NP-MRD: Showing NP-Card for Makurzii F (NP0351529)

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Record Information

Version

2.0

Created at

2025-09-11 06:16:46 UTC

Updated at

2025-09-13 00:07:53 UTC

NP-MRD ID

NP0351529

Natural Product DOI

https://doi.org/10.57994/4576

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Makurzii F

Description

Makurzii F was first documented in 2025 (PMID: 40876498). Based on a literature review very few articles have been published on Makurzii F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03172323282D          

 27 30  0  0  1  0            999 V2000
    0.6490    0.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7770   -2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5104   -0.9281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5597   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -3.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -4.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -5.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -2.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649   -2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 10 15  1  0  0  0  0
  7 15  1  0  0  0  0
  8 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 18 27  1  0  0  0  0
  2 27  1  0  0  0  0
M  END


  Mrv2104 03172323282D          

 27 30  0  0  1  0            999 V2000
    0.6490    0.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7770   -2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5104   -0.9281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -2.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5597   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -3.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -4.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -5.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6995   -2.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649   -2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 10 15  1  0  0  0  0
  7 15  1  0  0  0  0
  8 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 18 27  1  0  0  0  0
  2 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C3OC(CC3=C2O1)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-21(2,24)18-8-13-17(26-18)10-15(23)19-14(22)9-16(27-20(13)19)11-4-6-12(25-3)7-5-11/h4-7,10,16,18,23-24H,8-9H2,1-3H3/t16-,18?/m0/s1

> <INCHI_KEY>
PCUAVNGASMRAIZ-ATNAJCNCSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.90315947024442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S)-8-hydroxy-4-(2-hydroxypropan-2-yl)-12-(4-methoxyphenyl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1,6,8-trien-10-one

> <JCHEM_LOGP>
3.233601419666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.282140849063616

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.99750933373101

> <JCHEM_PKA_STRONGEST_BASIC>
-3.106437298231232

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
98.5835

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(12S)-8-hydroxy-4-(2-hydroxypropan-2-yl)-12-(4-methoxyphenyl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1,6,8-trien-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAR-23         0                                  
HETATM    1  O   UNK     0       1.211   1.174   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.562   2.435   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.740  -2.812   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.475  -3.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.784  -3.853   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.286  -1.732   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.664  -4.350   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.053  -0.694   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.395  -2.897   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.856  -2.849   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.045  -4.158   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.773  -5.515   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.962  -6.824   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.578  -6.776   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.389  -8.085   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.661  -9.442   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.306  -5.419   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.494  -4.110   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   10    7                                                       
CONECT   16    8    3   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26                                                       
CONECT   26   25   19                                                       
CONECT   27   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

(12S)-8-hydroxy-4-(2-hydroxypropan-2-yl)-12-(4-methoxyphenyl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1,6,8-trien-10-one

Traditional Name

(12S)-8-hydroxy-4-(2-hydroxypropan-2-yl)-12-(4-methoxyphenyl)-5,13-dioxatricyclo[7.4.0.0^{2,6}]trideca-1,6,8-trien-10-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C3OC(CC3=C2O1)C(C)(C)O

InChI Identifier

InChI=1S/C21H22O6/c1-21(2,24)18-8-13-17(26-18)10-15(23)19-14(22)9-16(27-20(13)19)11-4-6-12(25-3)7-5-11/h4-7,10,16,18,23-24H,8-9H2,1-3H3/t16-,18?/m0/s1

InChI Key

PCUAVNGASMRAIZ-ATNAJCNCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.0 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, CD₃OD, simulated)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, CD₃OD, simulated)	3010084138@qq.com	Yunnan University	Yan-Zi Ma	2025-09-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Macaranga kurzii		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	3.23	ChemAxon
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.58 m³·mol⁻¹	ChemAxon
Polarizability	38.9 Å³	ChemAxon
Number of Rings	4	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

Ma YZ, Zhang DC, Yang L, Wu XW, Li B, Zeb MA, Kong YL, Zhou XM, Xiao WL, Zheng CB, Li XL: Eight previously undescribed flavonoids and four previously undescribed bibenzyls from Macaranga kurzii and their potential antiviral activities. Phytochemistry. 2025 Aug 27;241:114654. doi: 10.1016/j.phytochem.2025.114654. [PubMed:40876498 ]
DOI: 10.1016/j.phytochem.2025.114654

Showing NP-Card for Makurzii F (NP0351529)

MOL for NP0351529 (Makurzii F)

3D MOL for NP0351529 (Makurzii F)

3D SDF for NP0351529 (Makurzii F)

3D-SDF for NP0351529 (Makurzii F)

PDB for NP0351529 (Makurzii F)

3D PDB for NP0351529 (Makurzii F)

SMILES for NP0351529 (Makurzii F)

INCHI for NP0351529 (Makurzii F)

Structure for NP0351529 (Makurzii F)

3D Structure for NP0351529 (Makurzii F)