NP-MRD: Showing NP-Card for Oxachamigrene (NP0004215)

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Record Information

Version

2.0

Created at

2020-12-09 01:42:20 UTC

Updated at

2021-07-15 16:48:33 UTC

NP-MRD ID

NP0004215

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oxachamigrene

Provided By

NPAtlas

Description

Oxachamigrene is found in Unknown-fungus sp. Oxachamigrene was first documented in 2002 (PMID: 12088448). Based on a literature review very few articles have been published on (2R,3'R,4'R)-3'-bromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[2.2.1]Heptane-2,1'-cyclohexane].

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118053D          

 42 44  0  0  0  0            999 V2000
   -0.1525    2.5667   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    1.3421   -0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0457    1.3286    0.8298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0934    0.4460    0.1935 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3459   -0.0408   -1.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6781    1.1493   -1.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.9447   -0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6624   -1.8234    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -1.8578   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0377   -0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4735   -0.0936    1.1475 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5951   -1.0891    1.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6857   -0.5506    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3116    0.7065    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669   -1.8145    0.2914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -0.3535   -1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5617    0.7600   -1.9581 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.2276   -1.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3072    3.1129   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    3.2737    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    2.4854    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    2.3421    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    1.0276    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -0.3234    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    1.0495   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.4699   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -2.3035    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -1.3495    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -2.6789    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3836   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.7454   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.2729   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.2886    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.9102    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -2.0918    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626   -1.1270    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.9117    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    1.5574    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.6335    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -1.3493   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.3122   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -0.2288   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
 10  7  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6  2  1  0  0  0  0
 18 10  1  0  0  0  0
 10  2  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  6  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 16 40  1  6  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1525    2.5667   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    1.3421   -0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0457    1.3286    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0934    0.4460    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459   -0.0408   -1.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6781    1.1493   -1.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.9447   -0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6624   -1.8234    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -1.8578   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0377   -0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4735   -0.0936    1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -1.0891    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857   -0.5506    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3116    0.7065    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669   -1.8145    0.2914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -0.3535   -1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5617    0.7600   -1.9581 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.2276   -1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    3.1129   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    3.2737    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    2.4854    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    2.3421    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    1.0276    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -0.3234    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    1.0495   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.4699   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -2.3035    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -1.3495    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -2.6789    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3836   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.7454   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.2729   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.2886    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.9102    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -2.0918    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626   -1.1270    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.9117    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    1.5574    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.6335    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -1.3493   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.3122   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -0.2288   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  1
  7  9  1  0
 10  7  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 13 16  1  0
 16 17  1  0
 16 18  1  0
  6  2  1  0
 18 10  1  0
 10  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  6
 18 41  1  0
 18 42  1  0
M  END


  Mrv1652306242118053D          

 42 44  0  0  0  0            999 V2000
   -0.1525    2.5667   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    1.3421   -0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0457    1.3286    0.8298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0934    0.4460    0.1935 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3459   -0.0408   -1.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6781    1.1493   -1.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.9447   -0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6624   -1.8234    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -1.8578   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0377   -0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4735   -0.0936    1.1475 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5951   -1.0891    1.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6857   -0.5506    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3116    0.7065    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669   -1.8145    0.2914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -0.3535   -1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5617    0.7600   -1.9581 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.2276   -1.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3072    3.1129   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    3.2737    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    2.4854    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    2.3421    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    1.0276    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -0.3234    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    1.0495   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.4699   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -2.3035    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -1.3495    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -2.6789    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3836   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.7454   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.2729   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.2886    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.9102    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -2.0918    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626   -1.1270    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.9117    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    1.5574    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.6335    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -1.3493   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.3122   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -0.2288   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
 10  7  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6  2  1  0  0  0  0
 18 10  1  0  0  0  0
 10  2  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  6  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 16 40  1  6  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004215

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])[C@]12O[C@]([H])(C([H])([H])C1([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]21C([H])([H])C([H])([H])[C@](Cl)(C([H])([H])[H])[C@]([H])(Br)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24BrClO/c1-12(2)11-5-6-14(4,18-11)15(12)8-7-13(3,17)10(16)9-15/h10-11H,5-9H2,1-4H3/t10-,11-,13-,14+,15-/m1/s1

> <INCHI_KEY>
LBKDDPGYNQZCID-YSXHTJHHSA-N

> <FORMULA>
C15H24BrClO

> <MOLECULAR_WEIGHT>
335.71

> <EXACT_MASS>
334.069906

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
31.97510695699726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3'R,4R,4'R)-3'-bromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexane]

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
4.4058161306666666

> <ALOGPS_LOGS>
-6.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.194060927311475

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
78.56799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3'R,4R,4'R)-3'-bromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexane]

