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

Details

• Internal ID: 15d814f6-9a31-4e25-811c-db173b14baba
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
• IUPAC Name: 2-(2,3,7,8-tetramethoxy-5-methyl-6H-benzo[c]phenanthridin-6-yl)acetic acid
• SMILES (Canonical): CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC(=C(C=C4C=C3)OC)OC)CC(=O)O
• SMILES (Isomeric): CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC(=C(C=C4C=C3)OC)OC)CC(=O)O
• InChI: InChI=1S/C24H25NO6/c1-25-17(12-21(26)27)22-14(8-9-18(28-2)24(22)31-5)15-7-6-13-10-19(29-3)20(30-4)11-16(13)23(15)25/h6-11,17H,12H2,1-5H3,(H,26,27)
• InChI Key: ITTVQFYNAAJGHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₅NO₆
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.16818752 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9494	94.94%
Caco-2	+	0.8195	81.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4043	40.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9363	93.63%
P-glycoprotein inhibitior	+	0.8539	85.39%
P-glycoprotein substrate	+	0.6410	64.10%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.6285	62.85%
CYP2D6 substrate	+	0.4151	41.51%
CYP3A4 inhibition	-	0.5482	54.82%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.6955	69.55%
CYP2D6 inhibition	-	0.5644	56.44%
CYP1A2 inhibition	-	0.6359	63.59%
CYP2C8 inhibition	+	0.5178	51.78%
CYP inhibitory promiscuity	-	0.8073	80.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5131	51.31%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.8005	80.05%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.5018	50.18%
skin sensitisation	-	0.9192	91.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9589	95.89%
Acute Oral Toxicity (c)	III	0.7552	75.52%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.5233	52.33%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6629	66.29%
Fish aquatic toxicity	+	0.7417	74.17%

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	97.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.68%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.36%	89.62%
CHEMBL4208	P20618	Proteasome component C5	89.84%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.07%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.38%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.60%	89.50%

Plants that contains it

• Corydalis flabellata
• Solidago odora

Cross-Links

• PubChem: 78183231
• LOTUS: LTS0150256
• wikiData: Q105304801