NP-MRD: Showing NP-Card for (+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+ (NP0027511)

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Record Information

Version

2.0

Created at

2021-06-19 19:39:13 UTC

Updated at

2021-06-29 23:53:40 UTC

NP-MRD ID

NP0027511

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+

Provided By

JEOL Database JEOL Logo

Description

(+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+ is found in Leathesia nana. (+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+ was first documented in 2004 (Xu, X., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121393D          

 31 33  0  0  0  0            999 V2000
    0.7694    1.0890   -4.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.9177   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -0.2706   -2.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -0.4840   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397   -1.8066   -0.3764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0559   -2.8546   -1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -3.8850   -1.3801 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0791   -3.4014   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -4.0106   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -3.3692    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -3.9466    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -2.1548    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -1.6090    1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -1.5524    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.0676    1.7766 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.1849    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    0.5410   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.2975    0.7961 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    1.7471   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    3.1839   -0.9994 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070    1.9231   -2.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    3.0650   -3.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    1.9795   -4.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0389   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8980    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -4.0069   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4731   -4.8147   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -4.9557   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -3.3319    1.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.7716    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    3.6674   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
  8  9  2  0  0  0  0
  3  4  2  0  0  0  0
  4 17  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 21 22  1  0  0  0  0
 10 12  2  0  0  0  0
 19 20  1  0  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
 16  8  1  0  0  0  0
 12 14  1  0  0  0  0
 17 19  2  0  0  0  0
 14 16  2  0  0  0  0
 19 21  1  0  0  0  0
  9 10  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 16  1  0  0  0  0
  9 28  1  0  0  0  0
 13 30  1  0  0  0  0
 11 29  1  0  0  0  0
  3 24  1  0  0  0  0
 22 31  1  0  0  0  0
  1 23  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  5 25  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    0.7694    1.0890   -4.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.9177   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -0.2706   -2.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -0.4840   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397   -1.8066   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -2.8546   -1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -3.8850   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -3.4014   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -4.0106   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -3.3692    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -3.9466    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -2.1548    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -1.6090    1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -1.5524    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.0676    1.7766 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.1849    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    0.5410   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.2975    0.7961 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    1.7471   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    3.1839   -0.9994 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070    1.9231   -2.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    3.0650   -3.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    1.9795   -4.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0389   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8980    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -4.0069   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4731   -4.8147   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -4.9557   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -3.3319    1.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.7716    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    3.6674   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0
 14 15  1  0
  2  3  1  0
  8  9  2  0
  3  4  2  0
  4 17  1  0
  4  5  1  0
 12 13  1  0
 21 22  1  0
 10 12  2  0
 19 20  1  0
 10 11  1  0
 17 18  1  0
  2  1  1  0
 16  8  1  0
 12 14  1  0
 17 19  2  0
 14 16  2  0
 19 21  1  0
  9 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5 16  1  0
  9 28  1  0
 13 30  1  0
 11 29  1  0
  3 24  1  0
 22 31  1  0
  1 23  1  0
  7 26  1  0
  7 27  1  0
  5 25  1  0
M  END


  Mrv1652306192121393D          

 31 33  0  0  0  0            999 V2000
    0.7694    1.0890   -4.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.9177   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -0.2706   -2.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -0.4840   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397   -1.8066   -0.3764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0559   -2.8546   -1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -3.8850   -1.3801 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0791   -3.4014   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -4.0106   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -3.3692    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -3.9466    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -2.1548    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -1.6090    1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -1.5524    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.0676    1.7766 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.1849    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    0.5410   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.2975    0.7961 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    1.7471   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    3.1839   -0.9994 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070    1.9231   -2.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    3.0650   -3.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    1.9795   -4.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0389   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8980    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -4.0069   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4731   -4.8147   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -4.9557   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -3.3319    1.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.7716    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    3.6674   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
  8  9  2  0  0  0  0
  3  4  2  0  0  0  0
  4 17  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 21 22  1  0  0  0  0
 10 12  2  0  0  0  0
 19 20  1  0  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
  2  1  1  0  0  0  0
 16  8  1  0  0  0  0
 12 14  1  0  0  0  0
 17 19  2  0  0  0  0
 14 16  2  0  0  0  0
 19 21  1  0  0  0  0
  9 10  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 16  1  0  0  0  0
  9 28  1  0  0  0  0
 13 30  1  0  0  0  0
 11 29  1  0  0  0  0
  3 24  1  0  0  0  0
 22 31  1  0  0  0  0
  1 23  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  5 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027511

