Rugosinone

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	ce0ba03d-d907-4de4-96ee-68c8371b6399
Taxonomy	Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name	[1,3]dioxolo[4,5-g]isoquinolin-5-yl-(2-hydroxy-3,4-dimethoxyphenyl)methanone
SMILES (Canonical)	COC1=C(C(=C(C=C1)C(=O)C2=NC=CC3=CC4=C(C=C32)OCO4)O)OC
SMILES (Isomeric)	COC1=C(C(=C(C=C1)C(=O)C2=NC=CC3=CC4=C(C=C32)OCO4)O)OC
InChI	InChI=1S/C19H15NO6/c1-23-13-4-3-11(18(22)19(13)24-2)17(21)16-12-8-15-14(25-9-26-15)7-10(12)5-6-20-16/h3-8,22H,9H2,1-2H3
InChI Key	MMPVUYPJIFYAEK-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₅NO₆
Molecular Weight	353.30 g/mol
Exact Mass	353.08993720 g/mol
Topological Polar Surface Area (TPSA)	87.10 Å²
XlogP	3.70
Atomic LogP (AlogP)	2.92
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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73609-04-8

C09634

AC1L9CNH

CTK9A3053

CHEBI:8912

DTXSID20994396

[1,3]dioxolo[4,5-g]isoquinolin-5-yl-(2-hydroxy-3,4-dimethoxyphenyl)methanone

Q27108183

(2H-[1,3]Dioxolo[4,5-g]isoquinolin-5-yl)(2-hydroxy-3,4-dimethoxyphenyl)methanone

[1,3]dioxolo[4,5-g]isoquinolin-5-yl-(2-hydroxy-3,4-dimethoxy-phenyl)methanone

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	+	0.9745	97.45%
Caco-2	+	0.8153	81.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6115	61.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9512	95.12%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6061	60.61%
P-glycoprotein inhibitior	-	0.4594	45.94%
P-glycoprotein substrate	-	0.7131	71.31%
CYP3A4 substrate	+	0.5306	53.06%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	+	0.8562	85.62%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	+	0.6793	67.93%
CYP2D6 inhibition	-	0.5418	54.18%
CYP1A2 inhibition	+	0.7480	74.80%
CYP2C8 inhibition	+	0.7508	75.08%
CYP inhibitory promiscuity	+	0.8005	80.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7283	72.83%
Skin irritation	-	0.8101	81.01%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6614	66.14%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.6834	68.34%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.6142	61.42%
Estrogen receptor binding	+	0.8717	87.17%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	+	0.7468	74.68%
Glucocorticoid receptor binding	+	0.8463	84.63%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6504	65.04%
Fish aquatic toxicity	-	0.4489	44.89%

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
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.29%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.84%	85.14%
CHEMBL2535	P11166	Glucose transporter	94.62%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.17%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.62%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.04%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.02%	99.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.57%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.52%	93.10%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.06%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.76%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.58%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.48%	99.15%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	83.55%	95.39%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.27%	95.78%
CHEMBL4208	P20618	Proteasome component C5	81.75%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.86%	82.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.51%	97.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.43%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.27%	90.71%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.13%	87.50%

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.

Berberis darwinii

Coleonema pulchellum

Tamarix chinensis

Thalictrum foliolosum