NP-MRD: Showing NP-Card for 7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone (NP0062856)

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Record Information

Version

2.0

Created at

2022-04-28 07:24:08 UTC

Updated at

2022-04-28 07:24:08 UTC

NP-MRD ID

NP0062856

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone

Description

Ormosidin belongs to the class of organic compounds known as 6-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 6-position. 7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone is found in Ormosia monosperma. Based on a literature review very few articles have been published on Ormosidin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282209242D          

 30 33  0  0  0  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  4 17  2  0  0  0  0
 17 18  1  0  0  0  0
  1 18  2  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  1 28  1  0  0  0  0
 26 29  1  0  0  0  0
 26 30  1  0  0  0  0
M  END


  Mrv1652304282209242D          

 30 33  0  0  0  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016    1.5642    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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  4 17  2  0  0  0  0
 17 18  1  0  0  0  0
  1 18  2  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  1 28  1  0  0  0  0
 26 29  1  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062856

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)\C=C\C1=C2OC=C(C(=O)C2=C2OC(C)(C)C=CC2=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H22O5/c1-14(2)5-10-17-21(27)18-11-12-25(3,4)30-24(18)20-22(28)19(13-29-23(17)20)15-6-8-16(26)9-7-15/h5-13,26-27H,1H2,2-4H3/b10-5+

> <INCHI_KEY>
CDVZEGRSSXSTSI-BJMVGYQFSA-N

> <FORMULA>
C25H22O5

> <MOLECULAR_WEIGHT>
402.446

> <EXACT_MASS>
402.146723808

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.25021487741758

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-9-(4-hydroxyphenyl)-2,2-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]-2H,10H-pyrano[2,3-h]chromen-10-one

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
5.1383401263333335

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.959244618040723

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.37473068495961

> <JCHEM_PKA_STRONGEST_BASIC>
-4.818785962955644

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
118.38230000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-9-(4-hydroxyphenyl)-2,2-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]pyrano[2,3-h]chromen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.516   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.746   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.206   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.516   7.438   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.184   2.104   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.777   3.643   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.030   2.920   0.000  0.00  0.00           C+0
CONECT    1    2   18   28                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17    4   18   20                                                  
CONECT   18   17    1   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    2   26                                                       
CONECT   26   25   27   29   30                                             
CONECT   27   26   28                                                       
CONECT   28   27    1                                                       
CONECT   29   26                                                            
CONECT   30   26                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
7,4'-Dihydroxy-6'',6''-dimethylpyrano(2'',3''-5,6)-8-(3-methyl-1,3-butadienyl)isoflavone	MeSH

Chemical Formula

C₂₅H₂₂O₅

Average Mass

402.4460 Da

Monoisotopic Mass

402.14672 Da

IUPAC Name

5-hydroxy-9-(4-hydroxyphenyl)-2,2-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]-2H,10H-pyrano[2,3-h]chromen-10-one

Traditional Name

5-hydroxy-9-(4-hydroxyphenyl)-2,2-dimethyl-6-[(1E)-3-methylbuta-1,3-dien-1-yl]pyrano[2,3-h]chromen-10-one

CAS Registry Number

Not Available

SMILES

CC(=C)\C=C\C1=C2OC=C(C(=O)C2=C2OC(C)(C)C=CC2=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C25H22O5/c1-14(2)5-10-17-21(27)18-11-12-25(3,4)30-24(18)20-22(28)19(13-29-23(17)20)15-6-8-16(26)9-7-15/h5-13,26-27H,1H2,2-4H3/b10-5+

InChI Key

CDVZEGRSSXSTSI-BJMVGYQFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ormosia monosperma	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated isoflavanones. These are isoflavanones featuring a C5-isoprenoid unit at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

6-prenylated isoflavanones

Alternative Parents

Substituents

6-prenylated isoflavanone
Isoflavone
Hydroxyisoflavonoid
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.87	ALOGPS
logP	5.14	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	118.38 m³·mol⁻¹	ChemAxon
Polarizability	44.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00019538

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101676240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone (NP0062856)

MOL for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

3D MOL for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

3D SDF for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

3D-SDF for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

PDB for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

3D PDB for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

SMILES for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

INCHI for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

Structure for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)

3D Structure for NP0062856 (7,4'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':5,6]-8-(3-methyl-1,3-butadienyl)isoflavone)