Sinoacutine

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	f35dbb93-5afe-4cc0-bd51-0c08879f1eb8
Taxonomy	Benzenoids > Phenanthrenes and derivatives
IUPAC Name	3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one
SMILES (Canonical)	CN1CCC23C=C(C(=O)C=C2C1CC4=C3C(=C(C=C4)OC)O)OC
SMILES (Isomeric)	CN1CCC23C=C(C(=O)C=C2C1CC4=C3C(=C(C=C4)OC)O)OC
InChI	InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3
InChI Key	GVTRUVGBZQJVTF-UHFFFAOYSA-N
Popularity	25 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₁NO₄
Molecular Weight	327.40 g/mol
Exact Mass	327.14705815 g/mol
Topological Polar Surface Area (TPSA)	59.00 Å²
XlogP	1.90
Atomic LogP (AlogP)	1.94
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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3-Hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one

BDBM86801

GVTRUVGBZQJVTF-UHFFFAOYSA-N

HMS1679G11

AKOS000591192

AKOS030485186

CAS_5408233

NSC_5408233

FT-0777076

SR-01000361212

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	+	0.9654	96.54%
Caco-2	+	0.8385	83.85%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6733	67.33%
P-glycoprotein inhibitior	-	0.7717	77.17%
P-glycoprotein substrate	+	0.6759	67.59%
CYP3A4 substrate	+	0.6826	68.26%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	+	0.3520	35.20%
CYP3A4 inhibition	-	0.8529	85.29%
CYP2C9 inhibition	-	0.8219	82.19%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	+	0.6480	64.80%
CYP1A2 inhibition	-	0.5259	52.59%
CYP2C8 inhibition	-	0.8032	80.32%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9691	96.91%
Skin irritation	-	0.7351	73.51%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4579	45.79%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5640	56.40%
Acute Oral Toxicity (c)	III	0.7156	71.56%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7465	74.65%
Aromatase binding	-	0.4826	48.26%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9619	96.19%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.39%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.38%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.32%	91.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.63%	93.99%
CHEMBL4208	P20618	Proteasome component C5	89.07%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	88.66%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.06%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.52%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.45%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.72%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.13%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	85.04%	97.05%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.88%	98.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.81%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.69%	97.25%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.46%	90.24%
CHEMBL2056	P21728	Dopamine D1 receptor	82.73%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.75%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.43%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.05%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.47%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

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.

Glaucium fimbrilligerum