NP-MRD: Showing NP-Card for (+)-Dihydroisorhamnetin (NP0055870)

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Record Information

Version

2.0

Created at

2022-04-28 01:48:09 UTC

Updated at

2022-04-28 01:48:09 UTC

NP-MRD ID

NP0055870

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Dihydroisorhamnetin

Description

(+)-Dihydroisorhamnetin is found in Aloe spp. , Anastatica hierochuntica, Dillenia indica , Ginkgo biloba , Larrea tridentata , Thanatephorus cucumeris and Urospermum dalechampii .

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    4.1135    1.9401    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746    0.5984    0.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048   -0.3884    0.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1692   -0.0820    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376   -1.0804    0.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -0.8386    0.1141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6863    0.2528    0.8529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9782    0.6837    0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    1.5652    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843    2.0222    1.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4738    2.9179    2.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5782    1.5907    0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0093    0.7002   -0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7384    0.3012   -1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    0.2721   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -0.6543   -1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6851   -1.4252   -2.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5383   -0.5892   -1.3480 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0233   -1.5341   -2.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -2.3795    0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990   -2.6926    0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230   -1.6838    0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2544   -1.9957    0.9110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    2.0410   -0.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328    2.4324    1.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156    2.5338    0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350    0.9285    0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7900   -1.7383    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475    1.9082    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4069    3.2287    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5896    1.9158    0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328   -0.2950   -2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419    0.4505   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -1.0433   -2.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -3.2075    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248   -3.7288    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676   -2.9266    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 22  2  0
 22 23  1  0
 22 21  1  0
 21 20  2  0
 20  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  4  3  1  0
 18  6  1  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 23 37  1  0
 21 36  1  0
 20 35  1  0
  4 27  1  0
  6 28  1  1
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 18 33  1  6
 19 34  1  0
M  END


  Mrv1652303201919062D          

 23 25  0  0  0  0            999 V2000
10001.4355 9998.7655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9999 9997.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5752 9997.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.148310000.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.142910002.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.570110001.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.856710001.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.142310001.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.427710001.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.427710000.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1422 9999.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.856710000.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.575310000.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8607 9999.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8607 9999.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5752 9998.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.000410000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2859 9999.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2859 9999.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0004 9998.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7149 9999.1679    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7149 9999.9930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.857710002.8828    0.0000 C   0  0  0  0  0  0  0  0  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 14  4  1  0  0  0  0
 16  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 20  2  2  0  0  0  0
 21  1  1  1  0  0  0
 18 13  2  0  0  0  0
 16 19  2  0  0  0  0
 22 10  1  6  0  0  0
  5 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055870

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)[C@H]1OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3/t15-,16+/m0/s1

> <INCHI_KEY>
JWYULKXTGMJKKM-JKSUJKDBSA-N

> <FORMULA>
C16H14O7

> <MOLECULAR_WEIGHT>
318.281

> <EXACT_MASS>
318.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.984433100015366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.9622783239999992

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.275207643070882

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.754957749076962

> <JCHEM_PKA_STRONGEST_BASIC>
-4.040873290012438

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
79.09120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-19         0                                  
HETATM    1  O   UNK     0    8669.3468664.362   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8666.6668662.791   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8664.0078662.791   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8661.3438667.433   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8670.6678671.279   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8673.3318669.739   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8671.9998668.972   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.6668669.741   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.3328668.971   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8669.3328667.431   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.6658666.661   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8671.9998667.431   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.0078667.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.6738666.653   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.6738665.113   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.0078664.343   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8666.6678667.424   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8665.3348666.654   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.3348665.113   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6678664.344   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0018665.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.0018666.654   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.0018672.048   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   20                                                            
CONECT    3   16                                                            
CONECT    4   14                                                            
CONECT    5    8   23                                                       
CONECT    6    7                                                            
CONECT    7    8   12    6                                                  
CONECT    8    7    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15    4                                                  
CONECT   15   14   16                                                       
CONECT   16   15    3   19                                                  
CONECT   17   18   22                                                       
CONECT   18   19   17   13                                                  
CONECT   19   18   20   16                                                  
CONECT   20   19   21    2                                                  
CONECT   21   20   22    1                                                  
CONECT   22   21   17   10                                                  
CONECT   23    5                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₇

Average Mass

318.2810 Da

Monoisotopic Mass

318.07395 Da

IUPAC Name

(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)[C@H]1OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O

InChI Identifier

InChI=1S/C16H14O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3/t15-,16+/m0/s1

InChI Key

JWYULKXTGMJKKM-JKSUJKDBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aloe spp.	Plant	KNApSAcK
Anastatica hierochuntica	LOTUS Database	35616633
Dillenia indica	Plant	KNApSAcK
Ginkgo biloba	Plant	KNApSAcK
Larrea tridentata	Plant	KNApSAcK
Thanatephorus cucumeris	LOTUS Database	35616633
Urospermum dalechampii	Plant	KNApSAcK

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	1.31	ALOGPS
logP	1.96	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.09 m³·mol⁻¹	ChemAxon
Polarizability	30.98 Å³	ChemAxon
Number of Rings	3	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

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Dihydroisorhamnetin (NP0055870)

MOL for NP0055870 ((+)-Dihydroisorhamnetin)

3D MOL for NP0055870 ((+)-Dihydroisorhamnetin)

3D SDF for NP0055870 ((+)-Dihydroisorhamnetin)

3D-SDF for NP0055870 ((+)-Dihydroisorhamnetin)

PDB for NP0055870 ((+)-Dihydroisorhamnetin)

3D PDB for NP0055870 ((+)-Dihydroisorhamnetin)

SMILES for NP0055870 ((+)-Dihydroisorhamnetin)

INCHI for NP0055870 ((+)-Dihydroisorhamnetin)

Structure for NP0055870 ((+)-Dihydroisorhamnetin)

3D Structure for NP0055870 ((+)-Dihydroisorhamnetin)