NP-MRD: Showing NP-Card for 12β-O-acetyltenacigenin D (NP0331757)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-08-01 08:55:18 UTC

Updated at

2024-09-03 04:16:45 UTC

NP-MRD ID

NP0331757

Natural Product DOI

https://doi.org/10.57994/0791

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12β-O-acetyltenacigenin D

Description

12β-O-acetyltenacigenin D was first documented in 2023 (PMID: 37451564).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 08012308552D          

 30 35  0  0  1  0            999 V2000
   -2.9533   -0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524   -0.5652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5804   -1.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1228    0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5507   -0.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3305    0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795   -0.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -1.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577   -0.5838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2922    0.0591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2574    0.8834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933   -0.4471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1788   -1.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.5000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4063    1.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263    1.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6317    2.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    1.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932    0.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0499    0.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -0.1824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5011    0.4074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -0.8227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1688   -1.4283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7021   -1.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3422   -2.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12  6  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 23 21  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 15  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  6  0  0  0
 28 30  1  6  0  0  0
M  END


  Mrv2104 08012308552D          

 30 35  0  0  1  0            999 V2000
   -2.9533   -0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524   -0.5652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5804   -1.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1228    0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5507   -0.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3305    0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795   -0.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -1.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577   -0.5838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2922    0.0591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2574    0.8834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933   -0.4471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1788   -1.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.5000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4063    1.2706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263    1.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6317    2.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    1.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5932    0.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0499    0.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -0.1824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5011    0.4074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -0.8227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1688   -1.4283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7021   -1.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3422   -2.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12  6  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 23 21  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 15  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  6  0  0  0
 28 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331757

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@@H]3O[C@]4(C)O[C@@]1(CC=C1C[C@@H](O)CC[C@]21C)[C@@]1(O)CC[C@@H]4[C@@]1(C)[C@H]3OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O6/c1-12(24)27-18-16-17-19(2)8-6-14(25)11-13(19)5-9-22(17)23(26)10-7-15(20(18,23)3)21(4,28-16)29-22/h5,14-18,25-26H,6-11H2,1-4H3/t14-,15+,16-,17+,18-,19-,20-,21+,22+,23+/m0/s1

> <INCHI_KEY>
JQIQMHXEXZZYJI-BRCZHRCSSA-N

> <FORMULA>
C23H32O6

> <MOLECULAR_WEIGHT>
404.503

> <EXACT_MASS>
404.21988875

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.04625792076702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3R,6S,11R,13R,14R,17R,18S,19R)-6,17-dihydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{11,17}.0^{14,18}]icos-8-en-19-yl acetate

> <JCHEM_LOGP>
1.1424069453333328

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.20428728308881

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.229867684054316

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3963648013150076

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
104.20760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,6S,11R,13R,14R,17R,18S,19R)-6,17-dihydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{11,17}.0^{14,18}]icos-8-en-19-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-AUG-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-23         0                                  
HETATM    1  O   UNK     0      -5.513  -1.425   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.018  -1.055   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.950  -2.165   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.591   0.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.096   0.794   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.028  -0.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.617   1.169   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.455  -1.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.485  -3.038   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.151  -2.637   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.974  -1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.545   0.110   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       0.480   1.649   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       0.361  -0.835   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.334  -2.367   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.308   0.933   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.758   2.372   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.729   3.567   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.179   5.006   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.250   3.324   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.974   0.328   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.827   1.611   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.592  -0.340   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.669   0.760   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.005  -1.589   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.281  -0.289   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.893  -1.536   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.182  -2.666   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.177  -2.446   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.505  -4.172   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    8                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   23   29                                             
CONECT   12   11    6   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14   28                                                       
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23   27                                             
CONECT   22   21                                                            
CONECT   23   21   11   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27   15   29   30                                             
CONECT   29   28   11                                                       
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂O₆

Average Mass

404.5030 Da

Monoisotopic Mass

404.21989 Da

IUPAC Name

(1S,2S,3R,6S,11R,13R,14R,17R,18S,19R)-6,17-dihydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{11,17}.0^{14,18}]icos-8-en-19-yl acetate

Traditional Name

(1S,2S,3R,6S,11R,13R,14R,17R,18S,19R)-6,17-dihydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{11,17}.0^{14,18}]icos-8-en-19-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12[C@@H]3O[C@]4(C)O[C@@]1(CC=C1C[C@@H](O)CC[C@]21C)[C@@]1(O)CC[C@@H]4[C@@]1(C)[C@H]3OC(C)=O

InChI Identifier

InChI=1S/C23H32O6/c1-12(24)27-18-16-17-19(2)8-6-14(25)11-13(19)5-9-22(17)23(26)10-7-15(20(18,23)3)21(4,28-16)29-22/h5,14-18,25-26H,6-11H2,1-4H3/t14-,15+,16-,17+,18-,19-,20-,21+,22+,23+/m0/s1

InChI Key

JQIQMHXEXZZYJI-BRCZHRCSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2024-05-09	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	xht8710@163.com	Not Available	Not Available	2023-08-01	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, 400, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
tenacissima		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	1.14	ChemAxon
pKa (Strongest Acidic)	13.23	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.21 m³·mol⁻¹	ChemAxon
Polarizability	43.05 Å³	ChemAxon
Number of Rings	6	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

Not Available

References

General References

Not Available

Showing NP-Card for 12β-O-acetyltenacigenin D (NP0331757)

MOL for NP0331757 (12β-O-acetyltenacigenin D)

3D MOL for NP0331757 (12β-O-acetyltenacigenin D)

3D SDF for NP0331757 (12β-O-acetyltenacigenin D)

3D-SDF for NP0331757 (12β-O-acetyltenacigenin D)

PDB for NP0331757 (12β-O-acetyltenacigenin D)

3D PDB for NP0331757 (12β-O-acetyltenacigenin D)

SMILES for NP0331757 (12β-O-acetyltenacigenin D)

INCHI for NP0331757 (12β-O-acetyltenacigenin D)

Structure for NP0331757 (12β-O-acetyltenacigenin D)

3D Structure for NP0331757 (12β-O-acetyltenacigenin D)