NP-MRD: Showing NP-Card for 3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one (NP0281800)

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Record Information

Version

2.0

Created at

2022-09-09 08:22:18 UTC

Updated at

2022-09-09 08:22:18 UTC

NP-MRD ID

NP0281800

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Description

CHEMBL1642198 belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one is found in Excoecaria agallocha. Based on a literature review very few articles have been published on CHEMBL1642198.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.3588    0.4820   -2.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    1.0328   -1.3928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475    0.0832   -0.9107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8336   -0.0271    0.6079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1156   -0.4129    0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570   -1.0658    1.1113 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2970   -0.5140    2.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018   -1.2763    0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2425   -0.1630   -0.2724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0626   -0.4006   -1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    0.1851   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -0.3622    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098   -1.6632    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -2.0188    1.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.2643    2.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -4.2339    1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -5.4987    2.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023   -3.9014    0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -4.7955    0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -2.6259    0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404    0.3356    0.2276 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.5096   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    2.2102   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8913    3.4605   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0863    4.0873   -0.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361    4.0559   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700    3.4052   -1.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7714    3.9859   -2.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335    2.1475   -1.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3616    1.4636   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    1.9824   -1.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435    0.6452   -1.0980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2727    1.9385   -0.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9317   -0.3537   -1.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7862    0.2034   -3.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0963    1.2561   -2.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7900   -0.8803   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    0.9740    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898    0.2946    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176   -1.9814    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1722    0.6024    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173   -0.6682    3.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -0.9236    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254    0.4964    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6287   -1.2655    1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -3.5351    2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -6.2203    2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0950   -5.7221    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4272   -2.4655   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862    1.7015    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513    4.9932   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    5.0599   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8833    4.9027   -2.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9120    0.6116   -2.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029    2.1332   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  9 32  1  0
 32 33  1  0
 32  3  1  0
 30 11  1  0
 20 13  1  0
 29 22  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  6
  4 38  1  1
  5 39  1  0
  6 40  1  1
  7 41  1  0
  7 42  1  0
  7 43  1  0
  9 44  1  1
 23 50  1  0
 25 51  1  0
 26 52  1  0
 28 53  1  0
 14 45  1  0
 15 46  1  0
 17 47  1  0
 19 48  1  0
 20 49  1  0
 32 54  1  6
 33 55  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₁

Average Mass

462.4070 Da

Monoisotopic Mass

462.11621 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C22H22O11/c1-8-16(27)20(30-2)18(29)22(31-8)33-21-17(28)15-13(26)6-10(23)7-14(15)32-19(21)9-3-4-11(24)12(25)5-9/h3-8,16,18,20,22-27,29H,1-2H3/t8-,16-,18+,20+,22-/m0/s1

InChI Key

PHLWGURBVPVMAB-FDTPGTFWSA-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

Species Name	Source	Reference
Excoecaria agallocha	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Oxane
Pyran
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Dialkyl ether
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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

Not Available

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

26379725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51003567

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one (NP0281800)

MOL for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D MOL for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D SDF for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D-SDF for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

PDB for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D PDB for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

SMILES for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

INCHI for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

Structure for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D Structure for NP0281800 (3-{[(2s,3r,4r,5s,6s)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)