NP-MRD: Showing NP-Card for Abyssinone V (NP0043831)

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Record Information

Version

2.0

Created at

2021-06-22 17:24:47 UTC

Updated at

2021-06-22 17:24:48 UTC

NP-MRD ID

NP0043831

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Abyssinone V

Description

Abyssinone V belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position. Thus, abyssinone V is considered to be a flavonoid. Abyssinone V is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Abyssinone V is found in Azadirachta indica, Erythrina burttii, Erythrina mildbraedii, Maackia amurensis and Trypanosoma brucei. Abyssinone V was first documented in 2000 (PMID: 11140607). Based on a literature review a significant number of articles have been published on abyssinone V (PMID: 18171023) (PMID: 30793315) (PMID: 32774424) (PMID: 32365905) (PMID: 30105067) (PMID: 27257160).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119242D          

 30 32  0  0  1  0            999 V2000
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17  7  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 24 28  1  0  0  0  0
 22 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END

NP0043831
     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    0.6968    5.8179    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.9863    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    5.4730   -0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    3.8548    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263    3.0222    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.6599    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.2119    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.0733   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.4439   -0.5490 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5600   -1.9295   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.0680   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941   -2.6176   -2.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660   -1.4957   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -1.9082   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.9109   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -1.3066    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -0.3066    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    0.3081    2.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826    0.0923    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -0.4860    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873   -0.0427    0.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -0.8991   -0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.5131   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883   -1.3902   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.7442   -1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -3.7881   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2893   -3.6248    0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -5.1467   -0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7778    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9534    1.2427    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    6.6711    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4764    5.2054    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248    6.1855   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    5.8657   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942    4.6307   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    6.2628   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    3.5293    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    3.4654    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    2.9303    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.9150    0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.0625   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -2.3294   -1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -2.4418    0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3150   -3.4522   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -1.6346    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -0.1195    3.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0494    0.8817    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -1.9079   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -0.9458   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280   -1.4748    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6527   -2.9045   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765   -2.9797    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2584   -3.1247    0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.6014    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -5.2275   -1.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -5.4808   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -5.9133    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423    2.1805    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  6
 10 42  1  0
 10 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 28 57  1  0
 30 58  1  0
M  END


  Mrv1652306222119242D          

 30 32  0  0  1  0            999 V2000
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17  7  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 24 28  1  0  0  0  0
 22 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-12,22,26-27,29H,7-8,13H2,1-4H3/t22-/m0/s1

> <INCHI_KEY>
LQHKFMYWTKORCE-QFIPXVFZSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.494

> <EXACT_MASS>
408.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.98679034532712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
6.292242049000001

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.95915979508217

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.840232417098311

> <JCHEM_PKA_STRONGEST_BASIC>
-4.950229663996231

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
119.77539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
abyssinone V

