Structure Database (LMSD)
Common Name
(-)-beta-Pinene
Systematic Name
Synonyms
3D model of (-)-beta-Pinene
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
(–)-β-Pinene is a bicyclic monoterpene that has been found in various plants, including C. sativa, with antiviral and antidepressive effects.1,2,3 It inhibits infectious bronchitis virus (IBV) replication (IC50 = 1.32 mM) and exhibits a cytotoxic concentration (CC50) value of greater than 10 mM in Vero cells.2 In vivo, (–)-β-pinene (100 mg/kg) decreases immobility time in the forced swim test in mice, an effect that can be reversed by the serotonin (5-HT) receptor subtype 5-HT1A antagonist WAY-100635 .3
This information has been provided by Cayman Chemical
References
1. Yang, Z., Wu, N., Zu, Y., et al. Comparative anti-infectious bronchitis virus (IBV) activity of (−)-pinene: Effect on nucleocapsid (N) protein. Molecules 16(2), 1044-1054 (2011).
2. Guzmán-Gutiérrez, S.L., Bonilla-Jaime, H., Gómez-Cansino, R., et al. Linalool and β-pinene exert their antidepressant-like activity through the monoaminergic pathway. Life Sci. 128, 24-29 (2015).
3. Nigam, M.C., Handa, K.L., Nigam, I.C., et al. Essential oils and their constitutents: XXIX. The essential oil of marihuana: Composition of genuine indian Cannabis sativa L. Can. J. Chem. 43(12), 3372-3376 (1965).
String Representations
InChiKey (Click to copy)
WTARULDDTDQWMU-IUCAKERBSA-N
InChi (Click to copy)
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
SMILES (Click to copy)
[C@@H]12C(=C)CC[C@@H](C1)C2(C)C
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
10
Rings
3
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
150.40
Topological Polar Surface Area
0.00
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
0
logP
3.00
Molar Refractivity
43.75
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Updated at
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