N-Formylcytisine

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	333dd191-07f9-4dfb-8288-f8d3643d0c1c
Taxonomy	Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
IUPAC Name	(1R,9S)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbaldehyde
SMILES (Canonical)	C1C2CN(CC1C3=CC=CC(=O)N3C2)C=O
SMILES (Isomeric)	C1[C@H]2CN(C[C@@H]1C3=CC=CC(=O)N3C2)C=O
InChI	InChI=1S/C12H14N2O2/c15-8-13-5-9-4-10(7-13)11-2-1-3-12(16)14(11)6-9/h1-3,8-10H,4-7H2/t9-,10+/m0/s1
InChI Key	PCYQRXYBKKZUSR-VHSXEESVSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₂H₁₄N₂O₂
Molecular Weight	218.25 g/mol
Exact Mass	218.105527694 g/mol
Topological Polar Surface Area (TPSA)	40.60 Å²
XlogP	0.10
Atomic LogP (AlogP)	0.42
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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(-)-N-Formylcytisine

53007-06-0

(1R,9S)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbaldehyde

(1R,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0?,?]trideca-2,4-diene-11-carbaldehyde

1,5-Methano-2H-pyrido(1,2-a)(1,5)diazocine-3(4H)-carboxaldehyde, 1,5,6,8-tetrahydro-8-oxo-, (1R,5S)-

DTXSID00967487

HY-N7625

6-oxo-7,11-diazatricyclo[7.3.1.0<2,7>]trideca-2,4-diene-11-carbaldehyde

AKOS024282716

MS-23204

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	+	0.9872	98.72%
Caco-2	+	0.8529	85.29%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9504	95.04%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.5023	50.23%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9021	90.21%
P-glycoprotein inhibitior	-	0.9791	97.91%
P-glycoprotein substrate	-	0.7845	78.45%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8458	84.58%
CYP inhibitory promiscuity	+	0.6679	66.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8412	84.12%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5096	50.96%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6724	67.24%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7539	75.39%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	-	0.6843	68.43%
Androgen receptor binding	-	0.5226	52.26%
Thyroid receptor binding	-	0.6650	66.50%
Glucocorticoid receptor binding	-	0.6652	66.52%
Aromatase binding	+	0.5193	51.93%
PPAR gamma	+	0.5465	54.65%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	-	0.6700	67.00%

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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.38%	93.40%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	90.09%	98.33%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.55%	82.69%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.63%	96.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%

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.