NP-MRD: Showing NP-Card for 4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate (NP0207811)

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Record Information

Version

2.0

Created at

2022-09-05 04:34:39 UTC

Updated at

2022-09-05 04:34:39 UTC

NP-MRD ID

NP0207811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Angasiol acetate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate is found in Aplysia juliana. 4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate was first documented in 1991 (PMID: 1955886). Based on a literature review very few articles have been published on Angasiol acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206342D          

 28 31  0  0  0  0            999 V2000
    1.4928   -3.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -3.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752   -2.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1610   -3.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855   -1.2777    0.0000 C   0  0  0  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  0  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  0  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  0  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
   -0.8994   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086   -2.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9739   -2.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7831   -2.0171    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -1.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -0.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -1.7183    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
  7 20  1  0  0  0  0
 10 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.4088    4.0772   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732    2.5953   -0.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604    2.0423   -0.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.8570    0.3338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649    0.4566    0.5263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0377    0.1440    0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    0.5151   -0.0856 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0094    2.0187   -0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835    2.3772   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554    1.0892   -0.6264 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4487    0.9286    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    1.7149    0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -0.3812    0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0561   -0.8494    0.5814 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7944   -1.5656    1.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989   -1.7502   -0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835   -1.0851   -1.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290    0.3315   -1.9150 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4371    1.2063   -3.0828 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.3278    0.3870    0.4726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2877    0.2169    1.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.2506    2.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980   -2.1317    1.0129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4707   -3.6419    0.8150 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -1.4688   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494   -2.5702   -1.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3560   -1.1135   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628   -0.3505   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    4.3392   -0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    4.4536   -1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7443    4.5492    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376   -0.9490    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1394    0.6262    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8406   -0.0634   -1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740    2.2430   -1.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075    2.6153    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838    3.0533    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    2.8784   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.8893    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282   -2.3552    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223   -2.0190    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8246   -1.8551   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3876   -2.7009   -0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6925   -1.1180   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -1.5963   -2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    0.4092   -2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4509    1.0114    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2804    0.6526    1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7419    0.7285    2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -1.6044    2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278   -1.3410    3.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870   -2.6136    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607   -2.7132   -1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -3.4945   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1021   -2.2828   -2.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7801   -0.5972    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8834   -2.1114   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5110   -0.6260   -1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5029    0.3485   -1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0569   -0.7772   -1.1339 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
  5  4  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 20  1  0
 20 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
  5 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28  5  1  0
 20  7  1  0
 18 10  1  0
 10 11  1  1
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 20 47  1  1
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  1
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
 28 59  1  0
 28 60  1  0
M  END


  Mrv1652309052206342D          

 28 31  0  0  0  0            999 V2000
    1.4928   -3.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -3.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752   -2.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1610   -3.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -2.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855   -1.2777    0.0000 C   0  0  0  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  0  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  0  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  0  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
   -0.8994   -3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086   -2.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9739   -2.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7831   -2.0171    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -1.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -0.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -1.7183    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
  7 20  1  0  0  0  0
 10 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207811

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1(CC2CCC34C2C(C)(CCC3Br)OC4=O)CCC(Br)C(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32Br2O4/c1-13(25)27-21(9-7-15(23)19(2,3)12-21)11-14-5-10-22-16(24)6-8-20(4,17(14)22)28-18(22)26/h14-17H,5-12H2,1-4H3

> <INCHI_KEY>
SJYSXOUMHQMJSR-UHFFFAOYSA-N

> <FORMULA>
C22H32Br2O4

> <MOLECULAR_WEIGHT>
520.302

> <EXACT_MASS>
518.066736

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.400527774333064

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
5.015007779999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.772063210142848

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
113.69009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.787  -6.833   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.823  -5.632   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.380  -4.197   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.300  -5.867   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.664  -4.666   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.686  -3.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.720  -2.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.506  -1.453   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001   0.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.541  -0.033   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.998  -1.474   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.419  -2.078   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.787  -2.797   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.312  -3.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.787  -4.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.427  -1.942   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.290  -0.408   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.006   0.442   0.000  0.00  0.00           C+0
HETATM   19 Br   UNK     0       3.214   1.968   0.000  0.00  0.00          Br+0
HETATM   20  C   UNK     0       1.985  -1.507   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.679  -5.824   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.189  -5.524   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.685  -4.065   0.000  0.00  0.00           C+0
HETATM   24 Br   UNK     0      -5.195  -3.765   0.000  0.00  0.00          Br+0
HETATM   25  C   UNK     0      -2.669  -2.907   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.986  -2.109   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.112  -1.472   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.159  -3.208   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   21   28                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18   20                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   10   19                                                  
CONECT   19   18                                                            
CONECT   20   14    7   10                                                  
CONECT   21    5   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25    5                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Angasiol acetic acid	Generator

Chemical Formula

C₂₂H₃₂Br₂O₄

Average Mass

520.3020 Da

Monoisotopic Mass

518.06674 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(=O)OC1(CC2CCC34C2C(C)(CCC3Br)OC4=O)CCC(Br)C(C)(C)C1

InChI Identifier

InChI=1S/C22H32Br2O4/c1-13(25)27-21(9-7-15(23)19(2,3)12-21)11-14-5-10-22-16(24)6-8-20(4,17(14)22)28-18(22)26/h14-17H,5-12H2,1-4H3

InChI Key

SJYSXOUMHQMJSR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aplysia juliana	LOTUS Database	35616633

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
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alkyl halide
Alkyl bromide
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organohalogen compound
Organobromide
Organooxygen compound
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	5.02	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.69 m³·mol⁻¹	ChemAxon
Polarizability	47.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

170450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

196781

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Atta-ur-Rahman, Alvi KA, Abbas SA, Sultana T, Shameel M, Choudhary MI, Clardy JC: A diterpenoid lactone from Aplysia juliana. J Nat Prod. 1991 May-Jun;54(3):886-8. doi: 10.1021/np50075a026. [PubMed:1955886 ]
LOTUS database [Link]

Showing NP-Card for 4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate (NP0207811)

MOL for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

3D MOL for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

3D SDF for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

3D-SDF for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

PDB for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

3D PDB for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

SMILES for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

INCHI for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

Structure for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)

3D Structure for NP0207811 (4-bromo-1-({9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl}methyl)-3,3-dimethylcyclohexyl acetate)