NP-MRD: Showing NP-Card for (9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate (NP0223945)

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Record Information

Version

2.0

Created at

2022-09-06 02:10:42 UTC

Updated at

2022-09-06 02:10:42 UTC

NP-MRD ID

NP0223945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

Description

Hyuganin F belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Based on a literature review very few articles have been published on Hyuganin F.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204102D          

 32 35  0  0  1  0            999 V2000
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3556    2.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  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
    2.7770   -0.3020    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
    1.5395   -1.0164    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 C   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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   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
    3.6020   -0.3020    0.0000 O   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
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6200    3.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272    2.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8840    3.0862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1661    3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  2  0  0  0  0
 13 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28 26  1  1  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
M  END


  Mrv1652309062204102D          

 32 35  0  0  1  0            999 V2000
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3556    2.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  2  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
    2.7770   -0.3020    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
    1.5395   -1.0164    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 C   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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   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
    3.6020   -0.3020    0.0000 O   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
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6200    3.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272    2.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8840    3.0862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1661    3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  2  0  0  0  0
 13 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28 26  1  1  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0223945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@H]1[C@@H](OC(=O)[C@]2(C)O[C@@H]2C)C(C)(C)OC2=CC=C3C=CC(=O)OC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O8/c1-7-12(2)21(26)29-19-17-15(10-8-14-9-11-16(25)28-18(14)17)32-23(4,5)20(19)30-22(27)24(6)13(3)31-24/h8-13,19-20H,7H2,1-6H3/t12-,13-,19-,20-,24-/m1/s1

> <INCHI_KEY>
APHFRIVBESOOOP-KTZALXOPSA-N

> <FORMULA>
C24H28O8

> <MOLECULAR_WEIGHT>
444.48

> <EXACT_MASS>
444.178417862

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.5119162578246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(13R,14R)-12,12-dimethyl-14-{[(2R)-2-methylbutanoyl]oxy}-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

> <JCHEM_LOGP>
4.099389783666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.201325517833274

> <JCHEM_POLAR_SURFACE_AREA>
100.66000000000003

> <JCHEM_REFRACTIVITY>
113.0156

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(13R,14R)-12,12-dimethyl-14-{[(2R)-2-methylbutanoyl]oxy}-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-13-yl (2R,3R)-2,3-dimethyloxirane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₈

Average Mass

444.4800 Da

Monoisotopic Mass

444.17842 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@H]1[C@@H](OC(=O)[C@]2(C)O[C@@H]2C)C(C)(C)OC2=CC=C3C=CC(=O)OC3=C12

InChI Identifier

InChI=1S/C24H28O8/c1-7-12(2)21(26)29-19-17-15(10-8-14-9-11-16(25)28-18(14)17)32-23(4,5)20(19)30-22(27)24(6)13(3)31-24/h8-13,19-20H,7H2,1-6H3/t12-,13-,19-,20-,24-/m1/s1

InChI Key

APHFRIVBESOOOP-KTZALXOPSA-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 angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Fatty acid ester
Pyranone
Dicarboxylic acid or derivatives
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Pyran
Fatty acyl
Benzenoid
Heteroaromatic compound
Lactone
Carboxylic acid ester
Ether
Oxirane
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

12143976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate (NP0223945)

MOL for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

3D MOL for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

3D SDF for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

3D-SDF for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

PDB for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

3D PDB for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

SMILES for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

INCHI for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

Structure for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)

3D Structure for NP0223945 ((9r,10r)-8,8-dimethyl-10-{[(2r)-2-methylbutanoyl]oxy}-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate)