Glaudine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	e1945b1e-1de7-4da5-b6ce-62175177087d
Taxonomy	Alkaloids and derivatives > Rhoeadine alkaloids
IUPAC Name	11,16,17-trimethoxy-22-methyl-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)	CN1CCC2=CC(=C(C=C2C3C1C4=C(C(O3)OC)C5=C(C=C4)OCO5)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C=C2C3C1C4=C(C(O3)OC)C5=C(C=C4)OCO5)OC)OC
InChI	InChI=1S/C22H25NO6/c1-23-8-7-12-9-16(24-2)17(25-3)10-14(12)20-19(23)13-5-6-15-21(28-11-27-15)18(13)22(26-4)29-20/h5-6,9-10,19-20,22H,7-8,11H2,1-4H3
InChI Key	STJFYCWYHROASW-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₂H₂₅NO₆
Molecular Weight	399.40 g/mol
Exact Mass	399.16818752 g/mol
Topological Polar Surface Area (TPSA)	58.60 Å²
XlogP	2.50
Atomic LogP (AlogP)	3.38
H-Bond Acceptor	7
H-Bond Donor	0
Rotatable Bonds	3

Synonyms

Top

Oreodine

(+)-Oreodine

N-Methylpapaverrubine B

O,N-Dimethylporphyroxine

O,N-Dimethylpapaverrubine D

CHEBI:191803

STJFYCWYHROASW-UHFFFAOYSA-N

1,3-Dioxolo[7,8][2]benzopyrano[3,4-a][3]benzazepine, rheadan deriv.

Rheadan, 2,3,8-trimethoxy-16-methyl-10,11-[methylenebis(oxy)]-, (8.beta.)-

10,11,14-Trimethoxy-6-methyl-5b,6,7,8,12b,14-hexahydro[1,3]dioxolo[4',5':7,8]isochromeno[3,4-a][3]benzazepine #

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8929	89.29%
Caco-2	+	0.9153	91.53%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5718	57.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8528	85.28%
P-glycoprotein inhibitior	+	0.8699	86.99%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6536	65.36%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.5290	52.90%
CYP2C9 inhibition	+	0.5904	59.04%
CYP2C19 inhibition	+	0.7110	71.10%
CYP2D6 inhibition	-	0.7210	72.10%
CYP1A2 inhibition	-	0.8300	83.00%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.5751	57.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5646	56.46%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9712	97.12%
Skin irritation	-	0.7925	79.25%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6970	69.70%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7211	72.11%
Acute Oral Toxicity (c)	III	0.7263	72.63%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.6407	64.07%
Thyroid receptor binding	+	0.6842	68.42%
Glucocorticoid receptor binding	+	0.8805	88.05%
Aromatase binding	-	0.6706	67.06%
PPAR gamma	+	0.6722	67.22%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.7230	72.30%

Targets

Top

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	98.40%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.30%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.02%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.92%	93.99%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.78%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.70%	82.67%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	90.19%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.03%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.00%	92.62%
CHEMBL2056	P21728	Dopamine D1 receptor	88.75%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.73%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.05%	90.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.87%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.72%	96.86%
CHEMBL261	P00915	Carbonic anhydrase I	84.94%	96.76%
CHEMBL2535	P11166	Glucose transporter	84.18%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.16%	96.39%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.98%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.82%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.76%	94.00%
CHEMBL3820	P35557	Hexokinase type IV	82.62%	91.96%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.54%	95.78%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.96%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.91%	82.38%
CHEMBL4208	P20618	Proteasome component C5	80.33%	90.00%

Plants that contains it

Top

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 armeniacum

Papaver glaucum

Papaver persicum subsp. tauricola

Papaver rhoeas