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C(Br)=C2C(=C1[H])C([H])([H])O[C@]2([H])C1=C([H])C(O[H])=C(O[H])C(Br)=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C14H9Br3O5/c15-9-5(2-7(19)13(21)11(9)17)14-8-4(3-22-14)1-6(18)12(20)10(8)16/h1-2,14,18-21H,3H2/t14-/m1/s1

> <INCHI_KEY>
VPLSCECMILOJAG-CQSZACIVSA-N

> <FORMULA>
C14H9Br3O5

> <MOLECULAR_WEIGHT>
496.933

> <EXACT_MASS>
493.800012

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
35.20971224912827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-7-bromo-1-(2,3-dibromo-4,5-dihydroxyphenyl)-1,3-dihydro-2-benzofuran-5,6-diol

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
4.4764866303333335

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.108785218837435

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.382665445389822

> <JCHEM_PKA_STRONGEST_BASIC>
-4.240381758267791

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
91.25450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-7-bromo-1-(2,3-dibromo-4,5-dihydroxyphenyl)-1,3-dihydro-2-benzofuran-5,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    0.7694    1.0890   -4.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.9177   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -0.2706   -2.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -0.4840   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397   -1.8066   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -2.8546   -1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -3.8850   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -3.4014   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -4.0106   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -3.3692    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -3.9466    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -2.1548    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -1.6090    1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -1.5524    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.0676    1.7766 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.1849    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    0.5410   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.2975    0.7961 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    1.7471   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    3.1839   -0.9994 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070    1.9231   -2.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    3.0650   -3.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    1.9795   -4.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0389   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8980    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -4.0069   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4731   -4.8147   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -4.9557   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -3.3319    1.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.7716    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    3.6674   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0
 14 15  1  0
  2  3  1  0
  8  9  2  0
  3  4  2  0
  4 17  1  0
  4  5  1  0
 12 13  1  0
 21 22  1  0
 10 12  2  0
 19 20  1  0
 10 11  1  0
 17 18  1  0
  2  1  1  0
 16  8  1  0
 12 14  1  0
 17 19  2  0
 14 16  2  0
 19 21  1  0
  9 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5 16  1  0
  9 28  1  0
 13 30  1  0
 11 29  1  0
  3 24  1  0
 22 31  1  0
  1 23  1  0
  7 26  1  0
  7 27  1  0
  5 25  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  O   UNK     0       0.769   1.089  -4.048  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.034   0.918  -2.958  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.037  -0.271  -2.250  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.771  -0.484  -1.111  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.640  -1.807  -0.376  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.056  -2.855  -1.295  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.051  -3.885  -1.380  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.079  -3.401  -0.550  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.306  -4.011  -0.336  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.204  -3.369   0.504  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.421  -3.947   0.734  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.883  -2.155   1.122  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.838  -1.609   1.943  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.641  -1.552   0.901  0.00  0.00           C+0
HETATM   15 Br   UNK     0       1.207   0.068   1.777  0.00  0.00          Br+0
HETATM   16  C   UNK     0       0.747  -2.185   0.045  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.671   0.541  -0.724  0.00  0.00           C+0
HETATM   18 Br   UNK     0      -2.809   0.298   0.796  0.00  0.00          Br+0
HETATM   19  C   UNK     0      -1.732   1.747  -1.457  0.00  0.00           C+0
HETATM   20 Br   UNK     0      -2.903   3.184  -0.999  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -0.907   1.923  -2.570  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.907   3.065  -3.333  0.00  0.00           O+0
HETATM   23  H   UNK     0       0.548   1.980  -4.388  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.727  -1.039  -2.594  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.293  -1.898   0.493  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.233  -4.007  -2.429  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.473  -4.815  -0.989  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.564  -4.956  -0.802  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.878  -3.332   1.342  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.472  -0.772   2.287  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.571   3.667  -2.947  0.00  0.00           H+0
CONECT    1    2   23                                                       
CONECT    2   21    3    1                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3   17    5                                                  
CONECT    5    4    6   16   25                                             
CONECT    6    7    5                                                       
CONECT    7    8    6   26   27                                             
CONECT    8    9   16    7                                                  
CONECT    9    8   10   28                                                  
CONECT   10   12   11    9                                                  
CONECT   11   10   29                                                       
CONECT   12   13   10   14                                                  
CONECT   13   12   30                                                       
CONECT   14   15   12   16                                                  
CONECT   15   14                                                            
CONECT   16    8   14    5                                                  
CONECT   17    4   18   19                                                  
CONECT   18   17                                                            
CONECT   19   20   17   21                                                  
CONECT   20   19                                                            
CONECT   21    2   22   19                                                  
CONECT   22   21   31                                                       
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    0.7694    1.0890   -4.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    0.9177   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -0.2706   -2.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712   -0.4840   -1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397   -1.8066   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0559   -2.8546   -1.2954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -3.8850   -1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -3.4014   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -4.0106   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -3.3692    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211   -3.9466    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -2.1548    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377   -1.6090    1.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -1.5524    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    0.0676    1.7766 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -2.1849    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709    0.5410   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.2975    0.7961 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    1.7471   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034    3.1839   -0.9994 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070    1.9231   -2.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065    3.0650   -3.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    1.9795   -4.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0389   -2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8980    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -4.0069   -2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4731   -4.8147   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -4.9557   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783   -3.3319    1.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4724   -0.7716    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714    3.6674   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  2  0
 14 15  1  0
  2  3  1  0
  8  9  2  0
  3  4  2  0
  4 17  1  0
  4  5  1  0
 12 13  1  0
 21 22  1  0
 10 12  2  0
 19 20  1  0
 10 11  1  0
 17 18  1  0
  2  1  1  0
 16  8  1  0
 12 14  1  0
 17 19  2  0
 14 16  2  0
 19 21  1  0
  9 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5 16  1  0
  9 28  1  0
 13 30  1  0
 11 29  1  0
  3 24  1  0
 22 31  1  0
  1 23  1  0
  7 26  1  0
  7 27  1  0
  5 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₉Br₃O₅

