NP-MRD: Showing NP-Card for cyathin O (NP0331839)

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Record Information

Version

2.0

Created at

2023-09-26 16:00:32 UTC

Updated at

2024-09-03 04:17:11 UTC

NP-MRD ID

NP0331839

Natural Product DOI

https://doi.org/10.57994/0946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cyathin O

Description

Cyathin O belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on cyathin O.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09262316002D          

 26 29  0  0  1  0            999 V2000
    4.1324    2.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    2.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7555    2.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748    1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167    0.2581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5117    0.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355    1.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2416   -0.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253   -0.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698    0.1572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7580   -0.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378    0.8955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6129    0.9067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    1.8381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6363    1.3326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1020    1.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899    1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    0.5076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1230    0.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2631   -0.0155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0686   -0.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.9145    0.0000 O   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
  6  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  6 10  1  1  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15  5  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 22 19  1  0  0  0  0
 22 23  1  6  0  0  0
 24 22  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 18 26  1  6  0  0  0
M  END


  Mrv2104 09262316002D          

 26 29  0  0  1  0            999 V2000
    4.1324    2.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    2.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7555    2.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748    1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167    0.2581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5117    0.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5476    1.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355    1.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2416   -0.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253   -0.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698    0.1572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7580   -0.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378    0.8955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6129    0.9067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    1.8381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6363    1.3326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1020    1.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7899    1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    0.5076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1230    0.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2631   -0.0155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0686   -0.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0440    0.9145    0.0000 O   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
  6  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  6 10  1  1  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15  5  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 22 19  1  0  0  0  0
 22 23  1  6  0  0  0
 24 22  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 18 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@H]3O[C@](O)([C@H](O)[C@H]3CO)[C@]1(C)CC[C@@]1(C)CC(=O)C(C(C)C)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-10(2)15-13(22)8-18(3)5-6-19(4)12(16(15)18)7-14-11(9-21)17(23)20(19,24)25-14/h10-12,14,17,21,23-24H,5-9H2,1-4H3/t11-,12+,14+,17+,18-,19+,20+/m0/s1

> <INCHI_KEY>
RXMGVFVRSKUGMN-CSWWXKIHSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.07752646900526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,10R,12R,13R,14R)-1,14-dihydroxy-13-(hydroxymethyl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-en-7-one

> <JCHEM_LOGP>
1.6790080776666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.692664471836885

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.770562928370344

> <JCHEM_PKA_STRONGEST_BASIC>
-2.668485418146413

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
92.96940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10R,12R,13R,14R)-1,14-dihydroxy-13-(hydroxymethyl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-en-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-23         0                                  
HETATM    1  C   UNK     0       7.714   5.554   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.635   4.455   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.144   4.841   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.046   2.971   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.088   1.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.938   0.482   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.422   0.894   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.489   2.432   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.773   3.282   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.918  -0.706   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.251  -0.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.714  -0.991   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864   0.293   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.282  -1.132   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.551   1.672   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       3.011   1.693   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       3.901   3.068   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.405   3.431   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.188   2.487   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.190   3.174   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.475   2.324   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.167   0.948   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.230   0.298   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.358  -0.029   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.995  -1.525   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.949   1.707   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   10   11                                             
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8                                                            
CONECT   10    6                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   24                                             
CONECT   14   13                                                            
CONECT   15   13    5   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   13   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₅

Average Mass

350.4550 Da

Monoisotopic Mass

350.20932 Da

IUPAC Name

(1S,2R,5S,10R,12R,13R,14R)-1,14-dihydroxy-13-(hydroxymethyl)-2,5-dimethyl-8-(propan-2-yl)-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-en-7-one

Traditional Name

(1S,2R,5S,10R,12R,13R,14R)-1,14-dihydroxy-13-(hydroxymethyl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-8-en-7-one

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@H]3O[C@](O)([C@H](O)[C@H]3CO)[C@]1(C)CC[C@@]1(C)CC(=O)C(C(C)C)=C21

InChI Identifier

InChI=1S/C20H30O5/c1-10(2)15-13(22)8-18(3)5-6-19(4)12(16(15)18)7-14-11(9-21)17(23)20(19,24)25-14/h10-12,14,17,21,23-24H,5-9H2,1-4H3/t11-,12+,14+,17+,18-,19+,20+/m0/s1

InChI Key

RXMGVFVRSKUGMN-CSWWXKIHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	qjz@nwafu.edu.cn	Not Available	Not Available	2023-09-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	qjz@nwafu.edu.cn	Not Available	Not Available	2023-09-26	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Cyclic ketone
Secondary alcohol
Ketone
Hemiacetal
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	1.68	ChemAxon
pKa (Strongest Acidic)	10.77	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.97 m³·mol⁻¹	ChemAxon
Polarizability	38.08 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

102221273

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for cyathin O (NP0331839)

MOL for NP0331839 (cyathin O)

3D MOL for NP0331839 (cyathin O)

3D SDF for NP0331839 (cyathin O)

3D-SDF for NP0331839 (cyathin O)

PDB for NP0331839 (cyathin O)

3D PDB for NP0331839 (cyathin O)

SMILES for NP0331839 (cyathin O)

INCHI for NP0331839 (cyathin O)

Structure for NP0331839 (cyathin O)

3D Structure for NP0331839 (cyathin O)