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043831
     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    0.6968    5.8179    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.9863    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    5.4730   -0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    3.8548    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263    3.0222    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.6599    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.2119    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.0733   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.4439   -0.5490 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5600   -1.9295   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.0680   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941   -2.6176   -2.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660   -1.4957   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -1.9082   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.9109   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -1.3066    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -0.3066    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    0.3081    2.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826    0.0923    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -0.4860    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873   -0.0427    0.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -0.8991   -0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.5131   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883   -1.3902   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.7442   -1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -3.7881   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2893   -3.6248    0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -5.1467   -0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7778    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9534    1.2427    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    6.6711    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4764    5.2054    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248    6.1855   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    5.8657   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942    4.6307   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    6.2628   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    3.5293    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    3.4654    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    2.9303    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.9150    0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.0625   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -2.3294   -1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -2.4418    0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3150   -3.4522   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -1.6346    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -0.1195    3.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0494    0.8817    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -1.9079   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -0.9458   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280   -1.4748    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6527   -2.9045   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765   -2.9797    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2584   -3.1247    0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.6014    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -5.2275   -1.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -5.4808   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -5.9133    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423    2.1805    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  6
 10 42  1  0
 10 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 28 57  1  0
 30 58  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    7   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26   17                                                       
CONECT   28   24                                                            
CONECT   29   22                                                            
CONECT   30    2                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    NP0043831
HETATM    1  C1  UNL     1       0.697   5.818   0.502  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.526   4.986   0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.513   5.473  -0.721  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.729   3.855   0.952  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.926   3.022   0.748  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.621   1.660   0.291  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.318   1.212   0.076  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.046  -0.073  -0.355  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.367  -0.444  -0.549  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.560  -1.929  -0.782  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.008  -2.068  -1.183  1.00  0.00           C  
HETATM   12  O1  UNL     1       3.394  -2.618  -2.220  1.00  0.00           O  
HETATM   13  C12 UNL     1       3.966  -1.496  -0.245  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.275  -1.908  -0.151  1.00  0.00           C  
HETATM   15  O2  UNL     1       5.728  -2.911  -0.967  1.00  0.00           O  
HETATM   16  C14 UNL     1       6.142  -1.307   0.777  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.695  -0.307   1.596  1.00  0.00           C  
HETATM   18  O3  UNL     1       6.556   0.308   2.534  1.00  0.00           O  
HETATM   19  C16 UNL     1       4.383   0.092   1.487  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.494  -0.486   0.574  1.00  0.00           C  
HETATM   21  O4  UNL     1       2.187  -0.043   0.510  1.00  0.00           O  
HETATM   22  C18 UNL     1      -1.106  -0.899  -0.564  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.422  -0.513  -0.368  1.00  0.00           C  
HETATM   24  C20 UNL     1      -3.588  -1.390  -0.588  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.209  -2.744  -1.046  1.00  0.00           C  
HETATM   26  C22 UNL     1      -3.541  -3.788  -0.331  1.00  0.00           C  
HETATM   27  C23 UNL     1      -4.289  -3.625   0.927  1.00  0.00           C  
HETATM   28  C24 UNL     1      -3.170  -5.147  -0.775  1.00  0.00           C  
HETATM   29  C25 UNL     1      -2.643   0.778   0.062  1.00  0.00           C  
HETATM   30  O5  UNL     1      -3.953   1.243   0.283  1.00  0.00           O  
HETATM   31  H1  UNL     1       0.389   6.671   1.130  1.00  0.00           H  
HETATM   32  H2  UNL     1       1.476   5.205   1.008  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.025   6.185  -0.487  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.418   5.866  -0.190  1.00  0.00           H  
HETATM   35  H5  UNL     1      -1.794   4.631  -1.418  1.00  0.00           H  
HETATM   36  H6  UNL     1      -1.072   6.263  -1.358  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.009   3.529   1.674  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.639   3.465   0.025  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.518   2.930   1.707  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.485   1.915   0.259  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.798   0.063  -1.467  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.903  -2.329  -1.582  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.439  -2.442   0.192  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.315  -3.452  -1.646  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.158  -1.635   0.842  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.590  -0.120   3.467  1.00  0.00           H  
HETATM   47  H17 UNL     1       4.049   0.882   2.141  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.939  -1.908  -0.898  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.321  -0.946  -1.297  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.128  -1.475   0.372  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.653  -2.904  -1.976  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.776  -2.980   1.677  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.258  -3.125   0.681  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.589  -4.601   1.372  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.119  -5.227  -1.107  1.00  0.00           H  
HETATM   56  H26 UNL     1      -3.805  -5.481  -1.636  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.316  -5.913   0.013  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.142   2.181   0.597  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   29
CONECT    7    8   40
CONECT    8    9   22   22
CONECT    9   10   21   41
CONECT   10   11   42   43
CONECT   11   12   12   13
CONECT   13   14   14   20
CONECT   14   15   16
CONECT   15   44
CONECT   16   17   17   45
CONECT   17   18   19
CONECT   18   46
CONECT   19   20   20   47
CONECT   20   21
CONECT   22   23   48
CONECT   23   24   29   29
CONECT   24   25   49   50
CONECT   25   26   26   51
CONECT   26   27   28
CONECT   27   52   53   54
CONECT   28   55   56   57
CONECT   29   30
CONECT   30   58
END

