Molecule

Tazettine

AlkaPlorer ID: AK000424

Synonym: None

IUPAC Name: (1S,13S,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-13-ol

Structure

SMILES: CO[C@@H]1C=C[C@@]23C4=CC5=C(C=C4CO[C@]2(O)CN(C)[C@H]3C1)OCO5

InChI: InChI=1S/C18H21NO5/c1-19-9-18(20)17(4-3-12(21-2)6-16(17)19)13-7-15-14(22-10-23-15)5-11(13)8-24-18/h3-5,7,12,16,20H,6,8-10H2,1-2H3/t12-,16+,17+,18-/m1/s1

InChIKey: YLWAQARRNQVEHD-PBZHRCKQSA-N

Reference

Isolation of Tazettine and Lycorine from Certain Hymenocallis Species

PubChem CID: 5321780

LOTUS: LTS0121883

SuperNatural Ⅲ: SN0453903-08

NPASS: NPC218614

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Zephyranthes candida	Zephyranthes	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Reticularia lycoperdon	Reticularia	Reticulariaceae	Liceales	Eumycetozoa	Evosea	None	Eukaryota
Crinum asiaticum	Crinum	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ramalina siliquosa	Ramalina	Ramalinaceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Corynandra viscosa	Corynandra	Cleomaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lycoris aurea	Lycoris	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Medicago polymorpha	Medicago	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Leucojum aestivum	Leucojum	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Taxus wallichiana	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Narcissus tazetta	Narcissus	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stachys aegyptiaca	Stachys	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ferula persica	Ferula	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Halocarpus bidwillii	Halocarpus	Podocarpaceae	Araucariales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Crotalaria crispata	Crotalaria	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lycoris radiata	Lycoris	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Atriplex parvifolia	Atriplex	Chenopodiaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hesperocyparis arizonica	Hesperocyparis	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Actaea heracleifolia	Actaea	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ligularia przewalskii	Ligularia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Neorautanenia mitis	Neorautanenia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dryopteris dilatata	Dryopteris	Dryopteridaceae	Polypodiales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Pancratium maritimum	Pancratium	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dalbergia candenatensis	Dalbergia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cyrtanthus falcatus	Cyrtanthus	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Artemisia juncea	Artemisia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sesbania cannabina	Sesbania	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hymenocallis littoralis	Hymenocallis	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Viburnum lantana	Viburnum	Adoxaceae	Dipsacales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Jasminum laurifolium	Jasminum	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ligularia altaica	Ligularia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 331.3680000000001

TPSA？: 60.39

MolLogP？: 1.1607999999999996

Number of H-Donors: 1

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A-431	ED50	11.1	ug ml-1	10.1021/np50098a030
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np3005425
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	Acetylcholinesterase	Ki	nan	None	10.1016/j.bmcl.2010.06.130
Homo sapiens	Aldo-keto-reductase family 1 member C3	IC50	15800.0	nM	10.1021/acs.jmedchem.9b02138
Homo sapiens	Col2	ED50	5.0	ug ml-1	10.1021/np50098a030
Homo sapiens	HepG2	IC50	10000.0	nM	10.1021/np3005425
Homo sapiens	HL-60	IC50	10000.0	nM	10.1021/np3005425
Homo sapiens	HT	ED50	11.8	ug ml-1	10.1021/np50098a030
Homo sapiens	HT-29	IC50	10000.0	nM	10.1021/np3005425
Homo sapiens	K562	IC50	10000.0	nM	10.1021/np3005425
Homo sapiens	KB	ED50	7.3	ug ml-1	10.1021/np50098a030
Homo sapiens	LNCaP	ED50	5.9	ug ml-1	10.1021/np50098a030
Homo sapiens	Lu1	ED50	11.1	ug ml-1	10.1021/np50098a030
Homo sapiens	SK-MEL	IC50	10000.0	nM	10.1021/np9008255
Homo sapiens	SK-MEL-2	ED50	12.9	ug ml-1	10.1021/np50098a030
Homo sapiens	ZR-75-1	ED50	6.9	ug ml-1	10.1021/np50098a030
Mus musculus	B16-F10	IC50	10000.0	nM	10.1021/np9008255
Mus musculus	P388	ED50	1.0	ug ml-1	10.1021/np50098a030
Plasmodium falciparum	Plasmodium falciparum	IC50	5.42	ug.mL-1	10.1016/j.bmc.2009.02.050
Trichomonas vaginalis	Trichomonas vaginalis	Activity	15.0	%	10.1016/j.bmcl.2019.126642
None	NON-PROTEIN TARGET	ED50	20.0	ug ml-1	10.1021/np50098a030
None	NON-PROTEIN TARGET	IC50	10000.0	nM	10.1021/np9008255
None	NON-PROTEIN TARGET	IC50	78000.0	nM	10.1021/np9008255