Senecionine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	af18a431-f6eb-4249-83bc-d55f4f987ddf
Taxonomy	Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name	(1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
SMILES (Canonical)	CC=C1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C
SMILES (Isomeric)	C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O)C
InChI	InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1
InChI Key	HKODIGSRFALUTA-JTLQZVBZSA-N
Popularity	559 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₅NO₅
Molecular Weight	335.40 g/mol
Exact Mass	335.17327290 g/mol
Topological Polar Surface Area (TPSA)	76.10 Å²
XlogP	1.10

Synonyms

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130-01-8

Aureine

Senecionin

12-Hydroxysenecionan-11,16-dione

[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, (3Z,5R,6R,14aR,14bR)-

BO6N1U5YG6

CHEBI:9107

Senecionan-11,16-dione, 12-hydroxy-

(-)-SENECIONINE

NSC-89935

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	28183.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.13%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.23%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.62%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.70%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.22%	82.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.74%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Ajuga parviflora

Castilleja rhexifolia

Crotalaria juncea

Crotalaria micans

Crotalaria naragutensis

Crotalaria trichotoma

Emilia sonchifolia

Erechtites hieraciifolius