NP0043831
     RDKit          3D

58 60  0  0  0  0  0  0  0  0999 V2000
    0.6968    5.8179    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    4.9863    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    5.4730   -0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    3.8548    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263    3.0222    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.6599    0.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.2119    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.0733   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.4439   -0.5490 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5600   -1.9295   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.0680   -1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941   -2.6176   -2.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660   -1.4957   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -1.9082   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.9109   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -1.3066    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954   -0.3066    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5558    0.3081    2.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826    0.0923    1.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -0.4860    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873   -0.0427    0.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -0.8991   -0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.5131   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883   -1.3902   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.7442   -1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -3.7881   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2893   -3.6248    0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698   -5.1467   -0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6434    0.7778    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9534    1.2427    0.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    6.6711    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4764    5.2054    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248    6.1855   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    5.8657   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942    4.6307   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    6.2628   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    3.5293    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    3.4654    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179    2.9303    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.9150    0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.0625   -1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -2.3294   -1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -2.4418    0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3150   -3.4522   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1578   -1.6346    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -0.1195    3.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0494    0.8817    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394   -1.9079   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -0.9458   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280   -1.4748    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6527   -2.9045   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765   -2.9797    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2584   -3.1247    0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -4.6014    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -5.2275   -1.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046   -5.4808   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3161   -5.9133    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423    2.1805    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 17 19  1  0
 19 20  2  0
 20 21  1  0
  8 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
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 26 28  1  0
 23 29  2  0
 29 30  1  0
 29  6  1  0
 21  9  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  6
 10 42  1  0
 10 43  1  0
 15 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 24 49  1  0
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 28 55  1  0
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 30 58  1  0
M  END

View in JSmol

Synonyms

Value	Source
Abyssinone-V	ChEBI

Chemical Formula

C₂₅H₂₈O₅

Average Mass

408.4940 Da

Monoisotopic Mass

408.19367 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

abyssinone V

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(=CC(CC=C(C)C)=C1O)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C25H28O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-12,22,26-27,29H,7-8,13H2,1-4H3/t22-/m0/s1

InChI Key

LQHKFMYWTKORCE-QFIPXVFZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, 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
Azadirachta indica	LOTUS Database	35616633
Erythrina abyssinica	KNApSAcK Database	22123792
Erythrina addisoniae	KNApSAcK Database	22123792
Erythrina burttii	Linigton's dataset	9366096
Erythrina latissima	KNApSAcK Database	22123792
Erythrina mildbraedii	LOTUS Database	35616633
Erythrina sacleuxii	KNApSAcK Database	22123792
Erythrina sigmoidea	KNApSAcK Database	22123792
Maackia amurensis	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

3'-prenylated flavanones

Alternative Parents

Substituents

3'-prenylated flavanone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:2368 )
trihydroxyflavanone (CHEBI:2368 )
flavanones (C09319 )
Flavanones (LMPK12140275 )

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	4.61	ALOGPS
logP	6.29	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.78 m³·mol⁻¹	ChemAxon
Polarizability	45.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

