NP-MRD: Showing NP-Card for 15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid (NP0257249)

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Record Information

Version

2.0

Created at

2022-09-07 22:19:37 UTC

Updated at

2022-09-07 22:19:37 UTC

NP-MRD ID

NP0257249

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid

Description

15-Hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]Nonadeca-4,13,15-triene-4-carboxylic acid 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. Based on a literature review very few articles have been published on 15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]Nonadeca-4,13,15-triene-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082200192D          

 29 31  0  0  0  0            999 V2000
    5.6206   -1.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -0.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314   -0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103   -1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8209   -1.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5493   -2.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1863   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4368   -3.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6758   -3.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -2.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -2.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4028   -1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    0.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224   -2.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -2.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093   -1.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557   -0.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0170    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9043    0.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -0.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4363    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275    0.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -1.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -1.7833    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
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  4  0  0  0
 25 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END


  Mrv1652309082200192D          

 29 31  0  0  0  0            999 V2000
    5.6206   -1.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -0.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314   -0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103   -1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8209   -1.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5493   -2.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1863   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7713   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4368   -3.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6758   -3.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -2.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -2.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4028   -1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    0.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224   -2.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -2.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -2.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093   -1.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557   -0.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0170    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9043    0.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362   -0.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4363    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275    0.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109   -1.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -1.7833    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
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  4  0  0  0
 25 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0257249

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC23OC(=O)C(C2=O)=C(O)C(C)=CC(C)CC(C)CCCC3C=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-12-6-5-7-16-10-17(21(26)27)15(4)11-23(16)20(25)18(22(28)29-23)19(24)14(3)9-13(2)8-12/h9-10,12-13,15-16,24H,5-8,11H2,1-4H3,(H,26,27)

> <INCHI_KEY>
ZMTZYWMVRQRCEK-UHFFFAOYSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.487

> <EXACT_MASS>
402.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.093232270156676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0^{1,6}]nonadeca-4,13,15-triene-4-carboxylic acid

> <JCHEM_LOGP>
4.6578661236666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.832796925426957

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.098924947141687

> <JCHEM_PKA_STRONGEST_BASIC>
-7.239716948422528

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
110.18219999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0^{1,6}]nonadeca-4,13,15-triene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      10.492  -2.351   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.269  -1.021   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.752  -1.472   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.086  -2.983   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.599  -3.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.225  -4.263   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.548  -5.654   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.640  -6.740   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.149  -6.345   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.728  -5.714   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.191  -5.521   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.100  -3.901   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.054  -2.225   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.485  -2.482   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.300  -1.498   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.856  -2.033   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.559   0.020   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.522  -4.030   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.340  -5.017   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.108  -4.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.111  -2.580   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.451  -1.036   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.498   0.050   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.288   1.576   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.841  -0.735   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.148   0.050   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.318   1.581   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.607  -2.270   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.725  -3.329   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   12   22   28                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25    2   27                                                  
CONECT   27   26                                                            
CONECT   28   25   21   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
15-Hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0,]nonadeca-4,13,15-triene-4-carboxylate	Generator

Chemical Formula

C₂₃H₃₀O₆

Average Mass

402.4870 Da

Monoisotopic Mass

402.20424 Da

IUPAC Name

15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0^{1,6}]nonadeca-4,13,15-triene-4-carboxylic acid

Traditional Name

15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0^{1,6}]nonadeca-4,13,15-triene-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CC23OC(=O)C(C2=O)=C(O)C(C)=CC(C)CC(C)CCCC3C=C1C(O)=O

InChI Identifier

InChI=1S/C23H30O6/c1-12-6-5-7-16-10-17(21(26)27)15(4)11-23(16)20(25)18(22(28)29-23)19(24)14(3)9-13(2)8-12/h9-10,12-13,15-16,24H,5-8,11H2,1-4H3,(H,26,27)

InChI Key

ZMTZYWMVRQRCEK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Gamma butyrolactone
3-furanone
Dicarboxylic acid or derivatives
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Enol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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
logP	4.66	ChemAxon
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	110.18 m³·mol⁻¹	ChemAxon
Polarizability	43.09 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

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

76214961

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid (NP0257249)

MOL for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

3D MOL for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

3D SDF for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

3D-SDF for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

PDB for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

3D PDB for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

SMILES for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

INCHI for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

Structure for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)

3D Structure for NP0257249 (15-hydroxy-3,10,12,14-tetramethyl-17,19-dioxo-18-oxatricyclo[14.2.1.0¹,⁶]nonadeca-4,13,15-triene-4-carboxylic acid)