
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  5 44  1  1  0  0  0
  7 45  1  1  0  0  0
  8 46  1  0  0  0  0
 10 47  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 11 50  1  1  0  0  0
 12 51  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 14 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  0  0  0  0
 18 57  1  0  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 21 60  1  1  0  0  0
 22 61  1  0  0  0  0
 22 62  1  0  0  0  0
 22 63  1  0  0  0  0
 23 64  1  0  0  0  0
 25 65  1  0  0  0  0
 25 66  1  0  0  0  0
 25 67  1  0  0  0  0
 29 68  1  6  0  0  0
 30 69  1  0  0  0  0
 31 70  1  0  0  0  0
 32 71  1  1  0  0  0
 34 72  1  6  0  0  0
 35 73  1  0  0  0  0
 35 74  1  0  0  0  0
 35 75  1  0  0  0  0
 36 76  1  1  0  0  0
 37 77  1  0  0  0  0
 37 78  1  0  0  0  0
 37 79  1  0  0  0  0
M  END

NP0011712
  Mrv2104 05272322303D          

 79 81  0  0  0  0            999 V2000
    0.9281    5.4371   -3.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431    5.0221   -1.8753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    3.6123   -1.6826 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3028    2.8349   -2.4489 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4082    1.5417   -1.6544 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3544    2.0026   -0.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    3.2260   -0.2266 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3625    2.9602    0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981    2.8419    1.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096    3.0358    2.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775    2.5103    2.7400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6752    1.4364    3.6390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696    2.1725    1.9468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2290    0.8415    1.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081   -0.0766    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0893   -1.3348    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0038   -2.3192    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3697   -2.3430    1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6828   -3.5512   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877   -3.9233   -1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -4.3376    0.0231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5533   -5.8287   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1599   -3.7428   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8576   -3.5247   -1.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6566   -3.9035   -3.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.8027   -2.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1264   -3.0594   -3.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5684   -1.7846   -1.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -0.9572   -1.4457 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4680   -1.1370   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -0.6759    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -0.8669    2.3325 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1367   -1.4074    2.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0078    0.0014    2.6096 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3581    0.4348    3.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884    0.4801   -1.8519 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7623    0.4371   -3.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    6.5293   -3.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6004    5.0443   -3.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0993    5.1167   -3.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465    3.2747   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561    3.3790   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    2.7072   -3.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886    1.0842   -1.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    3.9999    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    2.8262    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122    3.3118    2.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182    3.8308    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7379    2.1154    3.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2059    3.3833    3.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5126    1.0228    3.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847    2.9672    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073    2.1631    2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246    0.6338    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1144    0.1258    1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1555   -1.4432    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5450   -1.5137    1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400   -2.2986    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5091   -3.2672    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -4.2643    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6645   -6.3853    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7144   -6.0298   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148   -6.2394    0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -3.4263    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887   -3.0135   -3.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -4.3838   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924   -4.6013   -3.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4202   -1.3325   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850   -1.7215   -0.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -0.0963    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -1.1011    3.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729    0.6724    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4454    0.4892    4.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720   -0.2539    4.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9479    1.4284    4.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4280    0.7347   -1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.3822   -3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703    0.2307   -4.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0038   -0.3336   -3.4233 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
  4  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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  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  2  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  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
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7  3  1  0  0  0  0
 34 32  1  0  0  0  0
 36  5  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  3 41  1  6  0  0  0
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  5 44  1  1  0  0  0
  7 45  1  1  0  0  0
  8 46  1  0  0  0  0
 10 47  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 11 50  1  1  0  0  0
 12 51  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 14 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  0  0  0  0
 18 57  1  0  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 21 60  1  1  0  0  0
 22 61  1  0  0  0  0
 22 62  1  0  0  0  0
 22 63  1  0  0  0  0
 23 64  1  0  0  0  0
 25 65  1  0  0  0  0
 25 66  1  0  0  0  0
 25 67  1  0  0  0  0
 29 68  1  6  0  0  0
 30 69  1  0  0  0  0
 31 70  1  0  0  0  0
 32 71  1  1  0  0  0
 34 72  1  6  0  0  0
 35 73  1  0  0  0  0
 35 74  1  0  0  0  0
 35 75  1  0  0  0  0
 36 76  1  1  0  0  0
 37 77  1  0  0  0  0
 37 78  1  0  0  0  0
 37 79  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305821

