Compound: JERVINE
SMILES: O=C1C2=C([C@@]3(O[C@@H]4C[C@H](C)CN[C@H]4[C@H]3C)CC[C@H]2[C@H]5[C@H]1[C@@]6(C(=CC5)C[C@@H](O)CC6)C)C
InChIKey: CLEXYFLHGFJONT-DNMILWOZSA-N
Synonyms: JERVINE, 469-59-0, Jerwiny, jervin, 19V3ECX465, NSC-7520, NSC-23898, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one, DTXSID70895026, Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3beta,23beta)-, Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10, 11B-tetramethyl-, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-spiro(1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo(a)fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo(3,2-b)pyridine)-11-one, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro(1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo(a)fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo(3,2-b)pyridine)-11-one, RefChem:150468, DTXCID701324585, 17,23 beta-epoxy-3 beta-hydroxyveratraman-11-one, (1'S,2R,2'R,3R,3aS,5'S,6S,7aR,10'S,11'S)-5'-hydroxy-2',3,6,15'-tetramethyl-3a,4,5,6,7,7a-hexahydro-3H-spiro(furo(3,2-b)pyridine-2,14'-tetracyclo(8.7.0.02,7.011,16)heptadecane)-7',15'-dien-17'-one, 207-417-9, 11-Ketocyclopamine, Jerwiny [Polish], MFCD01684066, CHEMBL186779, NSC23898, C27H39NO3, HSDB 3502, Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3-beta,23-beta)-, NSC7520, NSC 7520, EINECS 207-417-9, BRN 0059109, UNII-19V3ECX465, Veratraman-11-one,23-epoxy-3-hydroxy-, (3.beta.,23.beta.)-, Jervine?, WLN: L D6 B566 CV FX DU LUTJ A1 E1 OQ F-& CT56 BOX FMTJ D1 H1, 17,23beta-Epoxy-3beta-hydroxyveratraman-11-one, Spiro[9H-benzo[a]fluorene-9,2-b]-pyridin]-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-, Jervine (Standard), JervineJerwiny [Polish], JERVINE [HSDB], JERVINE [MI], SCHEMBL61568, 4-27-00-03590 (Beilstein Handbook Reference), CHEBI:6088, orb1304279, orb3140669, Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3.beta.,23.beta.)-, HY-N0836R, GLXC-02574, EX-A4773, HY-N0836, MSK20550, BDBM50170645, HB3083, Jervine, >=98% (HPLC), powder, s4747, AKOS025405251, CCG-208226, EBC-616920, FJ24747, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethyl-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3'H-spiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one, AC-33966, BS-17082, DA-54523, Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy- 3',6',10,11b-tetramethyl-, J0009, NS00009537, Q3278036, (3?,23?)-17,23-Epoxy-3-hydroxyveratraman-11-one, (3beta,23beta)-17,23-Epoxy-3-hydroxyveratraman-11-one, (22S,23R)-3beta-Hydroxy-17beta-17,23-epoxyveratraman-11-one, (3S,3'R,3'AS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethyl-spiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexah, (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one, 5''-hydroxy-2'',3,6,15''-tetramethyl-(1''S,2''R,2''R,3R,3aS,5''S,6S,7aR,10''S,11''S)-spiro[perhydrofuro[3,2-b]pyridine-2,14''-tetracyclo[8.7.0.02,7.011,16]heptadeca-7'',15''-diene]-17''-one, SPIRO(9H-BENZO(A)FLUORENE-9,2'(3'H)-FURO(3,2-B)PYRIDIN)-11(1H)-ONE, 2,3,3'A,4,4',5',6,6',6A,6B,7,7',7'A,8,11A,11B-HEXADECAHYDRO-3-HYDROXY-3',6',10,11B-TETRAMETHYL-, (2'R,3S,3'R,3'AS,6'S,6AS,6BS,7'AR,11AS,11BR)-
Theoretical properties:
molecular_formula: C27H39NO3
molecular_weight: 425.6 g/mol
exact_mass: 425.29299411 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 31
topological_polar_surface_area: 58.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: NEEDLES FROM METHANOL + WATER
color: NEEDLES FROM METHANOL + WATER
melting_point: 243.5-244.5 °C
solubility: SOL IN ALCOHOL, ACETONE, CHLOROFORM
Descriptions:
pubchem: Jervine is a member of piperidines.
chembl: JERVINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Jervine is a steroidal alkaloid with molecular formula C27H39NO3 which is derived from the plant genus Veratrum. Similar to cyclopamine, which also occurs in the genus Veratrum, it is a teratogen implicated in birth defects when consumed by animals during a certain period of their gestation.