NP-MRD: Showing NP-Card for CBC (NP0332915)

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Record Information

Version

2.0

Created at

2024-05-02 03:24:11 UTC

Updated at

2024-09-03 04:20:39 UTC

NP-MRD ID

NP0332915

Natural Product DOI

https://doi.org/10.57994/2196

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CBC

Description

CBC belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. CBC was first documented in 2024 (PMID: 39309786). Based on a literature review a significant number of articles have been published on CBC (PMID: 39305173) (PMID: 39303956) (PMID: 39295309) (PMID: 39294659) (PMID: 38477310).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01142306012D          

 23 24  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
    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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332915

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1=CC2=C(C=CC(C)(CCC=C(C)C)O2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1/C21H30O2/c1-5-6-7-10-17-14-19(22)18-11-13-21(4,23-20(18)15-17)12-8-9-16(2)3/h9,11,13-15,22H,5-8,10,12H2,1-4H3

> <INCHI_KEY>
UVOLYTDXHDXWJU-UHFFFAOYNA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.469

> <EXACT_MASS>
314.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.73694726177885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
6.599667950666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.466670918233351

> <JCHEM_PKA_STRONGEST_BASIC>
-4.914895724333238

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
99.6031

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
cannabichromene

> <JCHEM_VEBER_RULE>
1

$$$$

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  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  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   22                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   15   22                                                       
CONECT   22   21   12   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₂

Average Mass

314.4690 Da

Monoisotopic Mass

314.22458 Da

IUPAC Name

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

Traditional Name

cannabichromene

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC2=C(C=CC(C)(CCC=C(C)C)O2)C(O)=C1

InChI Identifier

InChI=1/C21H30O2/c1-5-6-7-10-17-14-19(22)18-11-13-21(4,23-20(18)15-17)12-8-9-16(2)3/h9,11,13-15,22H,5-8,10,12H2,1-4H3

InChI Key

UVOLYTDXHDXWJU-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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.353089661, CDCl₃, simulated)	jdm12@illinois.edu	University of Illinois at Urbana Champaign	Jonathan Maturano	2024-05-02	View Spectrum

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzopyran (CHEBI:3357 )
Cannabinoids (C08998 )
a cannabinoid (CPD-7174 )

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	6.6	ChemAxon
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	99.6 m³·mol⁻¹	ChemAxon
Polarizability	38.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

C00002419

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

CBC

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin X, Lin R, Lin H, Zhang B, Cheng F, Su Y: Sex- and age-based reference intervals for capillary complete blood count parameters among urban preschoolers in southeast China based on a large community population. Heliyon. 2024 Aug 29;10(18):e37023. doi: 10.1016/j.heliyon.2024.e37023. eCollection 2024 Sep 30. [PubMed:39309786 ]
Carmezim S, Rojo-Solis C, Valls M, Alvaro T, Alvarez R, Marcos R: Immune-mediated hemolytic anemia in a bottlenose dolphin: Case report and literature review. J Vet Diagn Invest. 2024 Sep 21:10406387241276032. doi: 10.1177/10406387241276032. [PubMed:39305173 ]
Amini R, Mosadegh M, Ansari N, Banaye Golrizi M, Bashirian S, Erfani Y, Khazaei S, Azizi Jalilian F: Prognostic value of serum amyloid A protein as a biomarker in the diagnosis of 2019 novel coronavirus disease (COVID-19). Microb Pathog. 2024 Sep 18;196:106954. doi: 10.1016/j.micpath.2024.106954. [PubMed:39303956 ]
Friis-Hansen L, Bjorck PJ, Hartvig D, Andresen S, Nielsen BH, Hansen C, Nistrup A, Hundewadt K, Hollander NH: Home self-testing of complete blood counts in patients with breast cancer during chemotherapy: A proof-of-concept cohort study in e-oncology. Acta Oncol. 2024 Sep 18;63:718-727. doi: 10.2340/1651-226X.2024.41050. [PubMed:39295309 ]
Madkour S, Mostafa MG, El-Kady H: The assessment of pentraxin 3: a diagnostic and prognostic biomarker in lower respiratory tract infections in children. Ital J Pediatr. 2024 Sep 18;50(1):182. doi: 10.1186/s13052-024-01735-5. [PubMed:39294659 ]
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 CBC (NP0332915)

MOL for NP0332915 (CBC)

3D MOL for NP0332915 (CBC)

3D SDF for NP0332915 (CBC)

3D-SDF for NP0332915 (CBC)

PDB for NP0332915 (CBC)

3D PDB for NP0332915 (CBC)

SMILES for NP0332915 (CBC)

INCHI for NP0332915 (CBC)

Structure for NP0332915 (CBC)

3D Structure for NP0332915 (CBC)