methyl 2-(2,3,7,8-tetramethoxy-5-methyl-6H-benzo[c]phenanthridin-6-yl)acetate

Details

• Internal ID: d12950af-8a00-496e-b030-79ad69a0113d
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
• IUPAC Name: methyl 2-(2,3,7,8-tetramethoxy-5-methyl-6H-benzo[c]phenanthridin-6-yl)acetate
• InChI: InChI=1S/C25H27NO6/c1-26-18(13-22(27)31-5)23-15(9-10-19(28-2)25(23)32-6)16-8-7-14-11-20(29-3)21(30-4)12-17(14)24(16)26/h7-12,18H,13H2,1-6H3
• InChI Key: BHMYPLGVAFVXGS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₇NO₆
• Molecular Weight: 437.50 g/mol
• Exact Mass: 437.18383758 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	+	0.8438	84.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4298	42.98%
OATP2B1 inhibitior	-	0.8707	87.07%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.9282	92.82%
P-glycoprotein substrate	+	0.7589	75.89%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	0.6236	62.36%
CYP2D6 substrate	+	0.4478	44.78%
CYP3A4 inhibition	+	0.6881	68.81%
CYP2C9 inhibition	-	0.7401	74.01%
CYP2C19 inhibition	+	0.5654	56.54%
CYP2D6 inhibition	-	0.5613	56.13%
CYP1A2 inhibition	-	0.5580	55.80%
CYP2C8 inhibition	+	0.6204	62.04%
CYP inhibitory promiscuity	+	0.5568	55.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	+	0.6646	66.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8656	86.56%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9240	92.40%
Acute Oral Toxicity (c)	III	0.7625	76.25%
Estrogen receptor binding	+	0.8650	86.50%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	+	0.7189	71.89%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	-	0.4872	48.72%
PPAR gamma	+	0.6164	61.64%
Honey bee toxicity	-	0.9447	94.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8444	84.44%

Targets

Proven Targets:

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	96.65%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.09%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.78%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.12%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.73%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.92%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.13%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.60%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.26%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.96%	89.50%

Plants that contains it

• Corydalis flabellata

Cross-Links

• PubChem: 163015638
• LOTUS: LTS0104423
• wikiData: Q104936111