(6aR,12aR)-2,9-dimethoxy-5,6,6a,7,12,12a-hexahydrobenzo[b]phenanthridine-3,8-diol

Details

• Internal ID: 0493ae39-e3e5-4c74-84a4-61175f3d8ee6
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: (6aR,12aR)-2,9-dimethoxy-5,6,6a,7,12,12a-hexahydrobenzo[b]phenanthridine-3,8-diol
• InChI: InChI=1S/C19H21NO4/c1-23-17-4-3-10-5-14-12-8-18(24-2)16(21)6-11(12)9-20-15(14)7-13(10)19(17)22/h3-4,6,8,14-15,20-22H,5,7,9H2,1-2H3/t14-,15-/m1/s1
• InChI Key: DJRZPPQHJDVOQW-HUUCEWRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 71.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.6683	66.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4639	46.39%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5748	57.48%
P-glycoprotein inhibitior	-	0.6582	65.82%
P-glycoprotein substrate	-	0.5181	51.81%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.7664	76.64%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.7381	73.81%
CYP2D6 inhibition	+	0.6770	67.70%
CYP1A2 inhibition	-	0.5582	55.82%
CYP2C8 inhibition	+	0.7055	70.55%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7219	72.19%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5268	52.68%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7349	73.49%
Acute Oral Toxicity (c)	III	0.5044	50.44%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	-	0.5187	51.87%
Thyroid receptor binding	+	0.7193	71.93%
Glucocorticoid receptor binding	+	0.7354	73.54%
Aromatase binding	-	0.6605	66.05%
PPAR gamma	+	0.6322	63.22%
Honey bee toxicity	-	0.8397	83.97%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	-	0.4190	41.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.94%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.11%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.90%	95.89%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	90.68%	97.03%
CHEMBL2535	P11166	Glucose transporter	90.19%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL3438	Q05513	Protein kinase C zeta	86.69%	88.48%
CHEMBL4208	P20618	Proteasome component C5	86.23%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.92%	95.64%
CHEMBL217	P14416	Dopamine D2 receptor	85.88%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	85.78%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	85.73%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.51%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.98%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.95%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.25%	98.11%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.45%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.14%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	81.84%	91.49%
CHEMBL5903	Q04771	Activin receptor type-1	81.17%	89.93%

Plants that contains it

• Argemone albiflora

Cross-Links

• PubChem: 163025142
• LOTUS: LTS0038818
• wikiData: Q104982714