Dehydroglaucine

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	c8a652c0-1d96-4fc3-835d-767f0ce9d8fc
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	4,5,15,16-tetramethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene
SMILES (Canonical)	CN1CCC2=CC(=C(C3=C4C=C(C(=CC4=CC1=C23)OC)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=CC(=C(C3=C4C=C(C(=CC4=CC1=C23)OC)OC)OC)OC
InChI	InChI=1S/C21H23NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h8-11H,6-7H2,1-5H3
InChI Key	RZUHGAKUNBFQJS-UHFFFAOYSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₃NO₄
Molecular Weight	353.40 g/mol
Exact Mass	353.16270821 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	4.50
Atomic LogP (AlogP)	4.02
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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22212-26-6

Didehydroglaucine

TNP00164

4,5,15,16-tetramethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene

4H-Dibenzo(de,g)quinoline, 5,6-dihydro-1,2,9,10-tetramethoxy-6-methyl-

5,6-Dihydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline

HMS1544E04

TimTec1_003612

CHEMBL1412163

SCHEMBL14029309

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	+	0.9540	95.40%
Caco-2	+	0.9340	93.40%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3892	38.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7819	78.19%
P-glycoprotein inhibitior	+	0.6252	62.52%
P-glycoprotein substrate	-	0.5396	53.96%
CYP3A4 substrate	+	0.5382	53.82%
CYP2C9 substrate	+	0.7753	77.53%
CYP2D6 substrate	+	0.7550	75.50%
CYP3A4 inhibition	+	0.7381	73.81%
CYP2C9 inhibition	+	0.6549	65.49%
CYP2C19 inhibition	+	0.6931	69.31%
CYP2D6 inhibition	+	0.8932	89.32%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.7433	74.33%
CYP inhibitory promiscuity	-	0.8322	83.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6236	62.36%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8501	85.01%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7130	71.30%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9147	91.47%
Acute Oral Toxicity (c)	III	0.8416	84.16%
Estrogen receptor binding	+	0.8832	88.32%
Androgen receptor binding	+	0.5506	55.06%
Thyroid receptor binding	+	0.7347	73.47%
Glucocorticoid receptor binding	+	0.8186	81.86%
Aromatase binding	+	0.7201	72.01%
PPAR gamma	+	0.6601	66.01%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.7696	76.96%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	25118.9 nM	Potency	via CMAUP
CHEMBL2524	P06280	Alpha-galactosidase A	44668.4 nM	Potency	via CMAUP
CHEMBL3687	P18054	Arachidonate 12-lipoxygenase	35481.3 nM	Potency	via CMAUP
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	11220.2 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	3981.1 nM	Potency	via CMAUP
CHEMBL4801	P29466	Caspase-1	12589.3 nM	Potency	via CMAUP
CHEMBL3468	P55210	Caspase-7	31622.8 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	31622.8 nM 31622.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	50.1 nM	Potency	via CMAUP
CHEMBL3397	P11712	Cytochrome P450 2C9	794.3 nM	Potency	via CMAUP
CHEMBL289	P10635	Cytochrome P450 2D6	3981.1 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	3981.1 nM 3981.1 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM 25118.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	25118.9 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	10000 nM 12589.3 nM 19952.6 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	6309.6 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39810.7 nM 39810.7 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	28183.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.46%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.02%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	92.81%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	91.23%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	90.16%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	89.01%	92.98%
CHEMBL4208	P20618	Proteasome component C5	88.28%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.41%	98.75%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.68%	92.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.49%	90.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.23%	93.65%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.80%	89.62%

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.

Corydalis solida

Corydalis turtschaninovii

Corydalis yanhusuo

Glaucium flavum

Liriodendron tulipifera

Ocotea gomezii

Papaver pilosum

Papaver pilosum subsp. sparsipilosum

Sarcocapnos enneaphylla

Sarcocapnos enneaphylla subsp. saetabensis

Thalictrum ichangense

Zingiber officinale