NP-MRD: Showing NP-Card for Dalspinin (NP0030272)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 21:40:28 UTC

Updated at

2021-06-29 23:58:08 UTC

NP-MRD ID

NP0030272

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dalspinin

Provided By

JEOL Database JEOL Logo

Description

Dalspinin belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, dalspinin is considered to be a flavonoid. Dalspinin is found in Dalbergia horrida. Dalspinin was first documented in 2006 (PMID: 16753796). Based on a literature review a small amount of articles have been published on Dalspinin (PMID: 31121210) (PMID: 29101871) (PMID: 26749836) (PMID: 17680501).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123403D          

 36 39  0  0  0  0            999 V2000
   -4.9614   -1.2863   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677   -0.4746   -0.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.0150    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.8110    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.0226    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    1.4073    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.2111    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.8203    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    1.6460    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.9346    0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.8259    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.4435   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.5726   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.5796   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    1.8192   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    1.9775    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115    2.8247   -0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6829    2.0744   -0.9403 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4704    0.6476   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.2497   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -0.4413   -1.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    0.4256    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.1774   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.9491   -1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985   -1.5683   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.2131   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.7302   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.5279    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    2.0156    2.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537    2.1742    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825   -1.3461    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -1.5459   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    2.9741    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903    2.3942   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    2.3010   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9700   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
  3 23  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 23 22  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
 15 14  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  1  0  0  0  0
  6  4  2  0  0  0  0
  7  8  1  0  0  0  0
 22 20  1  0  0  0  0
 14 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
 20 10  1  0  0  0  0
  4  5  1  0  0  0  0
 10  9  2  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
  7 22  2  0  0  0  0
 23 24  1  0  0  0  0
 10 11  1  0  0  0  0
 20 21  2  0  0  0  0
  6 29  1  0  0  0  0
  9 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 16 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
  5 28  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 24 36  1  0  0  0  0
M  END

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.9614   -1.2863   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677   -0.4746   -0.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.0150    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.8110    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.0226    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    1.4073    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.2111    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.8203    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    1.6460    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.9346    0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.8259    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.4435   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.5726   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.5796   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    1.8192   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    1.9775    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115    2.8247   -0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6829    2.0744   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704    0.6476   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.2497   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -0.4413   -1.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    0.4256    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.1774   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.9491   -1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985   -1.5683   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.2131   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.7302   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.5279    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    2.0156    2.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537    2.1742    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825   -1.3461    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -1.5459   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    2.9741    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903    2.3942   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    2.3010   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9700   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  3 23  2  0
 12 13  1  0
 13 14  2  0
 23 22  1  0
 15 16  2  0
 16 11  1  0
 15 14  1  0
  4  3  1  0
  7  6  1  0
  6  4  2  0
  7  8  1  0
 22 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 20 10  1  0
  4  5  1  0
 10  9  2  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  7 22  2  0
 23 24  1  0
 10 11  1  0
 20 21  2  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
  5 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 36  1  0
M  END


  Mrv1652306192123403D          

 36 39  0  0  0  0            999 V2000
   -4.9614   -1.2863   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677   -0.4746   -0.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.0150    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.8110    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.0226    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    1.4073    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.2111    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.8203    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    1.6460    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.9346    0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.8259    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.4435   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.5726   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.5796   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    1.8192   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    1.9775    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115    2.8247   -0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6829    2.0744   -0.9403 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4704    0.6476   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.2497   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -0.4413   -1.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    0.4256    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.1774   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.9491   -1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985   -1.5683   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.2131   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.7302   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.5279    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    2.0156    2.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537    2.1742    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825   -1.3461    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -1.5459   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    2.9741    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903    2.3942   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    2.3010   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9700   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
  3 23  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 23 22  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
 15 14  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  1  0  0  0  0
  6  4  2  0  0  0  0
  7  8  1  0  0  0  0
 22 20  1  0  0  0  0
 14 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
 20 10  1  0  0  0  0
  4  5  1  0  0  0  0
 10  9  2  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
  7 22  2  0  0  0  0
 23 24  1  0  0  0  0
 10 11  1  0  0  0  0
 20 21  2  0  0  0  0
  6 29  1  0  0  0  0
  9 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 16 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
  5 28  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 24 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030272

