Doryanin

Details

• Internal ID: 9a9114e2-3a51-4448-894d-a0f9bd1e186a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 6-methyl-[1,3]dioxolo[4,5-g]isoquinolin-5-one
• SMILES (Canonical): CN1C=CC2=CC3=C(C=C2C1=O)OCO3
• SMILES (Isomeric): CN1C=CC2=CC3=C(C=C2C1=O)OCO3
• InChI: InChI=1S/C11H9NO3/c1-12-3-2-7-4-9-10(15-6-14-9)5-8(7)11(12)13/h2-5H,6H2,1H3
• InChI Key: OZCJIHCANLYTSI-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19 g/mol
• Exact Mass: 203.058243149 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Doryanine
• DTXSID001239981
• 6-Methyl-1,3-dioxolo[4,5-g]isoquinolin-5(6H)-one
• 24880-42-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.9328	93.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4966	49.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9627	96.27%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8848	88.48%
BSEP inhibitior	-	0.8045	80.45%
P-glycoprotein inhibitior	-	0.9624	96.24%
P-glycoprotein substrate	-	0.9457	94.57%
CYP3A4 substrate	-	0.6298	62.98%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	+	0.5631	56.31%
CYP2C9 inhibition	-	0.8959	89.59%
CYP2C19 inhibition	+	0.6408	64.08%
CYP2D6 inhibition	+	0.6110	61.10%
CYP1A2 inhibition	+	0.9280	92.80%
CYP2C8 inhibition	-	0.9548	95.48%
CYP inhibitory promiscuity	+	0.7179	71.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4839	48.39%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.7141	71.41%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7006	70.06%
Micronuclear	+	0.7274	72.74%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6005	60.05%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	-	0.4855	48.55%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.6050	60.50%
Glucocorticoid receptor binding	-	0.6348	63.48%
Aromatase binding	-	0.4924	49.24%
PPAR gamma	-	0.6639	66.39%
Honey bee toxicity	-	0.9355	93.55%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.3796	37.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.07%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.14%	93.40%
CHEMBL2039	P27338	Monoamine oxidase B	88.85%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.95%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.78%	93.65%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.29%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.97%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.84%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Andira surinamensis
• Aralia hispida
• Baeckea frutescens
• Balanophora polyandra
• Boeberastrum anthemidifolium
• Chenopodiastrum murale
• Chenopodium quinoa
• Citrus medica
• Coprosma foetidissima
• Cryptocarya chinensis
• Davidsonia pruriens
• Doryphora sassafras
• Echinochloa crus-galli
• Eriocephalus kingesii
• Geranium collinum
• Girgensohnia oppositiflora
• Harpullia cupanioides
• Isodon eriocalyx
• Lilium pomponium
• Lychnophora pinaster
• Marrubium parviflorum
• Microglossa pyrifolia
• Parthenium confertum
• Polygonatum orientale
• Psathyrotes ramosissima
• Scleropyrum pentandrum
• Selliguea hastata
• Trifolium diffusum
• Veronica stricta
• Youngia japonica
• Zanthoxylum acuminatum subsp. juniperinum

Cross-Links

• PubChem: 12998814
• NPASS: NPC179007
• LOTUS: LTS0166166
• wikiData: Q104249790