NP-MRD: Showing NP-Card for Ptychonal hemiacetal (NP0077037)

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Record Information

Version

2.0

Created at

2022-04-28 22:13:00 UTC

Updated at

2022-04-28 22:13:00 UTC

NP-MRD ID

NP0077037

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ptychonal hemiacetal

Description

(1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0²,⁷]Dodec-5-en-11-ol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Ptychonal hemiacetal is found in Ptychopetalum olacoides . Based on a literature review very few articles have been published on (1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0²,⁷]Dodec-5-en-11-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292200132D          

 23 26  0  0  1  0            999 V2000
    4.1248    0.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4597   -0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7044    0.1482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6142    0.9683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2793    1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169    1.4091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1374    1.1387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8628    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.3390    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1195   -0.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3899    0.6122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6119    0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556    1.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114    2.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3490    2.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435    3.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    4.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    4.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988    4.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    3.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5498   -1.0038    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  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
  8 14  1  1  0  0  0
  7 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
  3 22  1  6  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0077037

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@@H]2C[C@@]3(C)[C@H](CCC=C3C)[C@]1(CCC1=COC=C1)[C@H](O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-13-5-4-6-17-19(13,3)11-16-14(2)20(17,18(21)23-16)9-7-15-8-10-22-12-15/h5,8,10,12,14,16-18,21H,4,6-7,9,11H2,1-3H3/t14-,16-,17-,18+,19+,20+/m0/s1

> <INCHI_KEY>
PELNNQIWPFVKET-DAJYORATSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
32.37923086055325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0^{2,7}]dodec-5-en-11-ol

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.093564157666666

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.932717128214794

> <JCHEM_PKA_STRONGEST_BASIC>
-2.772499132364273

> <JCHEM_POLAR_SURFACE_AREA>
42.6

> <JCHEM_REFRACTIVITY>
90.2464

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0^{2,7}]dodec-5-en-11-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       7.700   0.568   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.458  -0.343   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.048   0.277   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.880   1.807   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.719   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.531   2.099   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.578   2.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.123   2.126   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.611   0.673   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.426  -0.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.956  -0.809   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.594   1.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.142   1.655   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.037   3.217   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.755   4.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.518   5.078   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.695   6.608   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.561   7.650   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.201   9.050   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.731   8.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.036   7.364   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.330  -1.237   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.626  -1.874   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4   11   22                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12   15                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    3                                                       
CONECT   12   10    7   13                                                  
CONECT   13   12                                                            
CONECT   14    8                                                            
CONECT   15    7   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22    3                                                            
CONECT   23    2                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

(1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0^{2,7}]dodec-5-en-11-ol

Traditional Name

(1S,2S,7S,9S,11R,12R)-1-[2-(furan-3-yl)ethyl]-6,7,12-trimethyl-10-oxatricyclo[7.2.1.0^{2,7}]dodec-5-en-11-ol

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@@H]2C[C@@]3(C)[C@H](CCC=C3C)[C@]1(CCC1=COC=C1)[C@H](O)O2

InChI Identifier

InChI=1S/C20H28O3/c1-13-5-4-6-17-19(13,3)11-16-14(2)20(17,18(21)23-16)9-7-15-8-10-22-12-15/h5,8,10,12,14,16-18,21H,4,6-7,9,11H2,1-3H3/t14-,16-,17-,18+,19+,20+/m0/s1

InChI Key

PELNNQIWPFVKET-DAJYORATSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ptychopetalum olacoides	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Heteroaromatic compound
Tetrahydrofuran
Furan
Hemiacetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.07	ALOGPS
logP	4.09	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.25 m³·mol⁻¹	ChemAxon
Polarizability	32.38 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

163105495

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ptychonal hemiacetal (NP0077037)

MOL for NP0077037 (Ptychonal hemiacetal)

3D MOL for NP0077037 (Ptychonal hemiacetal)

3D SDF for NP0077037 (Ptychonal hemiacetal)

3D-SDF for NP0077037 (Ptychonal hemiacetal)

PDB for NP0077037 (Ptychonal hemiacetal)

3D PDB for NP0077037 (Ptychonal hemiacetal)

SMILES for NP0077037 (Ptychonal hemiacetal)

INCHI for NP0077037 (Ptychonal hemiacetal)

Structure for NP0077037 (Ptychonal hemiacetal)

3D Structure for NP0077037 (Ptychonal hemiacetal)