C00000936

Chemspider ID

390671

KEGG Compound ID

C09319

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442153

PDB ID

Not Available

ChEBI ID

2368

Good Scents ID

Not Available

References

General References

Yenesew A, Midiwo JO, Heydenreich M, Schanzenbach D, Peter MG: Two isoflavanones from the stem bark of Erythrina sacleuxii. Phytochemistry. 2000 Nov;55(5):457-9. doi: 10.1016/s0031-9422(00)00349-6. [PubMed:11140607 ]
Rukachaisirikul T, Innok P, Suksamrarn A: Erythrina alkaloids and a pterocarpan from the bark of Erythrina subumbrans. J Nat Prod. 2008 Jan;71(1):156-8. doi: 10.1021/np070506w. Epub 2008 Jan 3. [PubMed:18171023 ]
Koch K, Schulz G, Doring W, Buchter C, Havermann S, Mutiso PC, Passreiter C, Watjen W: Abyssinone V, a prenylated flavonoid isolated from the stem bark of Erythrina melanacantha increases oxidative stress and decreases stress resistance in Caenorhabditis elegans. J Pharm Pharmacol. 2019 Jun;71(6):1007-1016. doi: 10.1111/jphp.13074. Epub 2019 Feb 21. [PubMed:30793315 ]
Zingue S, Gbaweng Yaya AJ, Cisilotto J, Kenmogne LV, Talla E, Bishayee A, Njamen D, Creczynski-Pasa TB, Ndinteh DT: Abyssinone V-4' Methyl Ether, a Flavanone Isolated from Erythrina droogmansiana, Exhibits Cytotoxic Effects on Human Breast Cancer Cells by Induction of Apoptosis and Suppression of Invasion. Evid Based Complement Alternat Med. 2020 Jul 22;2020:6454853. doi: 10.1155/2020/6454853. eCollection 2020. [PubMed:32774424 ]
Sadgrove NJ, Oliveira TB, Khumalo GP, Vuuren SFV, van Wyk BE: Antimicrobial Isoflavones and Derivatives from Erythrina (Fabaceae): Structure Activity Perspective (Sar & Qsar) on Experimental and Mined Values Against Staphylococcus Aureus. Antibiotics (Basel). 2020 Apr 30;9(5). pii: antibiotics9050223. doi: 10.3390/antibiotics9050223. [PubMed:32365905 ]
Tueche AB, Zingue S, Tchoupang EN, Gueyo TN, Gbaweng Yaya AJ, Njuh AN, Ntsa DM, Njamen D: Abyssinone V-4' Methyl Ether Isolated from Erythrina droogmansiana (Leguminosae) Inhibits Cell Growth and Mammary Glands Hyperplasia Induced in Swiss Mice by the 7,12-Dimethylbenz(a)anthracene. Evid Based Complement Alternat Med. 2018 Jul 11;2018:7959068. doi: 10.1155/2018/7959068. eCollection 2018. [PubMed:30105067 ]
Grienke U, Richter M, Walther E, Hoffmann A, Kirchmair J, Makarov V, Nietzsche S, Schmidtke M, Rollinger JM: Discovery of prenylated flavonoids with dual activity against influenza virus and Streptococcus pneumoniae. Sci Rep. 2016 Jun 3;6:27156. doi: 10.1038/srep27156. [PubMed:27257160 ]
Mvondo MA, Njamen D, Kretzschmar G, Imma Bader M, Tanee Fomum S, Wandji J, Vollmer G: Alpinumisoflavone and abyssinone V 4'-methylether derived from Erythrina lysistemon (Fabaceae) promote HDL-cholesterol synthesis and prevent cholesterol gallstone formation in ovariectomized rats. J Pharm Pharmacol. 2015 Jul;67(7):990-6. doi: 10.1111/jphp.12386. Epub 2015 Feb 14. [PubMed:25683903 ]

Showing NP-Card for Abyssinone V (NP0043831)

MOL for NP0043831 (Abyssinone V)

3D MOL for NP0043831 (Abyssinone V)

3D SDF for NP0043831 (Abyssinone V)

3D-SDF for NP0043831 (Abyssinone V)

PDB for NP0043831 (Abyssinone V)

3D PDB for NP0043831 (Abyssinone V)

SMILES for NP0043831 (Abyssinone V)

INCHI for NP0043831 (Abyssinone V)

Structure for NP0043831 (Abyssinone V)

3D Structure for NP0043831 (Abyssinone V)