NP-MRD: Showing NP-Card for Heterosmilol (NP0351007)

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Record Information

Version

2.0

Created at

2025-05-10 02:54:35 UTC

Updated at

2025-07-31 01:35:45 UTC

NP-MRD ID

NP0351007

Natural Product DOI

https://doi.org/10.57994/3994

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Heterosmilol

Description

Based on a literature review very few articles have been published on Heterosmilol.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02202305202D          

 30 31  0  0  0  0            999 V2000
    1.6500   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.7934    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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  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  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  8 26  2  0  0  0  0
  7 27  1  0  0  0  0
 27 28  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END


  Mrv2104 02202305202D          

 30 31  0  0  0  0            999 V2000
    1.6500   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.7934    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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  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  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  8 26  2  0  0  0  0
  7 27  1  0  0  0  0
 27 28  2  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C(=O)C(COC(C)=O)C1=CC(OC)=C(O)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1/C21H24O9/c1-11(22)30-10-14(13-8-17(27-3)15(23)9-16(13)26-2)20(24)12-6-18(28-4)21(25)19(7-12)29-5/h6-9,14,23,25H,10H2,1-5H3

> <INCHI_KEY>
NOBSEKRXIFUNHN-UHFFFAOYNA-N

> <FORMULA>
C21H24O9

> <MOLECULAR_WEIGHT>
420.414

> <EXACT_MASS>
420.142032353

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.972280813782284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxy-2,5-dimethoxyphenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopropyl acetate

> <JCHEM_LOGP>
1.830757980333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.84284280071461

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.668661743281339

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2797594134159995

> <JCHEM_POLAR_SURFACE_AREA>
120.75000000000001

> <JCHEM_REFRACTIVITY>
106.49799999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxy-2,5-dimethoxyphenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopropyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-FEB-23         0                                  
HETATM    1  O   UNK     0       3.080  -8.415   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.310  -7.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -7.081   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -8.415   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.540  -8.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -5.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770  -4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.770  -1.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -0.413   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540  -0.413   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.310   0.921   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.850   0.921   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.620  -0.413   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.540   2.255   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.310   3.588   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000   2.255   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.770   0.921   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.310   0.921   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.080  -0.413   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.310  -1.746   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.080  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.620  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.390  -4.414   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.390  -1.746   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.540  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.310  -4.414   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080  -5.747   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.620  -5.747   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.390  -7.081   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   10   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21    9   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    8                                                            
CONECT   27    7   28                                                       
CONECT   28   27    2   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₉

Average Mass

420.4140 Da

Monoisotopic Mass

420.14203 Da

IUPAC Name

2-(4-hydroxy-2,5-dimethoxyphenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopropyl acetate

Traditional Name

2-(4-hydroxy-2,5-dimethoxyphenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopropyl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C(=O)C(COC(C)=O)C1=CC(OC)=C(O)C=C1OC

InChI Identifier

InChI=1/C21H24O9/c1-11(22)30-10-14(13-8-17(27-3)15(23)9-16(13)26-2)20(24)12-6-18(28-4)21(25)19(7-12)29-5/h6-9,14,23,25H,10H2,1-5H3

InChI Key

NOBSEKRXIFUNHN-UHFFFAOYNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	Not Available	Southern Medical University	Li-Wen Tian	2025-05-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	Not Available	Southern Medical University	Li-Wen Tian	2025-05-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	Not Available	Southern Medical University	Li-Wen Tian	2025-05-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	Not Available	Southern Medical University	Li-Wen Tian	2025-05-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	Not Available	Southern Medical University	Li-Wen Tian	2025-05-10	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Heterosmilax japonica		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.83	ChemAxon
pKa (Strongest Acidic)	7.67	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	106.5 m³·mol⁻¹	ChemAxon
Polarizability	41.97 Å³	ChemAxon
Number of Rings	2	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Heterosmilol (NP0351007)

MOL for NP0351007 (Heterosmilol)

3D MOL for NP0351007 (Heterosmilol)

3D SDF for NP0351007 (Heterosmilol)

3D-SDF for NP0351007 (Heterosmilol)

PDB for NP0351007 (Heterosmilol)

3D PDB for NP0351007 (Heterosmilol)

SMILES for NP0351007 (Heterosmilol)

INCHI for NP0351007 (Heterosmilol)

Structure for NP0351007 (Heterosmilol)

3D Structure for NP0351007 (Heterosmilol)