Dihydrochelerythrine

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	65545786-22ca-4057-8825-7de1cac04638
Taxonomy	Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name	1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
SMILES (Canonical)	CN1CC2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5
SMILES (Isomeric)	CN1CC2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5
InChI	InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3
InChI Key	ALZAZMCIBRHMFF-UHFFFAOYSA-N
Popularity	23 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₉NO₄
Molecular Weight	349.40 g/mol
Exact Mass	349.13140809 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	4.20
Atomic LogP (AlogP)	4.20
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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6880-91-7

12,13-Dihydrochelerythrine

1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine

1,2-Dimethoxy-12-methyl-12,13-dihydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine

(1,3)Benzodioxolo(5,6-c)phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-

3arw

3as1

CHEMBL400359

SCHEMBL3864468

DTXSID70218913

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	+	0.8145	81.45%
Caco-2	+	0.9478	94.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5624	56.24%
OATP2B1 inhibitior	-	0.8845	88.45%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8348	83.48%
BSEP inhibitior	+	0.8718	87.18%
P-glycoprotein inhibitior	+	0.7548	75.48%
P-glycoprotein substrate	-	0.5612	56.12%
CYP3A4 substrate	+	0.5449	54.49%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	+	0.4942	49.42%
CYP3A4 inhibition	+	0.7917	79.17%
CYP2C9 inhibition	-	0.5406	54.06%
CYP2C19 inhibition	+	0.8922	89.22%
CYP2D6 inhibition	+	0.8701	87.01%
CYP1A2 inhibition	+	0.7939	79.39%
CYP2C8 inhibition	+	0.4614	46.14%
CYP inhibitory promiscuity	+	0.8639	86.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4042	40.42%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6152	61.52%
Acute Oral Toxicity (c)	III	0.7062	70.62%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.6770	67.70%
Thyroid receptor binding	+	0.7382	73.82%
Glucocorticoid receptor binding	+	0.9001	90.01%
Aromatase binding	-	0.5376	53.76%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.8606	86.06%

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
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.07%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	96.10%	95.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.53%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.21%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.94%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.81%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.66%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.63%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.99%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.42%	92.62%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.24%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	86.03%	96.76%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.94%	80.96%
CHEMBL1951	P21397	Monoamine oxidase A	85.40%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.59%	93.65%
CHEMBL1907	P15144	Aminopeptidase N	84.44%	93.31%
CHEMBL2039	P27338	Monoamine oxidase B	84.42%	92.51%
CHEMBL4302	P08183	P-glycoprotein 1	84.23%	92.98%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.34%	80.78%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.94%	82.38%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.42%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.37%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.31%	93.40%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.13%	82.67%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.69%	95.53%
CHEMBL2056	P21728	Dopamine D1 receptor	81.39%	91.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.08%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.04%	91.11%

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.

Bocconia integrifolia