NP-MRD: Showing NP-Card for Antibiotic YL 0358M-A (NP0061919)

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Record Information

Version

2.0

Created at

2022-04-28 06:36:37 UTC

Updated at

2022-04-28 06:36:38 UTC

NP-MRD ID

NP0061919

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Antibiotic YL 0358M-A

Description

(2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R)-2-oxa-6-azatricyclo[5.3.0.0¹,³]Deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively. Antibiotic YL 0358M-A is found in Saccharopolyspora sp. YL-0358M (FERM P-8862). Based on a literature review very few articles have been published on (2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R)-2-oxa-6-azatricyclo[5.3.0.0¹,³]Deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208362D          

 28 31  0  0  1  0            999 V2000
   -2.0470   -4.2338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -5.0184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1089   -5.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  3  8  1  6  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 27  1  1  0  0  0
  1 28  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.6367   -3.9819   -0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2531   -2.8673   -1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6072   -1.5135   -1.5282 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3633   -0.6432   -2.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974   -0.9602   -0.1344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1263   -1.8244    0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -1.7180    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -2.6876    2.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8993   -0.7106    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840   -0.3865    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342   -1.0156    1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3499   -0.4956    1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955    0.5276    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828    1.3003   -0.4003 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7724    2.2658   -1.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532    2.9531   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897    1.9080   -0.6372 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6069    0.7965   -1.6171 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9030    0.6666   -0.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1856   -1.0590    0.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.1873    0.3295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2964    0.1875    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2342    1.3389    1.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753    2.4054    0.8747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9542    3.2039    1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0516    1.8349   -0.5150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3401    2.1228   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8032    0.4651   -0.5254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3993   -3.8444   -0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250   -4.3338   -0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -4.8767   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -2.8347   -1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2234   -3.0702   -2.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175   -1.5907   -1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -1.0129   -3.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982    0.1107   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177   -2.5943    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -2.2316    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -3.3873    2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432   -3.3521    1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -0.0923   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9331   -1.7912    2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2437   -0.8213    1.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937    1.6952   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774    2.9932   -1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931    3.2815    0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    3.8299   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529    2.2873   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9326    0.9378    0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645   -0.7502    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516    0.1921    2.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3066    1.0023    1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9780    1.8157    2.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9606    3.0717    0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273    4.0754    0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    2.3312   -1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8538    1.1933   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1707    2.8141   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123    2.6519   -0.5557 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 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  1  6
 28 21  1  0
 19 10  1  0
 19 13  1  0
 19 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  6
  4 35  1  0
  5 36  1  6
 21 49  1  1
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  6
 25 55  1  0
 26 56  1  6
 27 57  1  0
 27 58  1  0
 27 59  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  1
M  END


  Mrv1652304282208362D          

 28 31  0  0  1  0            999 V2000
   -2.0470   -4.2338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -5.0184    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1089   -5.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  3  8  1  6  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 27  1  1  0  0  0
  1 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0061919

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](O)[C@@H](O[C@@H]1CC[C@@H](O)[C@H](C)O1)\C=C(\C)/C=C1\C=CC2=NCC[C@H]3O[C@@]123

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO5/c1-4-16(24)18(27-21-8-6-17(25)14(3)26-21)12-13(2)11-15-5-7-19-22(15)20(28-22)9-10-23-19/h5,7,11-12,14,16-18,20-21,24-25H,4,6,8-10H2,1-3H3/b13-12-,15-11+/t14-,16+,17+,18-,20+,21+,22-/m0/s1

> <INCHI_KEY>
YYNGBCGFVNIEML-NWLZWTKESA-N

> <FORMULA>
C22H31NO5

> <MOLECULAR_WEIGHT>
389.492

> <EXACT_MASS>
389.220223102

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.54226847381546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R,10E)-2-oxa-6-azatricyclo[5.3.0.0^{1,3}]deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.0683312599999994

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.47158815660108

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.868053177493142

> <JCHEM_PKA_STRONGEST_BASIC>
5.779638505949429

> <JCHEM_POLAR_SURFACE_AREA>
83.81

> <JCHEM_REFRACTIVITY>
108.19039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R,10E)-2-oxa-6-azatricyclo[5.3.0.0^{1,3}]deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -3.821  -7.903   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.315  -7.583   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.284  -8.727   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.760 -10.192   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.267 -10.512   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.297  -9.368   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.803  -9.688   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.222  -8.407   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.187  -4.838   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.924   0.237   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.590  -3.613   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.852  -6.759   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   18   21   27                                             
CONECT   27   26   25                                                       
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₅

Average Mass

389.4920 Da

Monoisotopic Mass

389.22022 Da

IUPAC Name

(2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R,10E)-2-oxa-6-azatricyclo[5.3.0.0^{1,3}]deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol

Traditional Name

(2S,3R,6R)-6-{[(2Z,4S,5R)-5-hydroxy-2-methyl-1-[(1S,3R,10E)-2-oxa-6-azatricyclo[5.3.0.0^{1,3}]deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy}-2-methyloxan-3-ol

CAS Registry Number

Not Available

SMILES

CC[C@@H](O)[C@@H](O[C@@H]1CC[C@@H](O)[C@H](C)O1)\C=C(\C)/C=C1\C=CC2=NCC[C@H]3O[C@@]123

InChI Identifier

InChI=1S/C22H31NO5/c1-4-16(24)18(27-21-8-6-17(25)14(3)26-21)12-13(2)11-15-5-7-19-22(15)20(28-22)9-10-23-19/h5,7,11-12,14,16-18,20-21,24-25H,4,6,8-10H2,1-3H3/b13-12-,15-11+/t14-,16+,17+,18-,20+,21+,22-/m0/s1

InChI Key

YYNGBCGFVNIEML-NWLZWTKESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Saccharopolyspora sp. YL-0358M (FERM P-8862)	--	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazepines

Sub Class

1,4-oxazepines

Direct Parent

1,4-oxazepines

Alternative Parents

Substituents

Tetrahydropyridine
Para-oxazepine
Oxane
Secondary alcohol
Ketimine
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Oxirane
Dialkyl ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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	1.97	ALOGPS
logP	2.07	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	5.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.19 m³·mol⁻¹	ChemAxon
Polarizability	42.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

162917190

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Antibiotic YL 0358M-A (NP0061919)

MOL for NP0061919 (Antibiotic YL 0358M-A)

3D MOL for NP0061919 (Antibiotic YL 0358M-A)

3D SDF for NP0061919 (Antibiotic YL 0358M-A)

3D-SDF for NP0061919 (Antibiotic YL 0358M-A)

PDB for NP0061919 (Antibiotic YL 0358M-A)

3D PDB for NP0061919 (Antibiotic YL 0358M-A)

SMILES for NP0061919 (Antibiotic YL 0358M-A)

INCHI for NP0061919 (Antibiotic YL 0358M-A)

Structure for NP0061919 (Antibiotic YL 0358M-A)

3D Structure for NP0061919 (Antibiotic YL 0358M-A)