(1R,11S)-11,16,17-trimethoxy-6,8,12-trioxa-22-azapentacyclo[11.9.0.02,10.05,9.014,19]docosa-2(10),3,5(9),14,16,18-hexaene

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	40ed0c03-ce56-4e6c-968e-995324829900
Taxonomy	Alkaloids and derivatives > Rhoeadine alkaloids
IUPAC Name	(1R,11S)-11,16,17-trimethoxy-6,8,12-trioxa-22-azapentacyclo[11.9.0.02,10.05,9.014,19]docosa-2(10),3,5(9),14,16,18-hexaene
SMILES (Canonical)	COC1C2=C(C=CC3=C2OCO3)C4C(O1)C5=CC(=C(C=C5CCN4)OC)OC
SMILES (Isomeric)	CO[C@@H]1C2=C(C=CC3=C2OCO3)[C@@H]4C(O1)C5=CC(=C(C=C5CCN4)OC)OC
InChI	InChI=1S/C21H23NO6/c1-23-15-8-11-6-7-22-18-12-4-5-14-20(27-10-26-14)17(12)21(25-3)28-19(18)13(11)9-16(15)24-2/h4-5,8-9,18-19,21-22H,6-7,10H2,1-3H3/t18-,19?,21+/m1/s1
InChI Key	JEUAVYPZVKRQOZ-DRPMKMPGSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₃NO₆
Molecular Weight	385.40 g/mol
Exact Mass	385.15253745 g/mol
Topological Polar Surface Area (TPSA)	67.40 Å²
XlogP	2.10
Atomic LogP (AlogP)	3.04
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	3

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	+	0.9749	97.49%
Caco-2	+	0.8701	87.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3974	39.74%
OATP2B1 inhibitior	-	0.8740	87.40%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8813	88.13%
P-glycoprotein inhibitior	+	0.8568	85.68%
P-glycoprotein substrate	-	0.5131	51.31%
CYP3A4 substrate	+	0.6216	62.16%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	+	0.6636	66.36%
CYP3A4 inhibition	+	0.6320	63.20%
CYP2C9 inhibition	-	0.6346	63.46%
CYP2C19 inhibition	-	0.5262	52.62%
CYP2D6 inhibition	-	0.5897	58.97%
CYP1A2 inhibition	+	0.5976	59.76%
CYP2C8 inhibition	+	0.5914	59.14%
CYP inhibitory promiscuity	+	0.7118	71.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9523	95.23%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8068	80.68%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4583	45.83%
Acute Oral Toxicity (c)	III	0.5019	50.19%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.7152	71.52%
Thyroid receptor binding	+	0.8281	82.81%
Glucocorticoid receptor binding	+	0.8435	84.35%
Aromatase binding	-	0.6539	65.39%
PPAR gamma	+	0.7304	73.04%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.7956	79.56%

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	96.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.64%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.77%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.37%	96.77%
CHEMBL2535	P11166	Glucose transporter	88.05%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.68%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.41%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.68%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.42%	94.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.17%	100.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.03%	96.39%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.89%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.29%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	82.20%	94.73%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.08%	95.55%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.35%	94.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.10%	93.40%

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.

Papaver somniferum subsp. setigerum