NP-MRD: Showing NP-Card for luzofuran (NP0028491)

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Record Information

Version

2.0

Created at

2021-06-19 20:22:10 UTC

Updated at

2021-06-29 23:55:19 UTC

NP-MRD ID

NP0028491

Secondary Accession Numbers

None

Natural Product Identification

Common Name

luzofuran

Provided By

JEOL Database JEOL Logo

Description

luzofuran is found in Laurencia luzonensis. luzofuran was first documented in 2014 (PMID: 24437567). Based on a literature review very few articles have been published on Luzofuran.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122223D          

 39 41  0  0  0  0            999 V2000
   -0.6849   -1.6955    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.2727    0.7831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4325    0.1985   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    0.7421    1.8196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6650    0.7128    1.8885 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    0.5898    3.2579 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3629    0.5748    3.3300 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9493   -0.4775    2.3866 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7718   -1.8849    2.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.3133    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -0.7792    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6060    0.1979    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    1.5829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997    2.0583   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.0632   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -0.0595   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -1.0077    0.1245 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4217   -0.2052    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0694   -2.4350    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -2.0063    1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -1.7697    0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -0.4728   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.2057   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.2222   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.7639    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.3215    3.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.4192    3.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7519    1.5675    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.3977    4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -2.6747    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391   -2.0090    3.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.0857    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.7311    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    2.1545    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480    3.0258   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703   -0.9470   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -2.0733    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.6782   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    0.8441    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 10  8  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  8 18  1  0  0  0  0
  4  5  1  0  0  0  0
  2  1  1  1  0  0  0
  6  4  1  0  0  0  0
  8  9  1  1  0  0  0
  6  7  1  0  0  0  0
  2  3  1  0  0  0  0
 12 16  2  0  0  0  0
  4  2  1  0  0  0  0
  2 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 11  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  4 25  1  6  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
 18 39  1  6  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 11 33  1  1  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  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
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
 16 36  1  0  0  0  0
 14 35  1  0  0  0  0
 13 34  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -0.6849   -1.6955    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.2727    0.7831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4325    0.1985   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    0.7421    1.8196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6650    0.7128    1.8885 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    0.5898    3.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.5748    3.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -0.4775    2.3866 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7718   -1.8849    2.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.3133    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -0.7792    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6060    0.1979    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    1.5829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997    2.0583   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.0632   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -0.0595   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -1.0077    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.2052    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0694   -2.4350    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -2.0063    1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -1.7697    0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -0.4728   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.2057   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.2222   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.7639    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.3215    3.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.4192    3.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7519    1.5675    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.3977    4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -2.6747    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391   -2.0090    3.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.0857    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.7311    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    2.1545    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480    3.0258   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703   -0.9470   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -2.0733    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.6782   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    0.8441    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  7  1  0
 11 12  1  0
  8 18  1  0
  4  5  1  0
  2  1  1  1
  6  4  1  0
  8  9  1  1
  6  7  1  0
  2  3  1  0
 12 16  2  0
  4  2  1  0
  2 18  1  0
 18 17  1  0
 17 11  1  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
  6 26  1  0
  6 27  1  0
  4 25  1  6
  7 28  1  0
  7 29  1  0
 18 39  1  6
 17 37  1  0
 17 38  1  0
 11 33  1  1
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
 16 36  1  0
 14 35  1  0
 13 34  1  0
M  END


  Mrv1652306192122223D          

 39 41  0  0  0  0            999 V2000
   -0.6849   -1.6955    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.2727    0.7831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4325    0.1985   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    0.7421    1.8196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6650    0.7128    1.8885 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    0.5898    3.2579 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3629    0.5748    3.3300 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9493   -0.4775    2.3866 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7718   -1.8849    2.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.3133    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -0.7792    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6060    0.1979    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    1.5829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997    2.0583   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.0632   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -0.0595   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -1.0077    0.1245 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4217   -0.2052    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0694   -2.4350    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -2.0063    1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -1.7697    0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -0.4728   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.2057   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.2222   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.7639    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.3215    3.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.4192    3.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7519    1.5675    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.3977    4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -2.6747    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391   -2.0090    3.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.0857    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.7311    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    2.1545    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480    3.0258   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703   -0.9470   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -2.0733    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.6782   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    0.8441    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 10  8  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  8 18  1  0  0  0  0
  4  5  1  0  0  0  0
  2  1  1  1  0  0  0
  6  4  1  0  0  0  0
  8  9  1  1  0  0  0
  6  7  1  0  0  0  0
  2  3  1  0  0  0  0
 12 16  2  0  0  0  0
  4  2  1  0  0  0  0
  2 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 11  1  0  0  0  0
 16 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  4 25  1  6  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
 18 39  1  6  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 11 33  1  1  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  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
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
 16 36  1  0  0  0  0
 14 35  1  0  0  0  0
 13 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028491

