NP-MRD: Showing NP-Card for (r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate (NP0232992)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 14:25:10 UTC

Updated at

2022-09-06 14:25:11 UTC

NP-MRD ID

NP0232992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate

Description

(R)-[(1R,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1S,4R,6R,9S)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]Undecan-4-yl]methyl acetate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on (R)-[(1R,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1S,4R,6R,9S)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]Undecan-4-yl]methyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062216252D          

 29 32  0  0  1  0            999 V2000
   -1.0431   -1.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.4995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3855   -1.2777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2712   -0.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.0174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5347   -0.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242   -1.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -1.4982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -1.6098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0286   -2.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -1.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.2367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7219    1.0541    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0633   -0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -2.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3719   -1.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292   -3.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -3.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037   -4.0928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8690   -4.8739    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -4.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -3.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822   -2.6912    0.0000 C   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  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  1  0  0  0
 13 19  1  0  0  0  0
  6 19  1  0  0  0  0
  9 19  1  0  0  0  0
 20  5  1  6  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 20 29  1  0  0  0  0
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
    0.3623    2.5955    2.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    2.1140    1.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    2.8690    0.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.8023    1.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2052    0.1759   -0.0902 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9418   -0.7902    0.0129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2976   -1.5788   -1.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -0.5534   -2.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -0.2696   -0.9505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8990   -1.5076   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6633   -2.0583   -1.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -1.8869    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -0.7089    1.2675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6234   -1.0410    2.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027    0.1815    1.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    1.3254    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9645    0.9259   -1.0578 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5318    0.6807   -2.1603 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -0.0870    0.2994 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5114   -0.3475   -0.5553 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8615   -1.4586    0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.5337   -1.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9856   -1.4747   -2.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -0.7379   -1.5863 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6461   -1.9771   -1.2665 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.9823    0.1390   -0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0096    1.2830   -0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4145   -0.6921    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6328    0.6783   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    2.8578    2.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    1.8214    3.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2041    3.5322    2.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1021    1.0035   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7753   -1.4743    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -1.9842   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0078   -2.4246   -0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6073   -1.0308   -2.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5062    0.3113   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2499   -0.6263    3.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6191   -0.5565    2.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583   -2.1143    2.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4372    0.5960    2.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3368   -0.3742    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4042    1.7146    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7596    2.1940    0.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    1.7715   -1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412    0.9696    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028   -2.0682    0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1549    0.4462   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -0.8654   -2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8290   -2.4045   -1.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694   -1.7157   -3.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5359   -0.0852   -2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8797    1.0208   -1.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4999    2.2251   -0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876    1.5108    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9076   -0.2643    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5136   -0.6579    0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1334   -1.7743    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8048    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835    1.5736   -0.7506 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  1  0
  8  9  1  0
  9 19  1  0
 19 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
  5 20  1  0
 20 21  1  1
 20 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
 26 29  1  0
 19  6  1  0
 29 20  1  0
 17  9  1  0
  9 10  1  1
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 19 47  1  1
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  6
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
M  END


  Mrv1652309062216252D          

 29 32  0  0  1  0            999 V2000
   -1.0431   -1.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -2.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.4995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3855   -1.2777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2712   -0.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254   -0.0174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5347   -0.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242   -1.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9571   -1.4982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -1.6098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0286   -2.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -1.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.2367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7219    1.0541    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0633   -0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -2.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3719   -1.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292   -3.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -3.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037   -4.0928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8690   -4.8739    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -4.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708   -3.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822   -2.6912    0.0000 C   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  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  1  0  0  0
 13 19  1  0  0  0  0
  6 19  1  0  0  0  0
  9 19  1  0  0  0  0
 20  5  1  6  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 20 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]([C@@H]1CC[C@@]23C1[C@@](C)(CC[C@@H]2Br)OC3=O)[C@@]1(O)CC[C@H](Br)C(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32Br2O5/c1-12(25)28-17(21(27)9-7-14(23)19(2,3)11-21)13-5-10-22-15(24)6-8-20(4,16(13)22)29-18(22)26/h13-17,27H,5-11H2,1-4H3/t13-,14+,15+,16?,17-,20-,21-,22+/m1/s1

> <INCHI_KEY>
XTBOSAGGKBKMQR-SLSDNBCKSA-N

> <FORMULA>
C22H32Br2O5

> <MOLECULAR_WEIGHT>
536.301

> <EXACT_MASS>
534.06165

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.43108613637261

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(R)-[(1R,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1S,4R,6R,9S)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0^{1,5}]undecan-4-yl]methyl acetate

> <JCHEM_LOGP>
4.018057902999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.772847180231839

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3355566433665933

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
114.97459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(R)-[(1R,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1S,4R,6R,9S)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0^{1,5}]undecan-4-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.947  -2.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.980  -3.867   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.330  -4.608   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.664  -4.666   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.686  -3.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.720  -2.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.506  -1.453   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.001   0.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.541  -0.033   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.998  -1.474   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.419  -2.078   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.787  -2.797   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.312  -3.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.787  -4.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.427  -1.942   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.290  -0.408   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.006   0.442   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       3.214   1.968   0.000  0.00  0.00          Br+0
HETATM   19  C   UNK     0       1.985  -1.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.003  -4.723   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.561  -3.288   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.988  -5.881   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.483  -7.340   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.994  -7.640   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0       3.489  -9.098   0.000  0.00  0.00          Br+0
HETATM   26  C   UNK     0       4.009  -6.482   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.973  -7.683   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.359  -5.741   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.514  -5.024   0.000  0.00  0.00           C+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   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17   19                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   19                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    9   18                                                  
CONECT   18   17                                                            
CONECT   19   13    6    9                                                  
CONECT   20    5   21   22   29                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   20                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
(R)-[(1R,4S)-4-Bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1S,4R,6R,9S)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0,]undecan-4-yl]methyl acetic acid	Generator

Chemical Formula

C₂₂H₃₂Br₂O₅

Average Mass

536.3010 Da

Monoisotopic Mass

534.06165 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]([C@@H]1CC[C@@]23C1[C@@](C)(CC[C@@H]2Br)OC3=O)[C@@]1(O)CC[C@H](Br)C(C)(C)C1

InChI Identifier

InChI=1S/C22H32Br2O5/c1-12(25)28-17(21(27)9-7-14(23)19(2,3)11-21)13-5-10-22-15(24)6-8-20(4,16(13)22)29-18(22)26/h13-17,27H,5-11H2,1-4H3/t13-,14+,15+,16?,17-,20-,21-,22+/m1/s1

InChI Key

XTBOSAGGKBKMQR-SLSDNBCKSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Caprolactone
Cyclohexyl halide
Oxepane
Cyclohexanol
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl bromide
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

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

162970888

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate (NP0232992)

MOL for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

3D MOL for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

3D SDF for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

3D-SDF for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

PDB for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

3D PDB for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

SMILES for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

INCHI for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

Structure for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)

3D Structure for NP0232992 ((r)-[(1r,4s)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl][(1s,4r,6r,9s)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl acetate)