Siamine

Details

• Internal ID: f87676a5-8ec5-477f-ba70-fee2c6ab89b3
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 6,8-dihydroxy-3-methyl-2H-isoquinolin-1-one
• SMILES (Canonical): CC1=CC2=CC(=CC(=C2C(=O)N1)O)O
• SMILES (Isomeric): CC1=CC2=CC(=CC(=C2C(=O)N1)O)O
• InChI: InChI=1S/C10H9NO3/c1-5-2-6-3-7(12)4-8(13)9(6)10(14)11-5/h2-4,12-13H,1H3,(H,11,14)
• InChI Key: RDYSDCWZHHUGIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18 g/mol
• Exact Mass: 191.058243149 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 60352-12-7
• O0P6RV2UTU
• NSC-299206
• 1(2H)-Isoquinolinone, 6,8-dihydroxy-3-methyl-
• NSC299206
• NSC 299206
• UNII-O0P6RV2UTU
• SCHEMBL4955161
• DTXSID40209116
• 6,8-DIHYDROXY-3-METHYL-1(2H)-ISOQUINOLINONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6434	64.34%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6149	61.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9468	94.68%
P-glycoprotein substrate	-	0.9587	95.87%
CYP3A4 substrate	-	0.6094	60.94%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8054	80.54%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.8795	87.95%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	+	0.8694	86.94%
CYP2C8 inhibition	-	0.8531	85.31%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9523	95.23%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9958	99.58%
Eye irritation	+	0.9590	95.90%
Skin irritation	-	0.8353	83.53%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7344	73.44%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.6928	69.28%
Estrogen receptor binding	+	0.5600	56.00%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	-	0.6253	62.53%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	+	0.5369	53.69%
PPAR gamma	-	0.6353	63.53%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.7897	78.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1929	P47989	Xanthine dehydrogenase	94.92%	96.12%
CHEMBL1937	Q92769	Histone deacetylase 2	93.64%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.69%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	86.69%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.51%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.46%	93.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.22%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.98%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.45%	91.79%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 5359163
• LOTUS: LTS0014519
• wikiData: Q83083278