[3,4-diacetyloxy-6-(8-hydroxy-1,7,12-trioxo-3,4-dihydro-2H-benzo[j]phenanthridin-9-yl)oxan-2-yl]methyl acetate

Details

• Internal ID: 2acce6b8-3ace-48b1-9113-ec371828aaed
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: [3,4-diacetyloxy-6-(8-hydroxy-1,7,12-trioxo-3,4-dihydro-2H-benzo[j]phenanthridin-9-yl)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(CC(O1)C2=C(C3=C(C=C2)C(=O)C4=C5C(=NC=C4C3=O)CCCC5=O)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(CC(O1)C2=C(C3=C(C=C2)C(=O)C4=C5C(=NC=C4C3=O)CCCC5=O)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H27NO11/c1-12(31)38-11-22-29(40-14(3)33)21(39-13(2)32)9-20(41-22)15-7-8-16-24(26(15)35)28(37)17-10-30-18-5-4-6-19(34)25(18)23(17)27(16)36/h7-8,10,20-22,29,35H,4-6,9,11H2,1-3H3
• InChI Key: GYYLQLAEQYHHLI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₇NO₁₁
• Molecular Weight: 565.50 g/mol
• Exact Mass: 565.15841068 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8958	89.58%
Caco-2	-	0.8133	81.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	+	0.8574	85.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9455	94.55%
P-glycoprotein inhibitior	+	0.8067	80.67%
P-glycoprotein substrate	-	0.5338	53.38%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.5762	57.62%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.6794	67.94%
CYP2C9 inhibition	-	0.6985	69.85%
CYP2C19 inhibition	-	0.8073	80.73%
CYP2D6 inhibition	-	0.9658	96.58%
CYP1A2 inhibition	+	0.5116	51.16%
CYP2C8 inhibition	+	0.6692	66.92%
CYP inhibitory promiscuity	-	0.5260	52.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8583	85.83%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3896	38.96%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.5015	50.15%
skin sensitisation	-	0.9050	90.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4778	47.78%
Acute Oral Toxicity (c)	III	0.5662	56.62%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	-	0.5066	50.66%
Glucocorticoid receptor binding	+	0.6987	69.87%
Aromatase binding	-	0.5259	52.59%
PPAR gamma	+	0.6333	63.33%
Honey bee toxicity	-	0.7755	77.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5351	53.51%
Fish aquatic toxicity	+	0.8405	84.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.20%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.27%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.35%	95.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.52%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.60%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.68%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.46%	95.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.04%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	90.11%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.62%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.89%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.69%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.77%	96.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.55%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.78%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.56%	100.00%

Plants that contains it

• Gymnosporia acuminata

Cross-Links

• PubChem: 51340760
• NPASS: NPC174372