NP-MRD: Showing NP-Card for Oxetanocin (NP0021252)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 06:31:25 UTC

Updated at

2021-07-15 17:35:51 UTC

NP-MRD ID

NP0021252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oxetanocin

Provided By

NPAtlas

Description

Oxetanocin A is also known as NK 84-0218. Oxetanocin A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Oxetanocin is found in Bacillus. Oxetanocin was first documented in 1986 (PMID: 3793633). Based on a literature review very few articles have been published on Oxetanocin A (PMID: 2787618) (PMID: 3025147) (PMID: 33674826) (PMID: 33560833).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120413D          

 31 33  0  0  0  0            999 V2000
    5.1943    0.2397   -0.9519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.4778   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.7308   -1.3035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -2.4678   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9664   -0.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.7298   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362    0.0231   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802    1.1977    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    1.1845    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.0051    0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -0.3595    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2424   -1.1764   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.6323    0.2688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4470   -0.5607   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599    0.2349   -1.8745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.6668    0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1295    1.3715    1.7648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1058    2.3207    1.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4123   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024    0.6350   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -3.4654   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    2.0407    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -0.8237    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8187   -1.0892    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -1.6034   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -0.1866   -0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.9836   -1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2786   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.5906    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632    1.7472    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    2.3379    0.5477 H   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 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
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7  2  1  0  0  0  0
 16 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  4 21  1  0  0  0  0
  9 22  1  0  0  0  0
 11 23  1  1  0  0  0
 13 24  1  1  0  0  0
 14 25  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  6  0  0  0
 17 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.1943    0.2397   -0.9519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.4778   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.7308   -1.3035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -2.4678   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9664   -0.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.7298   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362    0.0231   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802    1.1977    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    1.1845    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.0051    0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -0.3595    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2424   -1.1764   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.6323    0.2688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4470   -0.5607   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.2349   -1.8745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.6668    0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1295    1.3715    1.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1058    2.3207    1.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4123   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024    0.6350   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -3.4654   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    2.0407    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -0.8237    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8187   -1.0892    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -1.6034   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -0.1866   -0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.9836   -1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2786   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.5906    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632    1.7472    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    2.3379    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 16 11  1  0
 10  6  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  9 22  1  0
 11 23  1  1
 13 24  1  1
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  6
 17 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652306242120413D          

 31 33  0  0  0  0            999 V2000
    5.1943    0.2397   -0.9519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.4778   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.7308   -1.3035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -2.4678   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9664   -0.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.7298   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362    0.0231   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802    1.1977    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    1.1845    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.0051    0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -0.3595    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2424   -1.1764   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.6323    0.2688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4470   -0.5607   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9599    0.2349   -1.8745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.6668    0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1295    1.3715    1.7648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1058    2.3207    1.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4123   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024    0.6350   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -3.4654   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    2.0407    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -0.8237    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8187   -1.0892    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -1.6034   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -0.1866   -0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.9836   -1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2786   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.5906    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632    1.7472    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    2.3379    0.5477 H   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 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
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7  2  1  0  0  0  0
 16 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  4 21  1  0  0  0  0
  9 22  1  0  0  0  0
 11 23  1  1  0  0  0
 13 24  1  1  0  0  0
 14 25  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  6  0  0  0
 17 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]1([H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-5(1-16)6(2-17)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,10-/m1/s1

> <INCHI_KEY>
LMJVXGOFWKVXAW-OXOINMOOSA-N

> <FORMULA>
C10H13N5O3

> <MOLECULAR_WEIGHT>
251.246

> <EXACT_MASS>
251.101839299

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.650372437820586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4R)-4-(6-amino-9H-purin-9-yl)-3-(hydroxymethyl)oxetan-2-yl]methanol