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])\C(=C([H])\[C@@]2([H])O[C@]([H])(C([H])([H])[C@]2([H])OC([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)\C(=C([H])\[C@@]([H])(C(=O)\C(=C(/[H])\C(\[H])=C([H])\C1([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C(\[H])=C(/[H])[C@@]1([H])O[C@]1([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C30H42O7/c1-17-10-8-9-11-23(31)18(2)15-28-27(34-7)16-26(36-28)21(5)24(12-13-25-22(6)35-25)37-30(33)20(4)14-19(3)29(17)32/h8-10,12-15,19,21-28,31H,11,16H2,1-7H3/b9-8+,13-12+,17-10+,18-15+,20-14+/t19-,21-,22+,23+,24+,25+,26+,27-,28+/s2

> <INCHI_KEY>
JVYYJWVGGWWHNP-VMCMMQJANA-N

> <FORMULA>
C30H42O7

> <MOLECULAR_WEIGHT>
514.659

> <EXACT_MASS>
514.293053692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
57.2965916848098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,6E,8S,10E,12E,15R,16E,18R,19S)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1E)-2-[(2R,3R)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione

> <JCHEM_LOGP>
4.781594825000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.576020440007134

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.510792464283265

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9937921183460388

> <JCHEM_POLAR_SURFACE_AREA>
94.59

> <JCHEM_REFRACTIVITY>
146.7396

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,6E,8S,10E,12E,15R,16E,18R,19S)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1E)-2-[(2R,3R)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0011712                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       0.928   5.437  -3.170  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.343   5.022  -1.875  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.252   3.612  -1.683  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.303   2.835  -2.449  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.408   1.542  -1.654  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.354   2.003  -0.287  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.586   3.226  -0.227  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.363   2.960   0.621  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.298   2.842   1.966  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.510   3.036   2.849  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.978   2.510   2.740  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.675   1.436   3.639  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.270   2.172   1.947  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.229   0.842   1.232  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.208  -0.077   1.266  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.089  -1.335   0.560  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.004  -2.319   0.496  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.370  -2.343   1.112  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.683  -3.551  -0.309  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.488  -3.923  -1.164  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.400  -4.338   0.023  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.553  -5.829  -0.275  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.160  -3.743  -0.598  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.858  -3.525  -1.896  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.657  -3.904  -3.103  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.413  -2.803  -2.212  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.126  -3.059  -3.166  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.568  -1.785  -1.333  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.748  -0.957  -1.446  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.468  -1.137  -0.137  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.083  -0.676   1.066  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.802  -0.867   2.333  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.137  -1.407   2.394  0.00  0.00           O+0
HETATM   34  C   UNK     0       4.008   0.001   2.610  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.358   0.435   3.988  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.288   0.480  -1.852  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.762   0.437  -3.297  0.00  0.00           C+0
HETATM   38  H   UNK     0       0.966   6.529  -3.207  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.600   5.044  -3.938  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.099   5.117  -3.367  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.247   3.275  -1.962  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.256   3.379  -2.404  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.075   2.707  -3.509  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.389   1.084  -1.828  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.210   4.000   0.233  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.547   2.826   0.044  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.412   3.312   2.299  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.318   3.831   3.578  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.738   2.115   3.393  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.206   3.383   3.365  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.513   1.023   3.904  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.485   2.967   1.223  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.107   2.163   2.657  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.325   0.634   0.662  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.114   0.126   1.829  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.155  -1.443   0.012  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.545  -1.514   1.801  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.140  -2.299   0.335  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.509  -3.267   1.683  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.282  -4.264   1.114  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.665  -6.385   0.042  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.714  -6.030  -1.338  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.415  -6.239   0.264  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.432  -3.426   0.153  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.889  -3.014  -3.697  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.604  -4.384  -2.856  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.092  -4.601  -3.730  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.420  -1.333  -2.228  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.385  -1.722  -0.190  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.166  -0.096   1.137  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.149  -1.101   3.168  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.373   0.672   1.843  0.00  0.00           H+0
HETATM   73  H   UNK     0       5.445   0.489   4.100  0.00  0.00           H+0
HETATM   74  H   UNK     0       3.972  -0.254   4.747  0.00  0.00           H+0
HETATM   75  H   UNK     0       3.948   1.428   4.189  0.00  0.00           H+0
HETATM   76  H   UNK     0       0.428   0.735  -1.220  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.287   1.382  -3.577  0.00  0.00           H+0
HETATM   78  H   UNK     0       1.570   0.231  -4.006  0.00  0.00           H+0
HETATM   79  H   UNK     0      -0.004  -0.334  -3.423  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    7   41                                             
CONECT    4    3    5   42   43                                             
CONECT    5    4    6   36   44                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    3   45                                             
CONECT    8    7    9   46                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   47   48   49                                             
CONECT   11    9   12   13   50                                             
CONECT   12   11   51                                                       
CONECT   13   11   14   52   53                                             
CONECT   14   13   15   54                                                  
CONECT   15   14   16   55                                                  
CONECT   16   15   17   56                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   57   58   59                                             
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   60                                             
CONECT   22   21   61   62   63                                             
CONECT   23   21   24   64                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   65   66   67                                             
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   36   68                                             
CONECT   30   29   31   69                                                  
CONECT   31   30   32   70                                                  
CONECT   32   31   33   34   71                                             
CONECT   33   32   34                                                       
CONECT   34   33   35   32   72                                             
CONECT   35   34   73   74   75                                             
CONECT   36   29   37    5   76                                             
CONECT   37   36   77   78   79                                             
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    3                                                            
CONECT   42    4                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47   10                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   18                                                            
CONECT   58   18                                                            
CONECT   59   18                                                            
CONECT   60   21                                                            
CONECT   61   22                                                            
CONECT   62   22                                                            
CONECT   63   22                                                            
CONECT   64   23                                                            
CONECT   65   25                                                            
CONECT   66   25                                                            
CONECT   67   25                                                            
CONECT   68   29                                                            
CONECT   69   30                                                            
CONECT   70   31                                                            
CONECT   71   32                                                            
CONECT   72   34                                                            
CONECT   73   35                                                            
CONECT   74   35                                                            
CONECT   75   35                                                            
CONECT   76   36                                                            
CONECT   77   37                                                            
CONECT   78   37                                                            
CONECT   79   37                                                            
MASTER        0    0    0    0    0    0    0    0   79    0  162    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₂O₇

