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Isopetasin

PubChem CID: 5318627

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Compound Synonyms Isopetasin, 469-26-1, S-isopetasin, UNII-D5LUE47SS6, D5LUE47SS6, (+)-ISOPETASIN, [(1R,2R,8aR)-1,8a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,8-tetrahydro-1H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate, ISOPETASYL CIS-2-METHYL-2-BUTENOATE, Eremophila-7(11),9-dien-8-one, 3alpha-hydroxy-, 2-methylcrotonate, (Z)-, 2-BUTENOIC ACID, 2-METHYL-, (1R,2R,8AR)-1,2,3,4,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHYLIDENE)-6-OXO-2-NAPHTHALENYL ESTER, (2Z)-, CHEMBL3291074, Q27276126, EREMOPHILA-7(11),9-DIEN-8-ONE, 3.ALPHA.-HYDROXY-, 2-METHYLCROTONATE, (Z)-, CROTONIC ACID, 2-METHYL-, ESTER WITH 3.ALPHA.-HYDROXYEREMOPHILA-7(11),9-DIEN-8-ONE, (Z)-, CROTONIC ACID, 2-METHYL-, ESTER WITH 3alpha-HYDROXYEREMOPHILA-7(11),9-DIEN-8-ONE, (Z)-
Topological Polar Surface Area 43.4
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 23.0
Isotope Atom Count 0.0
Molecular Complexity 617.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(1R,2R,8aR)-1,8a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,8-tetrahydro-1H-naphthalen-2-yl] (Z)-2-methylbut-2-enoate
Nih Violation False
Prediction Hob 1.0
Xlogp 4.5
Is Pains False
Molecular Formula C20H28O3
Prediction Swissadme 1.0
Inchi Key OFDHBFFGRFCQOW-KSEJUSODSA-N
Fcsp3 0.6
Rotatable Bond Count 3.0
Compound Name Isopetasin
Prediction Hob Swissadme 1.0
Exact Mass 316.204
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 316.204
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 316.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Esol -4.4704342
Inchi InChI=1S/C20H28O3/c1-7-13(4)19(22)23-18-9-8-15-10-17(21)16(12(2)3)11-20(15,6)14(18)5/h7,10,14,18H,8-9,11H2,1-6H3/b13-7-/t14-,18+,20+/m0/s1
Smiles C/C=C(/C)\C(=O)O[C@@H]1CCC2=CC(=O)C(=C(C)C)C[C@@]2([C@H]1C)C
Defined Bond Stereocenter Count 1.0