Cassythicine

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	65daceb7-5917-4b15-a785-9eff91c738cc
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-16-ol
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=CC(=C(C=C54)OC)O)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC(=C(C=C54)OC)O)OCO3
InChI	InChI=1S/C19H19NO4/c1-20-4-3-10-7-16-19(24-9-23-16)18-12-8-15(22-2)14(21)6-11(12)5-13(20)17(10)18/h6-8,13,21H,3-5,9H2,1-2H3/t13-/m0/s1
InChI Key	MPWZJVCAMFAIGV-ZDUSSCGKSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₉NO₄
Molecular Weight	325.40 g/mol
Exact Mass	325.13140809 g/mol
Topological Polar Surface Area (TPSA)	51.20 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.88
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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(+)-Cassythicine

5890-28-8

CHEBI:17

N-Methylactinodaphnine

(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-16-ol

C09389

CHEMBL464528

DTXSID20331767

NSC785178

AKOS032948670

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	+	0.8761	87.61%
Caco-2	+	0.8670	86.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4777	47.77%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6748	67.48%
P-glycoprotein inhibitior	-	0.9191	91.91%
P-glycoprotein substrate	-	0.7488	74.88%
CYP3A4 substrate	+	0.6162	61.62%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.5206	52.06%
CYP2C9 inhibition	-	0.8888	88.88%
CYP2C19 inhibition	+	0.5220	52.20%
CYP2D6 inhibition	+	0.7662	76.62%
CYP1A2 inhibition	+	0.5518	55.18%
CYP2C8 inhibition	-	0.7635	76.35%
CYP inhibitory promiscuity	-	0.6377	63.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9543	95.43%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3795	37.95%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8031	80.31%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7735	77.35%
Acute Oral Toxicity (c)	III	0.7168	71.68%
Estrogen receptor binding	+	0.6744	67.44%
Androgen receptor binding	-	0.5884	58.84%
Thyroid receptor binding	-	0.5134	51.34%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	-	0.5199	51.99%
PPAR gamma	+	0.7890	78.90%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9271	92.71%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.34%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.07%	91.79%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.32%	82.67%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.25%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.14%	93.40%
CHEMBL217	P14416	Dopamine D2 receptor	90.88%	95.62%
CHEMBL3438	Q05513	Protein kinase C zeta	90.88%	88.48%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.98%	96.86%
CHEMBL261	P00915	Carbonic anhydrase I	89.19%	96.76%
CHEMBL4208	P20618	Proteasome component C5	89.18%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.14%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	88.39%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.13%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.70%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.64%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.19%	82.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.18%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.19%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	84.55%	95.12%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.79%	91.03%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.48%	90.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.98%	89.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.40%	93.99%
CHEMBL2535	P11166	Glucose transporter	81.02%	98.75%

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.

Annona glabra

Avena fatua

Beilschmiedia kunstleri