Cannabis Compound Database: Showing Compound Card for Dihydrozeatin (CDB005015)

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Record Information

Version

1.0

Created at

2020-04-17 19:00:36 UTC

Updated at

2020-11-18 16:39:13 UTC

CannabisDB ID

CDB005015

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Dihydrozeatin

Description

Dihydrozeatin belongs to the class of organic compounds known as 6-alkylaminopurines. 6-alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Dihydrozeatin is an extremely weak basic (essentially neutral) compound (based on its pKa). Dihydrozeatin is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol	Kegg
N6-(4-Hydroxyisopentanyl)adenine	Kegg
(2S)-2-Methyl-4-[(7H-purin-6-yl)amino]butan-1-ol	HMDB
2-Methyl-4-(9H-purin-6-ylamino)-1-butanol	HMDB
6-(4-Hydroxy-3-methylbutylamino)purine	HMDB
Dihydrozeatin	HMDB

Chemical Formula

C₁₀H₁₅N₅O

Average Molecular Weight

221.26

Monoisotopic Molecular Weight

221.1277

IUPAC Name

(2S)-2-methyl-4-[(1H-purin-6-yl)amino]butan-1-ol

Traditional Name

(2S)-2-methyl-4-(1H-purin-6-ylamino)butan-1-ol

CAS Registry Number

14742-97-3

SMILES

C[C@H](CO)CCNC1=C2N=CN=C2N=CN1

InChI Identifier

InChI=1S/C10H15N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h5-7,16H,2-4H2,1H3,(H2,11,12,13,14,15)/t7-/m0/s1

InChI Key

XXFACTAYGKKOQB-ZETCQYMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

6-alkylaminopurines

Alternative Parents

Substituents

6-alkylaminopurine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Pyrimidine
Imidolactam
Azole
Imidazole
Heteroaromatic compound
Secondary amine
Azacycle
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physical Properties

State

Solid

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	-0.32	ALOGPS
logP	-0.17	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	6.12	ChemAxon
pKa (Strongest Basic)	0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.68 m³·mol⁻¹	ChemAxon
Polarizability	23.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Dihydrozeatin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-1910000000-2c44d76d8049cce66176	Spectrum
Predicted GC-MS	Dihydrozeatin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-3090000000-d0594621bf682f553f72	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0190000000-9da148fc74bac4927f18	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fri-7970000000-53333ba03fbcad33f9ca	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-9300000000-4d55ebf6ff76a4da8699	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0290000000-d43f39bcfeb4026e1c2d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0089-1950000000-858a4cbec41610397ec6	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053r-4900000000-eb839866d7312665b719	2017-09-01	View Spectrum