NP-MRD: Showing NP-Card for 10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione (NP0180432)

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Record Information

Version

2.0

Created at

2022-09-03 18:47:22 UTC

Updated at

2022-09-03 18:47:22 UTC

NP-MRD ID

NP0180432

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione

Description

10-Acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]Nonacosa-6,14-diene-5,16-dione belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione is found in Paramyrothecium roridum. Based on a literature review very few articles have been published on 10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]Nonacosa-6,14-diene-5,16-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032220472D          

 39 44  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309032220472D          

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    4.2450    3.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    3.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9663    1.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125    2.5886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3029    2.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3418    3.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0884    2.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7415    1.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5237    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1681    1.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0296    0.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6149    1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8414    0.8814    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 33 31  1  4  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
  4 37  1  0  0  0  0
 34 38  1  0  0  0  0
  4 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180432

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C12CCC=CC(=O)OC3CC4OC5C6CC4(O)C3(C)C5(CCC6(C)O)COC(=O)C=C(CCO1)C2O

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O10/c1-16(30)28-8-5-4-6-21(31)38-19-13-20-29(35)14-18-24(39-20)27(26(19,29)3,10-9-25(18,2)34)15-36-22(32)12-17(23(28)33)7-11-37-28/h4,6,12,18-20,23-24,33-35H,5,7-11,13-15H2,1-3H3

> <INCHI_KEY>
HGVKMRAJPCHSPC-UHFFFAOYSA-N

> <FORMULA>
C29H38O10

> <MOLECULAR_WEIGHT>
546.613

> <EXACT_MASS>
546.246497424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
55.693210700506974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1^{3,26}.1^{10,14}.0^{2,19}.0^{19,24}]nonacosa-6,14-diene-5,16-dione

> <JCHEM_LOGP>
0.7061307583333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.547222050060117

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.944564008535774

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9293999483814783

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
136.821

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1^{3,26}.1^{10,14}.0^{2,19}.0^{19,24}]nonacosa-6,14-diene-5,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      20.102  -1.328   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.338   0.194   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      21.774   0.750   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.138   1.159   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.854  -0.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.028  -1.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.694  -2.632   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.115  -2.871   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.564  -2.446   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.891  -3.831   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      12.256  -1.479   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.404  -0.044   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.359   0.975   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.752   1.814   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.677   3.650   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.577   3.766   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.283   3.805   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.212   2.096   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.735   1.271   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.589  -0.262   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.660   1.879   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.200   1.852   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.477   3.740   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.354   5.307   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.050   6.181   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.606   5.423   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.924   6.804   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.088   5.686   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.004   3.730   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      14.023   4.832   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.499   5.088   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      15.571   6.626   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      16.965   4.688   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.184   3.727   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.644   4.275   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.847   3.298   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      20.589   1.763   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      17.948   2.181   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      16.504   1.645   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   37   38                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   12   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   16   24   29                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   17   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   23   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36    4                                                       
CONECT   38   34    4   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈O₁₀

Average Mass

546.6130 Da

Monoisotopic Mass

546.24650 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)C12CCC=CC(=O)OC3CC4OC5C6CC4(O)C3(C)C5(CCC6(C)O)COC(=O)C=C(CCO1)C2O

InChI Identifier

InChI=1S/C29H38O10/c1-16(30)28-8-5-4-6-21(31)38-19-13-20-29(35)14-18-24(39-20)27(26(19,29)3,10-9-25(18,2)34)15-36-22(32)12-17(23(28)33)7-11-37-28/h4,6,12,18-20,23-24,33-35H,5,7-11,13-15H2,1-3H3

InChI Key

HGVKMRAJPCHSPC-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, 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
Myrothecium roridum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Oxepane
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

Property	Value	Source

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

73125389

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione (NP0180432)

MOL for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

3D MOL for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

3D SDF for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

3D-SDF for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

PDB for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

3D PDB for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

SMILES for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

INCHI for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

Structure for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)

3D Structure for NP0180432 (10-acetyl-1,22,29-trihydroxy-2,22-dimethyl-4,11,17,25-tetraoxahexacyclo[21.3.1.1³,²⁶.1¹⁰,¹⁴.0²,¹⁹.0¹⁹,²⁴]nonacosa-6,14-diene-5,16-dione)