Average Mass

496.9330 Da

Monoisotopic Mass

493.80001 Da

IUPAC Name

(1R)-7-bromo-1-(2,3-dibromo-4,5-dihydroxyphenyl)-1,3-dihydro-2-benzofuran-5,6-diol

Traditional Name

(1R)-7-bromo-1-(2,3-dibromo-4,5-dihydroxyphenyl)-1,3-dihydro-2-benzofuran-5,6-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C(Br)=C2C(=C1[H])C([H])([H])O[C@]2([H])C1=C([H])C(O[H])=C(O[H])C(Br)=C1Br

InChI Identifier

InChI=1S/C14H9Br3O5/c15-9-5(2-7(19)13(21)11(9)17)14-8-4(3-22-14)1-6(18)12(20)10(8)16/h1-2,14,18-21H,3H2/t14-/m1/s1

InChI Key

VPLSCECMILOJAG-CQSZACIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Leathesia nana	JEOL database	Xu, X., et al, J. Nat. Prod. 67, 1661 (2004)

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	4.25	ALOGPS
logP	4.48	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.38	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.25 m³·mol⁻¹	ChemAxon
Polarizability	35.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Xu, X., et al. (2004). Xu, X., et al, J. Nat. Prod. 67, 1661 (2004). J. Nat. Prod..

Showing NP-Card for (+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+ (NP0027511)

MOL for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

3D MOL for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

3D SDF for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

3D-SDF for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

PDB for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

3D PDB for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

SMILES for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

INCHI for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

Structure for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)

3D Structure for NP0027511 ((+)-3-(2,3-dibromo-4,5-dihydroxyphenyl)-4-bromo-5,6-dihydroxy-1,3-dihydro+)