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])O1)[C@@]1([H])O[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(Br)C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H21BrO2/c1-14(2)12-8-11(10-5-7-17-9-10)18-15(12,3)6-4-13(14)16/h5,7,9,11-13H,4,6,8H2,1-3H3/t11-,12-,13-,15-/m0/s1

> <INCHI_KEY>
ZKFZTRNJQAXNQJ-ABHRYQDASA-N

> <FORMULA>
C15H21BrO2

> <MOLECULAR_WEIGHT>
313.235

> <EXACT_MASS>
312.072493

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.270916460206436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3aS,5S,7aS)-5-bromo-2-(furan-3-yl)-4,4,7a-trimethyl-octahydro-1-benzofuran

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
3.9166645539999987

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.868654454840218

> <JCHEM_POLAR_SURFACE_AREA>
22.37

> <JCHEM_REFRACTIVITY>
74.77480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aS,5S,7aS)-5-bromo-2-(furan-3-yl)-4,4,7a-trimethyl-hexahydro-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -0.6849   -1.6955    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.2727    0.7831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4325    0.1985   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    0.7421    1.8196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6650    0.7128    1.8885 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    0.5898    3.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.5748    3.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -0.4775    2.3866 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7718   -1.8849    2.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.3133    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -0.7792    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6060    0.1979    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    1.5829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997    2.0583   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.0632   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -0.0595   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -1.0077    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.2052    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0694   -2.4350    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -2.0063    1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -1.7697    0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -0.4728   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.2057   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.2222   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.7639    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.3215    3.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.4192    3.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7519    1.5675    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.3977    4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -2.6747    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391   -2.0090    3.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.0857    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.7311    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    2.1545    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480    3.0258   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703   -0.9470   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -2.0733    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.6782   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    0.8441    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  7  1  0
 11 12  1  0
  8 18  1  0
  4  5  1  0
  2  1  1  1
  6  4  1  0
  8  9  1  1
  6  7  1  0
  2  3  1  0
 12 16  2  0
  4  2  1  0
  2 18  1  0
 18 17  1  0
 17 11  1  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
  6 26  1  0
  6 27  1  0
  4 25  1  6
  7 28  1  0
  7 29  1  0
 18 39  1  6
 17 37  1  0
 17 38  1  0
 11 33  1  1
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
 16 36  1  0
 14 35  1  0
 13 34  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.685  -1.696   0.928  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.114  -0.273   0.783  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.433   0.199  -0.658  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.703   0.742   1.820  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -2.665   0.713   1.889  0.00  0.00          Br+0
HETATM    6  C   UNK     0      -0.172   0.590   3.258  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.363   0.575   3.330  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.949  -0.478   2.387  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.772  -1.885   2.981  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.371  -0.313   2.211  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.713  -0.779   0.874  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.606   0.198   0.179  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.784   1.583   0.466  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.700   2.058  -0.442  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.103   1.063  -1.271  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.444  -0.060  -0.889  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.384  -1.008   0.125  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.422  -0.205   0.977  0.00  0.00           C+0
HETATM   19  H   UNK     0      -0.069  -2.435   0.407  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.785  -2.006   1.969  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.688  -1.770   0.491  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.012  -0.473  -1.401  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.043   1.206  -0.844  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.510   0.222  -0.851  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.477   1.764   1.487  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.573  -0.322   3.717  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.539   1.419   3.876  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.752   1.567   3.067  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.692   0.398   4.361  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.050  -2.675   2.277  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.439  -2.009   3.843  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.761  -2.086   3.335  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.246  -1.731   0.987  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.303   2.155   1.247  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.148   3.026  -0.619  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.670  -0.947  -1.463  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.134  -2.073   0.122  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.411  -0.678  -0.919  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.684   0.844   0.748  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3    4   18                                             
CONECT    3    2   22   23   24                                             
CONECT    4    5    6    2   25                                             
CONECT    5    4                                                            
CONECT    6    4    7   26   27                                             
CONECT    7    8    6   28   29                                             
CONECT    8   10    7   18    9                                             
CONECT    9    8   30   31   32                                             
CONECT   10   11    8                                                       
CONECT   11   10   12   17   33                                             
CONECT   12   11   16   13                                                  
CONECT   13   14   12   34                                                  
CONECT   14   15   13   35                                                  
CONECT   15   16   14                                                       
CONECT   16   12   15   36                                                  
CONECT   17   18   11   37   38                                             
CONECT   18    8    2   17   39                                             
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
   -0.6849   -1.6955    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -0.2727    0.7831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4325    0.1985   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034    0.7421    1.8196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6650    0.7128    1.8885 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722    0.5898    3.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.5748    3.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -0.4775    2.3866 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7718   -1.8849    2.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.3133    2.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -0.7792    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6060    0.1979    0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837    1.5829    0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997    2.0583   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026    1.0632   -1.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -0.0595   -0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -1.0077    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217   -0.2052    0.9767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0694   -2.4350    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -2.0063    1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -1.7697    0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -0.4728   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    1.2057   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.2222   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4772    1.7639    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.3215    3.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392    1.4192    3.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7519    1.5675    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.3977    4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -2.6747    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4391   -2.0090    3.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.0857    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.7311    0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    2.1545    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480    3.0258   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703   -0.9470   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -2.0733    0.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -0.6782   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    0.8441    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  7  1  0
 11 12  1  0
  8 18  1  0
  4  5  1  0
  2  1  1  1
  6  4  1  0
  8  9  1  1
  6  7  1  0
  2  3  1  0
 12 16  2  0
  4  2  1  0
  2 18  1  0
 18 17  1  0
 17 11  1  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
  6 26  1  0
  6 27  1  0
  4 25  1  6
  7 28  1  0
  7 29  1  0
 18 39  1  6
 17 37  1  0
 17 38  1  0
 11 33  1  1
  1 19  1  0
  1 20  1  0
  1 21  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
 16 36  1  0
 14 35  1  0
 13 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁BrO₂

