Seneciphylline

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	ccc8b697-943e-4a42-b60f-f2bd10068daf
Taxonomy	Alkaloids and derivatives
IUPAC Name	(1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C18H23NO5/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/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
InChI Key	FCEVNJIUIMLVML-QPSVUOIXSA-N
Popularity	306 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₃NO₅
Molecular Weight	333.40 g/mol
Exact Mass	333.15762283 g/mol
Topological Polar Surface Area (TPSA)	76.10 Å²
XlogP	0.70
Atomic LogP (AlogP)	1.11
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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480-81-9

Seneciphyllin

Jacodine

NSC30622

CHEBI:9108

13,19-Didehydro-12-hydroxysenecionan-11,16-dione

MLS000737616

[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-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-

0ZYZ9L5454

NSC-30622

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 (%)
Human Intestinal Absorption	+	0.8984	89.84%
Caco-2	+	0.5596	55.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6198	61.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7022	70.22%
P-glycoprotein inhibitior	-	0.8412	84.12%
P-glycoprotein substrate	-	0.6452	64.52%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7791	77.91%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8392	83.92%
CYP inhibitory promiscuity	-	0.9849	98.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.6682	66.82%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.7252	72.52%
Skin corrosion	-	0.8967	89.67%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4895	48.95%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8172	81.72%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7926	79.26%
Acute Oral Toxicity (c)	II	0.7302	73.02%
Estrogen receptor binding	-	0.7420	74.20%
Androgen receptor binding	+	0.5637	56.37%
Thyroid receptor binding	-	0.6084	60.84%
Glucocorticoid receptor binding	+	0.6935	69.35%
Aromatase binding	-	0.5656	56.56%
PPAR gamma	-	0.6173	61.73%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8374	83.74%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.80%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.57%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.65%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.32%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.85%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.84%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.84%	93.40%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.61%	96.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.34%	82.38%

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.

Adenostyles alliariae

Adenostyles alpina subsp. alpina

Caucasalia macrophylla

Crotalaria juncea

Jacobaea argunensis

Jacobaea maritima subsp. maritima