1.0 2010-04-08 22:11:22 UTC 2018-05-29 01:13:29 UTC FDB014624 Scirpene-3,4,15-triol Production by Fusarium roseum, Fusarium equiseti and Fusarium sporotrichiella. Mycotoxin 12,13-Epoxy-trichothec-9-ene-3alpha,4beta,15-triol Anguidine deriv scirpentriol Anguidol Scirpene-3,4,15-triol Scirpenetriol Scirpenol Scirpentriol C15H22O5 282.3322 282.146723814 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-10',11'-diol 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-10',11'-diol 2270-41-9 CC1=CC2OC3C(O)C(O)C(C)(C33CO3)C2(CO)CC1 InChI=1S/C15H22O5/c1-8-3-4-14(6-16)9(5-8)20-12-10(17)11(18)13(14,2)15(12)7-19-15/h5,9-12,16-18H,3-4,6-7H2,1-2H3 PXEBOIUZEXXBGH-UHFFFAOYSA-N belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. Trichothecenes Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic heteropolycyclic compounds Cyclic alcohols and derivatives Dialkyl ethers Epoxides Hydrocarbon derivatives Oxacyclic compounds Oxanes Oxepanes Primary alcohols Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Cyclic alcohol Dialkyl ether Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Primary alcohol Secondary alcohol Trichothecene skeleton logp -0.32 ALOGPS logs -0.82 ALOGPS solubility 4.23e+01 g/l ALOGPS melting_point Mp 189-191° logp -0.51 ChemAxon pka_strongest_acidic 12.97 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-10',11'-diol ChemAxon average_mass 282.3322 ChemAxon mono_mass 282.146723814 ChemAxon smiles CC1=CC2OC3C(O)C(O)C(C)(C33CO3)C2(CO)CC1 ChemAxon formula C15H22O5 ChemAxon inchi InChI=1S/C15H22O5/c1-8-3-4-14(6-16)9(5-8)20-12-10(17)11(18)13(14,2)15(12)7-19-15/h5,9-12,16-18H,3-4,6-7H2,1-2H3 ChemAxon inchikey PXEBOIUZEXXBGH-UHFFFAOYSA-N ChemAxon polar_surface_area 82.45 ChemAxon refractivity 70.8 ChemAxon polarizability 29.23 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19305 Specdb::CMs 44598 Specdb::CMs 133675 Specdb::CMs 141409 Specdb::MsMs 51945 Specdb::MsMs 51946 Specdb::MsMs 51947 Specdb::MsMs 145548 Specdb::MsMs 145549 Specdb::MsMs 145550 Specdb::MsMs 2760842 Specdb::MsMs 2760843 Specdb::MsMs 2760844 Specdb::MsMs 2944860 Specdb::MsMs 2944861 Specdb::MsMs 2944862 Specdb::NmrOneD 132798 Specdb::NmrOneD 132799 Specdb::NmrOneD 132800 Specdb::NmrOneD 132801 Specdb::NmrOneD 132802 Specdb::NmrOneD 132803 Specdb::NmrOneD 132804 Specdb::NmrOneD 132805 Specdb::NmrOneD 132806 Specdb::NmrOneD 132807 Specdb::NmrOneD 132808 Specdb::NmrOneD 132809 Specdb::NmrOneD 132810 Specdb::NmrOneD 132811 Specdb::NmrOneD 132812 Specdb::NmrOneD 132813 Specdb::NmrOneD 132814 Specdb::NmrOneD 132815 Specdb::NmrOneD 132816 Specdb::NmrOneD 132817 HMDB35846 #<Reference:0x000055ce32de3ea0>