NP-MRD: Showing NP-Card for 13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol (NP0264317)

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Record Information

Version

2.0

Created at

2022-09-08 07:48:00 UTC

Updated at

2022-09-08 07:48:00 UTC

NP-MRD ID

NP0264317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol

Description

13-(4,5-Dimethyl-1,3-dioxolan-2-yl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]Pentadec-8-ene-1,14-diol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol is found in Cyathus hookeri. Based on a literature review very few articles have been published on 13-(4,5-dimethyl-1,3-dioxolan-2-yl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]Pentadec-8-ene-1,14-diol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082209482D          

 29 33  0  0  0  0            999 V2000
   -1.5256   -2.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474   -2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -2.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680   -1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545   -0.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -1.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629   -0.6970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    1.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -0.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    0.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7089   -1.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -1.1020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -1.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428   -1.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6611   -2.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0421   -3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8451   -2.2967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419    0.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1099   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049   -0.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407   -1.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 10 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
M  END


  Mrv1652309082209482D          

 29 33  0  0  0  0            999 V2000
   -1.5256   -2.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474   -2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -2.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680   -1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545   -0.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -1.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629   -0.6970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    1.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -0.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    0.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7089   -1.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -1.1020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -1.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428   -1.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6611   -2.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0421   -3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8451   -2.2967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419    0.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1099   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049   -0.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407   -1.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 10 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C2C3CC4OC(O)(C(O)C4C4OC(C)C(C)O4)C3(C)CCC2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O5/c1-12(2)15-7-8-22(5)9-10-23(6)16(19(15)22)11-17-18(20(25)24(23,26)29-17)21-27-13(3)14(4)28-21/h12-14,16-18,20-21,25-26H,7-11H2,1-6H3

> <INCHI_KEY>
AKDMKHJGBWDSQM-UHFFFAOYSA-N

> <FORMULA>
C24H38O5

> <MOLECULAR_WEIGHT>
406.563

> <EXACT_MASS>
406.271924324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.24551625669921

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-(4,5-dimethyl-1,3-dioxolan-2-yl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-ene-1,14-diol

> <JCHEM_LOGP>
3.8747922403333317

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.616160251481531

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.764771519188779

> <JCHEM_PKA_STRONGEST_BASIC>
-3.762384837460151

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
109.67710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-ene-1,14-diol

> <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      -2.848  -5.148   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.768  -4.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.277  -4.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.180  -2.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.222  -1.360   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.315  -1.266   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.965  -2.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.461  -3.025   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.917  -1.301   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.508   0.435   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.871   1.932   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.699  -0.542   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.096   0.108   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.678  -2.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.057  -2.768   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.422  -2.057   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.521  -3.136   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.040  -2.882   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.834  -4.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.545  -5.881   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.311  -4.287   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.002   0.113   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.584   1.538   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.152   1.397   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.385   1.303   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.072  -0.076   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.052   1.112   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.556  -0.487   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.623  -2.026   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   29                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   22                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15                                                       
CONECT   22   10    6   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    5   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28    4                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₈O₅

Average Mass

406.5630 Da

Monoisotopic Mass

406.27192 Da

IUPAC Name

13-(4,5-dimethyl-1,3-dioxolan-2-yl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-ene-1,14-diol

Traditional Name

13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-ene-1,14-diol

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2C3CC4OC(O)(C(O)C4C4OC(C)C(C)O4)C3(C)CCC2(C)CC1

InChI Identifier

InChI=1S/C24H38O5/c1-12(2)15-7-8-22(5)9-10-23(6)16(19(15)22)11-17-18(20(25)24(23,26)29-17)21-27-13(3)14(4)28-21/h12-14,16-18,20-21,25-26H,7-11H2,1-6H3

InChI Key

AKDMKHJGBWDSQM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cyathus hookeri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Oxane
Monosaccharide
Tetrahydrofuran
Cyclic alcohol
Meta-dioxolane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	3.87	ChemAxon
pKa (Strongest Acidic)	10.76	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.68 m³·mol⁻¹	ChemAxon
Polarizability	46.25 Å³	ChemAxon
Number of Rings	5	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

163055721

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol (NP0264317)

MOL for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

3D MOL for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

3D SDF for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

3D-SDF for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

PDB for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

3D PDB for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

SMILES for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

INCHI for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

Structure for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)

3D Structure for NP0264317 (13-(4,5-dimethyl-1,3-dioxolan-2-yl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,14-diol)