NP-MRD: Showing NP-Card for (5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate (NP0186579)

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Record Information

Version

2.0

Created at

2022-09-04 02:28:40 UTC

Updated at

2022-09-04 02:28:40 UTC

NP-MRD ID

NP0186579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate

Description

(5S,6Z,9E,13S,15R)-10-chloro-6-methyl-15-[(2R)-4-methyl-6-oxo-5,6-dihydro-2H-pyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]Hexadeca-6,9-dien-5-yl acetate 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. (5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate is found in Serratia plymuthica. Based on a literature review very few articles have been published on (5S,6Z,9E,13S,15R)-10-chloro-6-methyl-15-[(2R)-4-methyl-6-oxo-5,6-dihydro-2H-pyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]Hexadeca-6,9-dien-5-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042204282D          

 31 33  0  0  1  0            999 V2000
    5.2477   -1.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699   -0.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486   -0.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135    0.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357    0.8202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8737    0.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -0.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    0.9485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8499    1.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    2.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240    2.9539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4886    3.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506    4.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0743    4.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    4.9060    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7966    3.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2744    3.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4130    2.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851    1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9074    1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1264    2.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806    1.9192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3873    1.4721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4279    0.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -0.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993    0.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466    1.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 22  1  1  0  0  0
 22 23  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 31  1  1  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -4.9261   -2.5694    2.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561   -1.6184    2.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -0.5741    2.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8514   -1.7642    0.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0990   -0.8252   -0.0317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8141   -1.4008   -0.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9949   -1.9305    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524   -2.6021    1.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -1.6949    0.6352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -0.6246    0.8987 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4896    0.6793    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2318    1.6769    0.3857 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4994    2.1748   -0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5308    3.1911   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946    2.8880    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    3.2795    2.0576 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    2.3361    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0638    1.7754   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1947    0.8686   -1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336   -0.4144   -1.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8191   -1.4302   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3954    1.0712   -0.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -0.2890   -0.1545 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4873   -0.9737    0.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4942   -0.7006   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475   -0.4691   -0.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028   -0.1850   -1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2005   -0.4712    0.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1296   -0.3007    1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3908    0.0567    3.0188 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346   -0.5489    1.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8477   -3.5641    2.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559   -2.6481    3.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003   -2.3034    2.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -0.0233    0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496   -2.1567   -1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -0.5897   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7377   -0.8949    1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    0.9852    2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5780    0.5982    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367    2.5763    0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2977    2.6640   -1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    1.2849   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059    4.1657   -0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    3.4127   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    2.2630    0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    1.4428   -1.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3502    2.6984   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2117    1.2303   -1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9822   -2.3539   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7958   -0.9241   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2958   -1.6871   -2.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -0.5556   -1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3329   -2.0786    0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293   -0.6845   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -0.4468   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7546    0.9153   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6067   -0.7588   -2.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6952   -1.4624    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9851    0.2845    1.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 24 31  1  0
 31 29  1  0
 29 30  2  0
 29 28  1  0
 28 26  1  0
 26 27  1  0
 26 25  2  0
 20  5  1  0
 25 24  1  0
 23 10  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  1
  6 36  1  0
  6 37  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  1
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  6
 24 54  1  1
 28 59  1  0
 28 60  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
 25 55  1  0
M  END


  Mrv1652309042204282D          

 31 33  0  0  1  0            999 V2000
    5.2477   -1.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7699   -0.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486   -0.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135    0.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357    0.8202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8737    0.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -0.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    0.9485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8499    1.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    2.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240    2.9539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4886    3.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506    4.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0743    4.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    4.9060    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7966    3.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2744    3.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4130    2.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851    1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9074    1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1264    2.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0806    1.9192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3873    1.4721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4279    0.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2249   -0.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993    0.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466    1.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 22  1  1  0  0  0
 22 23  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0186579

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1CC(=O)OC2C[C@H](CC\C(Cl)=C/C\C=C1\C)O[C@H]2[C@@H]1OC(=O)CC(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H29ClO7/c1-13-9-19(30-21(26)10-13)23-20-11-17(29-23)8-7-16(24)6-4-5-14(2)18(28-15(3)25)12-22(27)31-20/h5-6,9,17-20,23H,4,7-8,10-12H2,1-3H3/b14-5-,16-6+/t17-,18-,19+,20?,23-/m0/s1

> <INCHI_KEY>
PJEGJKFSPOTQNK-DMXFVVQCSA-N

> <FORMULA>
C23H29ClO7

> <MOLECULAR_WEIGHT>
452.93

> <EXACT_MASS>
452.160181

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.95231037124542

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6Z,9E,13S,15R)-10-chloro-6-methyl-15-[(2R)-4-methyl-6-oxo-5,6-dihydro-2H-pyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate

> <JCHEM_LOGP>
2.7685970309999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204347694736324

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
115.21889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6Z,9E,13S,15R)-10-chloro-6-methyl-15-[(2R)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.796  -2.380   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.904  -1.124   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.371  -1.269   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.545   0.276   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.653   1.531   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.231   0.941   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.693   1.026   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.268  -0.454   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.345   1.771   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.453   3.026   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.426   4.220   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.591   5.514   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.645   7.173   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.068   7.763   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.605   7.678   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       8.031   9.158   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       8.954   6.934   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.846   5.678   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.104   4.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.679   2.680   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.027   1.936   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.103   5.120   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.017   3.582   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.723   2.748   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.799   1.210   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.496   0.375   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.420  -1.163   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.865   1.079   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.941   2.617   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.311   3.320   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.647   3.451   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    5   21                                                  
CONECT   21   20                                                            
CONECT   22   12   23                                                       
CONECT   23   22   10   24                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(5S,6Z,9E,13S,15R)-10-Chloro-6-methyl-15-[(2R)-4-methyl-6-oxo-5,6-dihydro-2H-pyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetic acid	Generator

Chemical Formula

C₂₃H₂₉ClO₇

Average Mass

452.9300 Da

Monoisotopic Mass

452.16018 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1CC(=O)OC2C[C@H](CC\C(Cl)=C/C\C=C1\C)O[C@H]2[C@@H]1OC(=O)CC(C)=C1

InChI Identifier

InChI=1S/C23H29ClO7/c1-13-9-19(30-21(26)10-13)23-20-11-17(29-23)8-7-16(24)6-4-5-14(2)18(28-15(3)25)12-22(27)31-20/h5-6,9,17-20,23H,4,7-8,10-12H2,1-3H3/b14-5-,16-6+/t17-,18-,19+,20?,23-/m0/s1

InChI Key

PJEGJKFSPOTQNK-DMXFVVQCSA-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
Serratia plymuthica	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
Tricarboxylic acid or derivatives
Dihydropyranone
Pyran
Monosaccharide
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Chloroalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl chloride
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
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

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

139588097

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate (NP0186579)

MOL for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

3D MOL for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

3D SDF for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

3D-SDF for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

PDB for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

3D PDB for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

SMILES for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

INCHI for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

Structure for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)

3D Structure for NP0186579 ((5s,6z,9e,13s,15r)-10-chloro-6-methyl-15-[(2r)-4-methyl-6-oxo-2,5-dihydropyran-2-yl]-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-5-yl acetate)