NP-MRD: Showing NP-Card for (+)-Oxypeucedanin hydrate (NP0137816)

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Record Information

Version

2.0

Created at

2022-05-31 16:34:47 UTC

Updated at

2022-05-31 16:34:47 UTC

NP-MRD ID

NP0137816

Secondary Accession Numbers

NP0046559

Natural Product Identification

Common Name

(+)-Oxypeucedanin hydrate

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    4.0838    0.1542    1.4239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685    0.0864    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1160   -1.2863   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6179    0.9323   -0.7292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    0.6157    0.7137 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1211   -0.1218    1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9057    1.2802   -0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0399    0.5846   -1.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935   -0.0192   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655   -1.3124   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4812   -2.3534   -0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1710   -3.4790    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201   -3.1208    0.4986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5869   -1.8532    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0657    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5963    0.2382   -0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823    1.0145   -0.2817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6262    2.2674   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6581    2.9996   -0.6826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4502    2.8659   -1.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133    2.0456   -1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    0.7429   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.1300    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143   -0.6635    1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6276    1.1267    1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -1.5922   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -2.0667    0.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5510   -1.4114   -1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4045    0.5361   -1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047    1.5573    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -0.9241    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    1.7776   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    2.1670    0.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5491   -2.3131   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -4.4491    0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670   -1.4441    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3717    3.8941   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864    2.4596   -1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 22  2  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 22  9  1  0
 14 10  1  0
 17 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  7 32  1  0
  7 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 21 38  1  0
 20 37  1  0
M  END


  Mrv0541 02241221072D          

 22 24  0  0  1  0            999 V2000
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.7770    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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303    0.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -0.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6864    0.0180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  8 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137816

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H](O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3/t13-/m1/s1

> <INCHI_KEY>
PEWFWDOPJISUOK-CYBMUJFWSA-N

> <FORMULA>
C16H16O6

> <MOLECULAR_WEIGHT>
304.2946

> <EXACT_MASS>
304.094688244

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.36766440530643

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
1.161526489333333

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.118715575715015

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.196523400413813

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8232735823432744

> <JCHEM_POLAR_SURFACE_AREA>
89.13000000000001

> <JCHEM_REFRACTIVITY>
78.16470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -9.336   6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.564   2.516   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.104   5.184   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.857   1.280   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.483  -0.127   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.015   0.034   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17    8   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21    4                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Oxypeucedanin hydric acid	Generator
Oxypeucadanin hydrate	MeSH
Oxypeucadanin	MeSH
Oxypeucedanin	MeSH
Oxypeucedarin	MeSH
Oxypeucadanin, (S)-(-)-isomer	MeSH
Oxypeucadanin, (R)-(+)-isomer	MeSH
4-(2,3-Dihydroxy-3-methylbutoxy)-7H-furo(3,2-g)(1)benzopyran-7-one	MeSH

Chemical Formula

C₁₆H₁₆O₆

Average Mass

304.2946 Da

Monoisotopic Mass

304.09469 Da

IUPAC Name

4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-7H-furo[3,2-g]chromen-7-one

Traditional Name

4-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

CAS Registry Number

2643-85-8

SMILES

CC(C)(O)[C@H](O)COC1=C2C=COC2=CC2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3/t13-/m1/s1

InChI Key

PEWFWDOPJISUOK-CYBMUJFWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Tertiary alcohol
Furan
1,2-diol
Secondary alcohol
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

furanocoumarin (CHEBI:69829 )

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	1.78	ALOGPS
logP	1.16	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.16 m³·mol⁻¹	ChemAxon
Polarizability	30.37 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB004979

KNApSAcK ID

Not Available

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

17536

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Oxypeucedanin hydrate (NP0137816)

MOL for NP0137816 ((+)-Oxypeucedanin hydrate)

3D MOL for NP0137816 ((+)-Oxypeucedanin hydrate)

3D SDF for NP0137816 ((+)-Oxypeucedanin hydrate)

3D-SDF for NP0137816 ((+)-Oxypeucedanin hydrate)

PDB for NP0137816 ((+)-Oxypeucedanin hydrate)

3D PDB for NP0137816 ((+)-Oxypeucedanin hydrate)

SMILES for NP0137816 ((+)-Oxypeucedanin hydrate)

INCHI for NP0137816 ((+)-Oxypeucedanin hydrate)

Structure for NP0137816 ((+)-Oxypeucedanin hydrate)

3D Structure for NP0137816 ((+)-Oxypeucedanin hydrate)