NP-MRD: Showing NP-Card for Aloe emodin omega-acetate (NP0085525)

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Record Information

Version

2.0

Created at

2022-04-29 06:01:16 UTC

Updated at

2022-04-29 06:01:16 UTC

NP-MRD ID

NP0085525

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aloe emodin omega-acetate

Description

Aloe emodin w-acetate belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Aloe emodin w-acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Aloe emodin w-acetate has been detected, but not quantified in, herbs and spices. Aloe emodin omega-acetate is found in Harungana madagascariensis, Kniphofia foliosa and Rumex acetosa . This could make aloe emodin W-acetate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    4.7644    1.8637   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986    0.5488   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5606   -0.0020   -1.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805   -0.0643    0.8316 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4787   -1.3078    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -1.2883    0.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806   -2.4460    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0936   -2.4957    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421   -3.6736    0.3505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -1.2663    0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -0.0896    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.1071    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    1.1983    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    2.2848    0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0471    1.2716   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6396    2.5230   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9749    2.6058   -0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7032    1.4646   -0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165    0.1923   -0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9092   -0.9021   -0.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692    0.0913   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -1.1953   -0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7754   -2.2714   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6586    1.8869    0.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1200    2.0663   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989    2.7037   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -2.1475    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6044   -1.5052    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790   -3.3953    0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -4.0569    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867    0.8550    0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260    3.3872   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384    3.6034   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7551    1.4943   -1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148   -1.8265   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6 12  2  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
 10 22  1  0
 22 23  2  0
 22 21  1  0
 21 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 13  1  0
 13 14  2  0
  7  6  1  0
 19 21  1  0
 13 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
 12 31  1  0
  9 30  1  0
  7 29  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END


  Mrv0541 05061307262D          

 23 25  0  0  0  0            999 V2000
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   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
    2.1434    2.0625    0.0000 C   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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  4  2  0  0  0  0
 13  6  2  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18  8  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23  7  1  0  0  0  0
 23  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085525

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O6/c1-8(18)23-7-9-5-11-15(13(20)6-9)17(22)14-10(16(11)21)3-2-4-12(14)19/h2-6,19-20H,7H2,1H3

> <INCHI_KEY>
FUECAILUKAJTBR-UHFFFAOYSA-N

> <FORMULA>
C17H12O6

> <MOLECULAR_WEIGHT>
312.2736

> <EXACT_MASS>
312.063388116

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.819042138511463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetate

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.2853510743333327

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.662815570449663

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.999174767989278

> <JCHEM_PKA_STRONGEST_BASIC>
-4.446805723284924

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
81.08019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2   10                                                       
CONECT    4    2   12                                                       
CONECT    5    9   11                                                       
CONECT    6    9   13                                                       
CONECT    7    9   23                                                       
CONECT    8    1   18   23                                                  
CONECT    9    5    6    7                                                  
CONECT   10    3   14   16                                                  
CONECT   11    5   15   16                                                  
CONECT   12    4   14   19                                                  
CONECT   13    6   15   20                                                  
CONECT   14   10   12   17                                                  
CONECT   15   11   13   17                                                  
CONECT   16   10   11   21                                                  
CONECT   17   14   15   22                                                  
CONECT   18    8                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
Aloe emodin W-acetic acid	Generator
3-(Acetoxymethyl)-1,8-dihydroxyanthraquinone	HMDB
(4,5-Dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetic acid	Generator

Chemical Formula

C₁₇H₁₂O₆

Average Mass

312.2736 Da

Monoisotopic Mass

312.06339 Da

IUPAC Name

(4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetate

Traditional Name

(4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O

InChI Identifier

InChI=1S/C17H12O6/c1-8(18)23-7-9-5-11-15(13(20)6-9)17(22)14-10(16(11)21)3-2-4-12(14)19/h2-6,19-20H,7H2,1H3

InChI Key

FUECAILUKAJTBR-UHFFFAOYSA-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
Harungana madagascariensis	LOTUS Database	35616633
Kniphofia foliosa	LOTUS Database	35616633
Rumex acetosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.99	ALOGPS
logP	3.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.08 m³·mol⁻¹	ChemAxon
Polarizability	30.82 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

HMDB0033915

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012113

KNApSAcK ID

Not Available

Chemspider ID

8601052

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10425624

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aloe emodin omega-acetate (NP0085525)

MOL for NP0085525 (Aloe emodin omega-acetate)

3D MOL for NP0085525 (Aloe emodin omega-acetate)

3D SDF for NP0085525 (Aloe emodin omega-acetate)

3D-SDF for NP0085525 (Aloe emodin omega-acetate)

PDB for NP0085525 (Aloe emodin omega-acetate)

3D PDB for NP0085525 (Aloe emodin omega-acetate)

SMILES for NP0085525 (Aloe emodin omega-acetate)

INCHI for NP0085525 (Aloe emodin omega-acetate)

Structure for NP0085525 (Aloe emodin omega-acetate)

3D Structure for NP0085525 (Aloe emodin omega-acetate)