Average Mass

514.6590 Da

Monoisotopic Mass

514.29305 Da

IUPAC Name

(1R,2R,3R,6E,8S,10E,12E,15R,16E,18R,19S)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1E)-2-[(2R,3R)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione

Traditional Name

(1R,2R,3R,6E,8S,10E,12E,15R,16E,18R,19S)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1E)-2-[(2R,3R)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])\C(=C([H])\[C@@]2([H])O[C@]([H])(C([H])([H])[C@]2([H])OC([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)\C(=C([H])\[C@@]([H])(C(=O)\C(=C(/[H])\C(\[H])=C([H])\C1([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C(\[H])=C(/[H])[C@@]1([H])O[C@]1([H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C30H42O7/c1-17-10-8-9-11-23(31)18(2)15-28-27(34-7)16-26(36-28)21(5)24(12-13-25-22(6)35-25)37-30(33)20(4)14-19(3)29(17)32/h8-10,12-15,19,21-28,31H,11,16H2,1-7H3/b9-8+,13-12+,17-10+,18-15+,20-14+/t19-,21-,22+,23+,24+,25+,26+,27-,28+/s2

InChI Key

JVYYJWVGGWWHNP-VMCMMQJANA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound 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
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	4.78	ChemAxon
pKa (Strongest Acidic)	14.51	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	146.74 m³·mol⁻¹	ChemAxon
Polarizability	57.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione (NP0305821)

MOL for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

3D MOL for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

3D SDF for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

3D-SDF for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

PDB for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

3D PDB for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

SMILES for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

INCHI for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

Structure for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)

3D Structure for NP0305821 ((1r,2r,3r,6e,8s,10e,12e,15r,16e,18r,19s)-15-hydroxy-19-methoxy-2,6,8,10,16-pentamethyl-3-[(1e)-2-[(2r,3r)-3-methyloxiran-2-yl]ethenyl]-4,21-dioxabicyclo[16.2.1]henicosa-6,10,12,16-tetraene-5,9-dione)