1.0 2010-04-08 22:04:39 UTC 2025-11-18 22:20:38 UTC FDB000638 Cannithrene 2 Cannithrene-2, is one of two isomers of cannithrene (the other being canninthrene-1). It belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivatives where at least one ring carbon-carbon double bond has been reduced via hydrogenation. Phenanthrenes are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzenes. Hydrophenanthrenes in Cannabis are structurally derived from stilbenoids, which have undergone an additional cyclazation reaction to yield the phenanthrene skeleton. Cannithrene 1 and 2 were the first two dihydrophenanthrenes isolated from Cannabis (PMID: 28799497). Cannithrene 2 is a hydrophobic, neutral compound that is insoluble in water. So far, no biological activity has been associated with cannithrene 2. Cannithrene 2 is one of the non-cannabinoid compounds that have been identified in cannabis plants (https://doi.org/10.1007/978-1-59259-947-9_2). 4,5-Dihydroxy-3,7-dimethoxy-9,10-dihydrophenanthrene 9,10-Dihydro-2,6-dimethoxy-4,5-phenanthrenediol, 9CI 9,10-Dihydro-4,5-dihydroxy-2,6-dimethoxyphenanthrene Cannithrene 2 C16H16O4 272.2958 272.104859 2,6-dimethoxy-9,10-dihydrophenanthrene-4,5-diol 2,6-dimethoxy-9,10-dihydrophenanthrene-4,5-diol 83016-16-4 COC1=CC2=C(C(O)=C1)C1=C(CC2)C=CC(OC)=C1O InChI=1S/C16H16O4/c1-19-11-7-10-4-3-9-5-6-13(20-2)16(18)15(9)14(10)12(17)8-11/h5-8,17-18H,3-4H2,1-2H3 JOPGVVOTXYNMIS-UHFFFAOYSA-N belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Hydrophenanthrenes Organic compounds Benzenoids Phenanthrenes and derivatives Hydrophenanthrenes Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Hydrocarbon derivatives Naphthols and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 1-naphthol Alkyl aryl ether Anisole Aromatic homopolycyclic compound Ether Hydrocarbon derivative Hydrophenanthrene Naphthalene Organic oxygen compound Organooxygen compound logp 2.85 ALOGPS logs -3.54 ALOGPS solubility 7.93e-02 g/l ALOGPS melting_point Mp 170-172° logp 3.26 ChemAxon pka_strongest_acidic 8.92 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 2,6-dimethoxy-9,10-dihydrophenanthrene-4,5-diol ChemAxon average_mass 272.2958 ChemAxon mono_mass 272.104859 ChemAxon smiles COC1=CC2=C(C(O)=C1)C1=C(CC2)C=CC(OC)=C1O ChemAxon formula C16H16O4 ChemAxon inchi InChI=1S/C16H16O4/c1-19-11-7-10-4-3-9-5-6-13(20-2)16(18)15(9)14(10)12(17)8-11/h5-8,17-18H,3-4H2,1-2H3 ChemAxon inchikey JOPGVVOTXYNMIS-UHFFFAOYSA-N ChemAxon polar_surface_area 58.92 ChemAxon refractivity 76.36 ChemAxon polarizability 28.92 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 103222 Specdb::CMs 103223 Specdb::CMs 103224 Specdb::MsMs 55266 Specdb::MsMs 55267 Specdb::MsMs 55268 Specdb::MsMs 110382 Specdb::MsMs 110383 Specdb::MsMs 110384 Specdb::MsMs 3597151 Specdb::MsMs 3597152 Specdb::MsMs 3597153 Specdb::MsMs 3597154 Specdb::MsMs 3597155 Specdb::MsMs 3597156 Black crowberry Type 1 specific Empetrum nigrum 191066