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-1.6488466910000001

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.353041759734499

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.554061199314209

> <JCHEM_PKA_STRONGEST_BASIC>
3.9378813694005905

> <JCHEM_POLAR_SURFACE_AREA>
119.31000000000002

> <JCHEM_REFRACTIVITY>
62.12030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R)-4-(6-aminopurin-9-yl)-3-(hydroxymethyl)oxetan-2-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.1943    0.2397   -0.9519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.4778   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.7308   -1.3035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -2.4678   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9664   -0.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.7298   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362    0.0231   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802    1.1977    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    1.1845    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.0051    0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -0.3595    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2424   -1.1764   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.6323    0.2688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4470   -0.5607   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.2349   -1.8745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.6668    0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1295    1.3715    1.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1058    2.3207    1.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4123   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024    0.6350   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -3.4654   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    2.0407    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -0.8237    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8187   -1.0892    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -1.6034   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -0.1866   -0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.9836   -1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2786   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.5906    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632    1.7472    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    2.3379    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 16 11  1  0
 10  6  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  9 22  1  0
 11 23  1  1
 13 24  1  1
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  6
 17 29  1  0
 17 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       5.194   0.240  -0.952  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.977  -0.478  -0.823  0.00  0.00           C+0
HETATM    3  N   UNK     0       3.927  -1.731  -1.304  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.781  -2.468  -1.207  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.670  -1.966  -0.630  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.674  -0.730  -0.141  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.836   0.023  -0.237  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.580   1.198   0.317  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.308   1.185   0.743  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.719   0.005   0.475  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.626  -0.360   0.788  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.242  -1.176  -0.189  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.462  -0.632   0.269  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.447  -0.561  -0.862  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.960   0.235  -1.875  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.685   0.667   0.505  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.130   1.371   1.765  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.106   2.321   1.518  0.00  0.00           O+0
HETATM   19  H   UNK     0       5.652   0.412  -1.891  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.702   0.635  -0.131  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.823  -3.465  -1.617  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.858   2.041   1.236  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.802  -0.824   1.780  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.819  -1.089   1.195  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.664  -1.603  -1.210  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.418  -0.187  -0.438  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.628   0.984  -1.990  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.555   1.279  -0.385  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.603   0.591   2.420  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.263   1.747   2.321  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.293   2.338   0.548  0.00  0.00           H+0
CONECT    1    2   19   20                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   22                                                  
CONECT   10    9   11    6                                                  
CONECT   11   10   12   16   23                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   16   24                                             
CONECT   14   13   15   25   26                                             
CONECT   15   14   27                                                       
CONECT   16   13   17   11   28                                             
CONECT   17   16   18   29   30                                             
CONECT   18   17   31                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    9                                                            
CONECT   23   11                                                            
CONECT   24   13                                                            
CONECT   25   14                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   17                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    5.1943    0.2397   -0.9519 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9774   -0.4778   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -1.7308   -1.3035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -2.4678   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9664   -0.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -0.7298   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362    0.0231   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802    1.1977    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    1.1845    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.0051    0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -0.3595    0.7875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2424   -1.1764   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.6323    0.2688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4470   -0.5607   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.2349   -1.8745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.6668    0.5050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1295    1.3715    1.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1058    2.3207    1.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4123   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024    0.6350   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -3.4654   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    2.0407    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -0.8237    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8187   -1.0892    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637   -1.6034   -1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4180   -0.1866   -0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6275    0.9836   -1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5554    1.2786   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032    0.5906    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632    1.7472    2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2933    2.3379    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 16 11  1  0
 10  6  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  9 22  1  0
 11 23  1  1
 13 24  1  1
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  6
 17 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(-)-Oxetanocin	ChEBI
(-)-Oxetanocin a	ChEBI
9-((2'r,3'r,4's)-3',4'-Bis(hydroxymethyl)-2'-oxetanyl)adenine	ChEBI
9-[(2R,3R,4S)-3,4-Bis(hydroxymethyl)-2-oxetanyl]adenine	ChEBI
NK 84-0218	ChEBI
Oxetanocin	ChEBI
9-(3,4-Bis(hydroxymethyl)-2-oxetanyl)adenine	MeSH

Chemical Formula

C₁₀H₁₃N₅O₃

Average Mass

251.2460 Da

Monoisotopic Mass

251.10184 Da

IUPAC Name

[(2S,3R,4R)-4-(6-amino-9H-purin-9-yl)-3-(hydroxymethyl)oxetan-2-yl]methanol

Traditional Name

[(2S,3R,4R)-4-(6-aminopurin-9-yl)-3-(hydroxymethyl)oxetan-2-yl]methanol

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@H]1CO

InChI Identifier

InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-5(1-16)6(2-17)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,10-/m1/s1

InChI Key

LMJVXGOFWKVXAW-OXOINMOOSA-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
Bacillus	NPAtlas	3793633

Species Where Detected

Species Name	Source	Reference
Bacillus megaterium NK84-0218	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	-0.7	ALOGPS
logP	-1.6	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	14.55	ChemAxon
pKa (Strongest Basic)	3.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.31 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	62.12 m³·mol⁻¹	ChemAxon
Polarizability	24.65 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020834

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017819

Chemspider ID

65182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72214

PDB ID

Not Available

ChEBI ID

86012

Good Scents ID

Not Available

References

General References

Nakamura H, Hasegawa S, Shimada N, Fujii A, Takita T, Iitaka Y: The X-ray structure determination of oxetanocin. J Antibiot (Tokyo). 1986 Nov;39(11):1626-9. doi: 10.7164/antibiotics.39.1626. [PubMed:3793633 ]
Seki J, Shimada N, Takahashi K, Takita T, Takeuchi T, Hoshino H: Inhibition of infectivity of human immunodeficiency virus by a novel nucleoside, oxetanocin, and related compounds. Antimicrob Agents Chemother. 1989 May;33(5):773-5. doi: 10.1128/AAC.33.5.773. [PubMed:2787618 ]
Shimada N, Hasegawa S, Harada T, Tomisawa T, Fujii A, Takita T: Oxetanocin, a novel nucleoside from bacteria. J Antibiot (Tokyo). 1986 Nov;39(11):1623-5. doi: 10.7164/antibiotics.39.1623. [PubMed:3025147 ]
Ye Y, Fu H, Hyster TK: Activation modes in biocatalytic radical cyclization reactions. J Ind Microbiol Biotechnol. 2021 Jun 4;48(3-4). pii: 6155068. doi: 10.1093/jimb/kuab021. [PubMed:33674826 ]
Zhong A, Lee YH, Liu YN, Liu HW: Biosynthesis of Oxetanocin-A Includes a B12-Dependent Radical SAM Enzyme That Can Catalyze both Oxidative Ring Contraction and the Demethylation of SAM. Biochemistry. 2021 Feb 23;60(7):537-546. doi: 10.1021/acs.biochem.0c00915. Epub 2021 Feb 9. [PubMed:33560833 ]

Showing NP-Card for Oxetanocin (NP0021252)

MOL for NP0021252 (Oxetanocin)

3D MOL for NP0021252 (Oxetanocin)

3D SDF for NP0021252 (Oxetanocin)

3D-SDF for NP0021252 (Oxetanocin)

PDB for NP0021252 (Oxetanocin)

3D PDB for NP0021252 (Oxetanocin)

SMILES for NP0021252 (Oxetanocin)

INCHI for NP0021252 (Oxetanocin)

Structure for NP0021252 (Oxetanocin)

3D Structure for NP0021252 (Oxetanocin)