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=O)C(=C([H])O2)C2=C([H])C([H])=C3OC([H])([H])OC3=C2[H])C(O[H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-21-17-10(18)5-13-14(16(17)20)15(19)9(6-22-13)8-2-3-11-12(4-8)24-7-23-11/h2-6,18,20H,7H2,1H3

> <INCHI_KEY>
JPTHUHXDIAJESU-UHFFFAOYSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.276

> <EXACT_MASS>
328.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
32.46482667274095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2H-1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.845999913333333

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.651980959288391

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.07219302168957

> <JCHEM_PKA_STRONGEST_BASIC>
-4.471858845619539

> <JCHEM_POLAR_SURFACE_AREA>
94.45

> <JCHEM_REFRACTIVITY>
81.9321

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dalspinin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.9614   -1.2863   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677   -0.4746   -0.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.0150    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.8110    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.0226    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    1.4073    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.2111    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.8203    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    1.6460    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.9346    0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.8259    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.4435   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.5726   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.5796   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    1.8192   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    1.9775    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115    2.8247   -0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6829    2.0744   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704    0.6476   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.2497   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -0.4413   -1.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    0.4256    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.1774   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.9491   -1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985   -1.5683   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.2131   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.7302   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.5279    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    2.0156    2.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537    2.1742    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825   -1.3461    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -1.5459   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    2.9741    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903    2.3942   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    2.3010   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9700   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  3 23  2  0
 12 13  1  0
 13 14  2  0
 23 22  1  0
 15 16  2  0
 16 11  1  0
 15 14  1  0
  4  3  1  0
  7  6  1  0
  6  4  2  0
  7  8  1  0
 22 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 20 10  1  0
  4  5  1  0
 10  9  2  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  7 22  2  0
 23 24  1  0
 10 11  1  0
 20 21  2  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
  5 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 36  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      -4.961  -1.286  -1.383  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.968  -0.475  -0.217  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.771   0.015   0.243  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.913   0.811   1.392  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.156   1.023   1.930  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.829   1.407   2.023  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.556   1.211   1.502  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.520   1.820   2.162  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.748   1.646   1.667  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.096   0.935   0.585  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.508   0.826   0.175  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.083  -0.444  -0.068  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.423  -0.573  -0.454  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.163   0.580  -0.591  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.616   1.819  -0.362  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.299   1.978   0.018  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.511   2.825  -0.555  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.683   2.074  -0.940  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.470   0.648  -0.955  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.004   0.250  -0.148  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.189  -0.441  -1.145  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.377   0.426   0.362  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.484  -0.177  -0.275  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.303  -0.949  -1.396  0.00  0.00           O+0
HETATM   25  H   UNK     0      -5.999  -1.568  -1.592  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.403  -2.213  -1.220  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.598  -0.730  -2.253  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.770   0.528   1.351  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.982   2.016   2.910  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.454   2.174   2.298  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.482  -1.346   0.037  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.861  -1.546  -0.643  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.901   2.974   0.177  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.990   2.394  -1.943  0.00  0.00           H+0
HETATM   35  H   UNK     0       7.491   2.301  -0.236  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.344  -0.970  -1.619  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3   23    4    2                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   28                                                       
CONECT    6    7    4   29                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9   10    8   30                                                  
CONECT   10   20    9   11                                                  
CONECT   11   12   16   10                                                  
CONECT   12   11   13   31                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   19                                                  
CONECT   15   16   14   17                                                  
CONECT   16   15   11   33                                                  
CONECT   17   18   15                                                       
CONECT   18   19   17   34   35                                             
CONECT   19   14   18                                                       
CONECT   20   22   10   21                                                  
CONECT   21   20                                                            
CONECT   22   23   20    7                                                  
CONECT   23    3   22   24                                                  
CONECT   24   23   36                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    9                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   16                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   24                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

