NP-MRD: Showing NP-Card for Delta-6-iso-CBD (NP0332907)

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Record Information

Version

2.0

Created at

2024-05-02 00:35:33 UTC

Updated at

2024-09-03 04:20:38 UTC

NP-MRD ID

NP0332907

Natural Product DOI

https://doi.org/10.57994/2188

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delta-6-iso-CBD

Description

Delta-6-iso-CBD was first documented in 2024 (PMID: 38427968).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533005111518002D          

 25 26  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -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
    2.8578   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7157   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0012   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8019   -4.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 14  2  2  0  0  0  0
 14  3  1  0  0  0  0
 15  4  1  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  1  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 18 21  1  6  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 17 24  1  6  0  0  0
 18 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0332907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CC=C(C)C[C@@]1([H])C1=C(O)C=C(CCCCC)C=C1O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9,12-13,17-18,22-23H,2,5-8,10-11H2,1,3-4H3/t17-,18+/m0/s1

> <INCHI_KEY>
ZTGXAWYVTLUPDT-ZWKOTPCHSA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.469

> <EXACT_MASS>
314.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.419195456400644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]-5-pentylbenzene-1,3-diol

> <ALOGPS_LOGP>
6.45

> <JCHEM_LOGP>
6.325201126666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.145829219981627

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.804924830206351

> <JCHEM_PKA_STRONGEST_BASIC>
-5.421997688709042

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
98.53089999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cannabidiol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-MAY-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.097  -8.946   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      10.669 -10.780   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.336  -8.470   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   16                                                       
CONECT    9   10   15                                                       
CONECT   10    9   17                                                       
CONECT   11   15   18                                                       
CONECT   12   16   19                                                       
CONECT   13   16   20                                                       
CONECT   14    2    3   17                                                  
CONECT   15    4    9   11                                                  
CONECT   16    8   12   13                                                  
CONECT   17   10   14   18   24                                             
CONECT   18   11   17   21   25                                             
CONECT   19   12   21   22                                                  
CONECT   20   13   21   23                                                  
CONECT   21   18   19   20                                                  
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₂

Average Mass

314.4690 Da

Monoisotopic Mass

314.22458 Da

IUPAC Name

2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]-5-pentylbenzene-1,3-diol

Traditional Name

cannabidiol

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC=C(C)C[C@@]1([H])C1=C(O)C=C(CCCCC)C=C1O)C(C)=C

InChI Identifier

InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9,12-13,17-18,22-23H,2,5-8,10-11H2,1,3-4H3/t17-,18+/m0/s1

InChI Key

ZTGXAWYVTLUPDT-ZWKOTPCHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl3, experimental)	alessio.porta@unipv.it	University of Pavia	Alessio Porta	2024-05-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, CDCl3, experimental)	alessio.porta@unipv.it	University of Pavia	Alessio Porta	2024-05-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Moorena sp.		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	6.45	ALOGPS
logP	6.33	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.8	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.53 m³·mol⁻¹	ChemAxon
Polarizability	38.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB09061

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24593618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cannabidiol

METLIN ID

Not Available

PubChem Compound

60209648

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Delta-6-iso-CBD (NP0332907)

MOL for NP0332907 (Delta-6-iso-CBD)

3D MOL for NP0332907 (Delta-6-iso-CBD)

3D SDF for NP0332907 (Delta-6-iso-CBD)

3D-SDF for NP0332907 (Delta-6-iso-CBD)

PDB for NP0332907 (Delta-6-iso-CBD)

3D PDB for NP0332907 (Delta-6-iso-CBD)

SMILES for NP0332907 (Delta-6-iso-CBD)

INCHI for NP0332907 (Delta-6-iso-CBD)

Structure for NP0332907 (Delta-6-iso-CBD)

3D Structure for NP0332907 (Delta-6-iso-CBD)