Average Mass

313.2350 Da

Monoisotopic Mass

312.07249 Da

IUPAC Name

(2S,3aS,5S,7aS)-5-bromo-2-(furan-3-yl)-4,4,7a-trimethyl-octahydro-1-benzofuran

Traditional Name

(2S,3aS,5S,7aS)-5-bromo-2-(furan-3-yl)-4,4,7a-trimethyl-hexahydro-1-benzofuran

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C([H])O1)[C@@]1([H])O[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(Br)C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C1([H])[H]

InChI Identifier

InChI=1S/C15H21BrO2/c1-14(2)12-8-11(10-5-7-17-9-10)18-15(12,3)6-4-13(14)16/h5,7,9,11-13H,4,6,8H2,1-3H3/t11-,12-,13-,15-/m0/s1

InChI Key

ZKFZTRNJQAXNQJ-ABHRYQDASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Laurencia luzonensis	JEOL database	Kuniyoshi, M., et al, J. Nat. Prod. 68, 1314 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Heteroaromatic compound
Oxolane
Furan
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Alkyl halide
Alkyl bromide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.59	ALOGPS
logP	3.92	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	22.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.77 m³·mol⁻¹	ChemAxon
Polarizability	30.27 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9668155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11493349

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Recsei C, Chan B, McErlean CS: Synthesis of (+)-luzofuran and (-)-ancistrofuran. J Org Chem. 2014 Feb 7;79(3):880-7. doi: 10.1021/jo402790x. Epub 2014 Jan 22. [PubMed:24437567 ]
Kuniyoshi, M., et al. (2005). Kuniyoshi, M., et al, J. Nat. Prod. 68, 1314 (2005). J. Nat. Prod..

Showing NP-Card for luzofuran (NP0028491)

MOL for NP0028491 (luzofuran)

3D MOL for NP0028491 (luzofuran)

3D SDF for NP0028491 (luzofuran)

3D-SDF for NP0028491 (luzofuran)

PDB for NP0028491 (luzofuran)

3D PDB for NP0028491 (luzofuran)

SMILES for NP0028491 (luzofuran)

INCHI for NP0028491 (luzofuran)

Structure for NP0028491 (luzofuran)

3D Structure for NP0028491 (luzofuran)