NP-MRD: Showing NP-Card for 1′′-hydroxy-CBC (NP0332927)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2024-05-02 04:00:50 UTC

Updated at

2024-05-04 00:29:58 UTC

NP-MRD ID

NP0332927

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1′′-hydroxy-CBC

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142306372D          

 24 25  0  0  0  0            999 V2000
   -3.6704    2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4828    2.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    1.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7309    1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332927

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC(O)C1=CC2=C(C=CC(C)(CCC=C(C)C)O2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1/C21H30O3/c1-5-6-9-18(22)16-13-19(23)17-10-12-21(4,24-20(17)14-16)11-7-8-15(2)3/h8,10,12-14,18,22-23H,5-7,9,11H2,1-4H3

> <INCHI_KEY>
QBKCLEYTVLMCTO-UHFFFAOYNA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.468

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.57532433234099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(1-hydroxypentyl)-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-5-ol

> <JCHEM_LOGP>
5.368856883666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.543312052145009

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.228704889748268

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0681929210999606

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
101.11859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7-(1-hydroxypentyl)-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JAN-23         0                                  
HETATM    1  C   UNK     0      -6.851   4.353   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001   5.390   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.861   6.067   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.378   6.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.368   5.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.841   3.708   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.325   3.440   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.831   2.528   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2   13                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    2   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   15   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₃

Average Mass

330.4680 Da

Monoisotopic Mass

330.21949 Da

IUPAC Name

7-(1-hydroxypentyl)-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-5-ol

Traditional Name

7-(1-hydroxypentyl)-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-5-ol

CAS Registry Number

Not Available

SMILES

CCCCC(O)C1=CC2=C(C=CC(C)(CCC=C(C)C)O2)C(O)=C1

InChI Identifier

InChI=1/C21H30O3/c1-5-6-9-18(22)16-13-19(23)17-10-12-21(4,24-20(17)14-16)11-7-8-15(2)3/h8,10,12-14,18,22-23H,5-7,9,11H2,1-4H3

InChI Key

QBKCLEYTVLMCTO-UHFFFAOYNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCL3, experimental)	jdm12@illinois.edu	University of Illinois at Urbana Champaign	Jonathan Maturano	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	jdm12@illinois.edu	University of Illinois at Urbana Champaign	Jonathan Maturano	2024-05-02	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	5.37	ChemAxon
pKa (Strongest Acidic)	9.23	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.12 m³·mol⁻¹	ChemAxon
Polarizability	39.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Roy P, Maturano J, Hasdemir H, Lopez A, Xu F, Hellman J, Tajkhorshid E, Sarlah D, Das A: Elucidating the Mechanism of Metabolism of Cannabichromene by Human Cytochrome P450s. J Nat Prod. 2024 Apr 26;87(4):639-651. doi: 10.1021/acs.jnatprod.3c00336. Epub 2024 Mar 13. [PubMed:38477310 ]

Showing NP-Card for 1′′-hydroxy-CBC (NP0332927)

MOL for NP0332927 (1′′-hydroxy-CBC)

3D MOL for NP0332927 (1′′-hydroxy-CBC)

3D SDF for NP0332927 (1′′-hydroxy-CBC)

3D-SDF for NP0332927 (1′′-hydroxy-CBC)

PDB for NP0332927 (1′′-hydroxy-CBC)

3D PDB for NP0332927 (1′′-hydroxy-CBC)

SMILES for NP0332927 (1′′-hydroxy-CBC)

INCHI for NP0332927 (1′′-hydroxy-CBC)

Structure for NP0332927 (1′′-hydroxy-CBC)

3D Structure for NP0332927 (1′′-hydroxy-CBC)