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1525    2.5667   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    1.3421   -0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0457    1.3286    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0934    0.4460    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459   -0.0408   -1.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6781    1.1493   -1.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.9447   -0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6624   -1.8234    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -1.8578   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0377   -0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4735   -0.0936    1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -1.0891    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857   -0.5506    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3116    0.7065    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669   -1.8145    0.2914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -0.3535   -1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5617    0.7600   -1.9581 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.2276   -1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    3.1129   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    3.2737    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    2.4854    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    2.3421    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    1.0276    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -0.3234    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    1.0495   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.4699   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -2.3035    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -1.3495    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -2.6789    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3836   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.7454   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.2729   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.2886    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.9102    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -2.0918    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626   -1.1270    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.9117    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    1.5574    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.6335    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -1.3493   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.3122   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -0.2288   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  1
  7  9  1  0
 10  7  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 13 16  1  0
 16 17  1  0
 16 18  1  0
  6  2  1  0
 18 10  1  0
 10  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  6
 18 41  1  0
 18 42  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  C   UNK     0      -0.153   2.567  -0.166  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.961   1.342  -0.182  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.046   1.329   0.830  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.093   0.446   0.194  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.346  -0.041  -1.017  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.678   1.149  -1.389  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.218  -0.945  -0.521  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.662  -1.823   0.597  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.894  -1.858  -1.694  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.149   0.038  -0.206  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.474  -0.094   1.147  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.595  -1.089   1.214  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.686  -0.551   0.319  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.312   0.707   0.826  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       3.967  -1.815   0.291  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.209  -0.354  -1.073  0.00  0.00           C+0
HETATM   17 Br   UNK     0       3.562   0.760  -1.958  0.00  0.00          Br+0
HETATM   18  C   UNK     0       0.879   0.228  -1.272  0.00  0.00           C+0
HETATM   19  H   UNK     0      -0.307   3.113  -1.143  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.601   3.274   0.594  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.901   2.485   0.093  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.471   2.342   0.892  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.762   1.028   1.839  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.501  -0.323   0.835  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.965   1.050  -0.195  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.942  -0.470  -1.801  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.629  -2.304   0.253  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.890  -1.349   1.540  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.965  -2.679   0.707  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.166  -1.384  -2.673  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.593  -2.745  -1.633  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.111  -2.273  -1.661  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.211  -0.289   1.961  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.943   0.910   1.379  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.352  -2.092   0.875  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.963  -1.127   2.250  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.929   0.912   1.838  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.111   1.557   0.111  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.438   0.634   0.835  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.318  -1.349  -1.600  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.010   1.312  -1.570  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.445  -0.229  -2.214  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3    6   10                                             
CONECT    3    2    4   22   23                                             
CONECT    4    3    5   24   25                                             
CONECT    5    4    6    7   26                                             
CONECT    6    5    2                                                       
CONECT    7    5    8    9   10                                             
CONECT    8    7   27   28   29                                             
CONECT    9    7   30   31   32                                             
CONECT   10    7   11   18    2                                             
CONECT   11   10   12   33   34                                             
CONECT   12   11   13   35   36                                             
CONECT   13   12   14   15   16                                             
CONECT   14   13   37   38   39                                             
CONECT   15   13                                                            
CONECT   16   13   17   18   40                                             
CONECT   17   16                                                            
CONECT   18   16   10   41   42                                             
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   14                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   16                                                            
CONECT   41   18                                                            
CONECT   42   18                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
   -0.1525    2.5667   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    1.3421   -0.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0457    1.3286    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0934    0.4460    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459   -0.0408   -1.0172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6781    1.1493   -1.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.9447   -0.5206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6624   -1.8234    0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -1.8578   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.0377   -0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4735   -0.0936    1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -1.0891    1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6857   -0.5506    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3116    0.7065    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669   -1.8145    0.2914 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2089   -0.3535   -1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5617    0.7600   -1.9581 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.2276   -1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    3.1129   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    3.2737    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    2.4854    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    2.3421    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7621    1.0276    1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -0.3234    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    1.0495   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.4699   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -2.3035    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -1.3495    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -2.6789    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3836   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.7454   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.2729   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2110   -0.2886    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.9102    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3518   -2.0918    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626   -1.1270    2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288    0.9117    1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    1.5574    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    0.6335    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -1.3493   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.3122   -1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -0.2288   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  1
  7  9  1  0
 10  7  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 13 16  1  0
 16 17  1  0
 16 18  1  0
  6  2  1  0
 18 10  1  0
 10  2  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  6
 18 41  1  0
 18 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄BrClO

Average Mass

335.7100 Da

Monoisotopic Mass

334.06991 Da

IUPAC Name

(1S,2R,3'R,4R,4'R)-3'-bromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexane]

Traditional Name

(1S,2R,3'R,4R,4'R)-3'-bromo-4'-chloro-1,3,3,4'-tetramethyl-7-oxaspiro[bicyclo[2.2.1]heptane-2,1'-cyclohexane]

CAS Registry Number

Not Available

SMILES

CC1(C)C2CCC(C)(O2)[C@@]11CC[C@@](C)(Cl)[C@H](Br)C1

InChI Identifier

InChI=1S/C15H24BrClO/c1-12(2)11-5-6-14(4,18-11)15(12)8-7-13(3,17)10(16)9-15/h10-11H,5-9H2,1-4H3/t10-,11?,13-,14?,15-/m1/s1

InChI Key

LBKDDPGYNQZCID-YSXHTJHHSA-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
Unknown-fungus sp.	NPAtlas	12088448

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	5.61	ALOGPS
logP	4.41	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.57 m³·mol⁻¹	ChemAxon
Polarizability	31.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA002495

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442488

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583789

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Brito I, Cueto M, Diaz-Marrero AR, Darias J, San Martin A: Oxachamigrenes, new halogenated sesquiterpenes from Laurencia obtusa. J Nat Prod. 2002 Jun;65(6):946-8. doi: 10.1021/np010580t. [PubMed:12088448 ]

Showing NP-Card for Oxachamigrene (NP0004215)

MOL for NP0004215 (Oxachamigrene)

3D MOL for NP0004215 (Oxachamigrene)

3D SDF for NP0004215 (Oxachamigrene)

3D-SDF for NP0004215 (Oxachamigrene)

PDB for NP0004215 (Oxachamigrene)

3D PDB for NP0004215 (Oxachamigrene)

SMILES for NP0004215 (Oxachamigrene)

INCHI for NP0004215 (Oxachamigrene)

Structure for NP0004215 (Oxachamigrene)

3D Structure for NP0004215 (Oxachamigrene)