RDKit          3D

36 39  0  0  0  0  0  0  0  0999 V2000
   -4.9614   -1.2863   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677   -0.4746   -0.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.0150    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.8110    1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1561    1.0226    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8292    1.4073    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.2111    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.8203    2.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478    1.6460    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0956    0.9346    0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5082    0.8259    0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -0.4435   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -0.5726   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.5796   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    1.8192   -0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    1.9775    0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115    2.8247   -0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6829    2.0744   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704    0.6476   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.2497   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887   -0.4413   -1.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3775    0.4256    0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.1774   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.9491   -1.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9985   -1.5683   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.2131   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5985   -0.7302   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.5279    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9817    2.0156    2.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4537    2.1742    2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4825   -1.3461    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611   -1.5459   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    2.9741    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9903    2.3942   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4911    2.3010   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -0.9700   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  3 23  2  0
 12 13  1  0
 13 14  2  0
 23 22  1  0
 15 16  2  0
 16 11  1  0
 15 14  1  0
  4  3  1  0
  7  6  1  0
  6  4  2  0
  7  8  1  0
 22 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 20 10  1  0
  4  5  1  0
 10  9  2  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  7 22  2  0
 23 24  1  0
 10 11  1  0
 20 21  2  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
  5 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 36  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₇

Average Mass

328.2760 Da

Monoisotopic Mass

328.05830 Da

IUPAC Name

3-(2H-1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one

Traditional Name

dalspinin

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=O)C(=C([H])O2)C2=C([H])C([H])=C3OC([H])([H])OC3=C2[H])C(O[H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C17H12O7/c1-21-17-10(18)5-13-14(16(17)20)15(19)9(6-22-13)8-2-3-11-12(4-8)24-7-23-11/h2-6,18,20H,7H2,1H3

InChI Key

JPTHUHXDIAJESU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dalbergia horrida	JEOL database	Manoj, C. N., et al, Magn. Reson. Chem. 41, 227 (2003)
Dalbergia spinosa	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050410 )

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	2.73	ALOGPS
logP	2.85	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.07	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.93 m³·mol⁻¹	ChemAxon
Polarizability	32.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00009828

Chemspider ID

4481112

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lakshmi Sundaram R, Vasanthi HR: Dalspinin isolated from Spermacoce hispida (Linn.) protects H9c2 cardiomyocytes from hypoxic injury by modulating oxidative stress and apoptosis. J Ethnopharmacol. 2019 Sep 15;241:111962. doi: 10.1016/j.jep.2019.111962. Epub 2019 May 21. [PubMed:31121210 ]
Umamaheswari C, Lakshmanan A, Nagarajan NS: Green synthesis, characterization and catalytic degradation studies of gold nanoparticles against congo red and methyl orange. J Photochem Photobiol B. 2018 Jan;178:33-39. doi: 10.1016/j.jphotobiol.2017.10.017. Epub 2017 Oct 16. [PubMed:29101871 ]
Radha R, Vasantha VS, Pitchumani K: A New Isoflavone Apioglucoside from the Roots of Dalbergia spinosa. Nat Prod Commun. 2015 Nov;10(11):1959-60. [PubMed:26749836 ]
Narayanan MC, Rao PR, Shanmugam NN, Gopalakrishnan SM, Devi K: Isolation and characterisation of bioactive isoflavonoids from the roots of Dalbergia horrida. Nat Prod Res. 2007 Aug;21(10):903-9. doi: 10.1080/14786410601130091. [PubMed:17680501 ]
Rao PR, Narayanan MC, Gopalakrishnan SM, Shanmugam NN: Two new isoflavonoids from the roots of Dalbergia congesta (Grah). J Asian Nat Prod Res. 2006 Jan-Mar;8(1-2):143-8. doi: 10.1080/10286020500478633. [PubMed:16753796 ]
Manoj, C. N., et al. (2003). Manoj, C. N., et al, Magn. Reson. Chem. 41, 227 (2003). Mag. Reson. Chem..

Showing NP-Card for Dalspinin (NP0030272)

MOL for NP0030272 (Dalspinin)

3D MOL for NP0030272 (Dalspinin)

3D SDF for NP0030272 (Dalspinin)

3D-SDF for NP0030272 (Dalspinin)

PDB for NP0030272 (Dalspinin)

3D PDB for NP0030272 (Dalspinin)

SMILES for NP0030272 (Dalspinin)

INCHI for NP0030272 (Dalspinin)

Structure for NP0030272 (Dalspinin)

3D Structure for NP0030272 (Dalspinin)