(1S,11R,13R,16S,18S)-11,18-dimethoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraene

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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	7a0b40fc-a4c7-4909-b3c4-fa87de983d3e
Taxonomy	Alkaloids and derivatives > Amaryllidaceae alkaloids > Tazettine-type amaryllidaceae alkaloids
IUPAC Name	(1S,11R,13R,16S,18S)-11,18-dimethoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraene
SMILES (Canonical)	CN1CC2C3(C1CC(C=C3)OC)C4=CC5=C(C=C4C(O2)OC)OCO5
SMILES (Isomeric)	CN1C[C@H]2[C@]3([C@@H]1C[C@@H](C=C3)OC)C4=CC5=C(C=C4[C@@H](O2)OC)OCO5
InChI	InChI=1S/C19H23NO5/c1-20-9-17-19(5-4-11(21-2)6-16(19)20)13-8-15-14(23-10-24-15)7-12(13)18(22-3)25-17/h4-5,7-8,11,16-18H,6,9-10H2,1-3H3/t11-,16+,17+,18-,19+/m1/s1
InChI Key	MWGLYQGPZVUKHO-HVEWUWHJSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₃NO₅
Molecular Weight	345.40 g/mol
Exact Mass	345.15762283 g/mol
Topological Polar Surface Area (TPSA)	49.40 Å²
XlogP	1.80
Atomic LogP (AlogP)	1.99
H-Bond Acceptor	6
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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There are no found synonyms.

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	+	0.9518	95.18%
Caco-2	+	0.8851	88.51%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5438	54.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	-	0.6272	62.72%
P-glycoprotein substrate	+	0.5276	52.76%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	0.6221	62.21%
CYP2D6 substrate	+	0.4829	48.29%
CYP3A4 inhibition	-	0.7724	77.24%
CYP2C9 inhibition	-	0.8999	89.99%
CYP2C19 inhibition	+	0.5789	57.89%
CYP2D6 inhibition	+	0.6527	65.27%
CYP1A2 inhibition	-	0.7652	76.52%
CYP2C8 inhibition	-	0.8399	83.99%
CYP inhibitory promiscuity	+	0.5129	51.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5134	51.34%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9757	97.57%
Skin irritation	-	0.8045	80.45%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8971	89.71%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.8140	81.40%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.7376	73.76%
Estrogen receptor binding	+	0.7270	72.70%
Androgen receptor binding	+	0.6888	68.88%
Thyroid receptor binding	+	0.7131	71.31%
Glucocorticoid receptor binding	+	0.7229	72.29%
Aromatase binding	+	0.5899	58.99%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.7432	74.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8690	86.90%

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.01%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.98%	96.77%
CHEMBL230	P35354	Cyclooxygenase-2	96.11%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.96%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.59%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.15%	85.14%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.59%	80.96%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.26%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.96%	96.39%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.42%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.79%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.33%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.42%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.24%	100.00%

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.