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(3Z)-8a-hydroxy-8,8-dimethyl-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylidene]-5,6,7,8b-tetrahydro-3aH-indeno[1,2-b]furan-2-one

PubChem CID: 131753126

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Topological Polar Surface Area 82.1
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 25.0
Description Isolated from the roots of Vigna unguiculata (genuine host plant for Alectra subspecies) Strigolactones are plant hormones that have been implicated in inhibition of shoot branching. Strigolactones are carotenoid-derived and trigger germination of parasitic plant seeds (for example striga from which they gained their name) and stimulate symbiotic mycorrhizal fungi. Strigolactones contain a labile ether bond that is easily hydrolysed in the rhizosphere meaning that there is a large concentration gradient between areas near the root and those further away. Alectrol is found in pulses and cowpea.
Isotope Atom Count 0.0
Molecular Complexity 743.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (3Z)-8a-hydroxy-8,8-dimethyl-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylidene]-5,6,7,8b-tetrahydro-3aH-indeno[1,2-b]furan-2-one
Nih Violation False
Class Lactones
Xlogp 2.0
Superclass Organoheterocyclic compounds
Is Pains False
Subclass Gamma butyrolactones
Molecular Formula C19H22O6
Inchi Key FIKOOQXJBAJJSE-LCYFTJDESA-N
Rotatable Bond Count 2.0
Synonyms Alectrol
Substituent Name Gamma butyrolactone, 2-furanone, Vinylogous ester, Alpha,beta-unsaturated carboxylic ester, Enoate ester, Tertiary alcohol, Oxolane, Dihydrofuran, Cyclic alcohol, Carboxylic acid ester, Oxacycle, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Acetal, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic heteropolycyclic compound
Compound Name (3Z)-8a-hydroxy-8,8-dimethyl-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylidene]-5,6,7,8b-tetrahydro-3aH-indeno[1,2-b]furan-2-one
Kingdom Organic compounds
Exact Mass 346.142
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 346.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 346.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic heteropolycyclic compounds
Inchi InChI=1S/C19H22O6/c1-10-7-14(24-16(10)20)23-9-13-12-8-11-5-4-6-18(2,3)19(11,22)15(12)25-17(13)21/h7-9,12,14-15,22H,4-6H2,1-3H3/b13-9-
Smiles CC1=CC(OC1=O)O/C=C\2/C3C=C4CCCC(C4(C3OC2=O)O)(C)C
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Gamma butyrolactones

  • 1. Outgoing r'ship FOUND_IN to/from Vigna Unguiculata (Plant) Rel Props:Source_db:fooddb_chem_all