cassiarin A

Details

• Internal ID: 7a8bb15f-4a0d-44d2-af88-37260dff9196
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),7,9-pentaen-11-one
• SMILES (Canonical): CC1=CC2=CC(=O)C=C3C2=C(N1)C=C(O3)C
• SMILES (Isomeric): CC1=CC2=CC(=O)C=C3C2=C(N1)C=C(O3)C
• InChI: InChI=1S/C13H11NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3-6,14H,1-2H3
• InChI Key: OYOZDJCHMVPELY-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23 g/mol
• Exact Mass: 213.078978594 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:65596
• 2,5-dimethylpyrano[2,3,4-ij]isoquinolin-8-ol
• CHEMBL596396
• Q27134059
• 3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),7,9-pentaen-11-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7773	77.73%
Blood Brain Barrier	+	0.6379	63.79%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5666	56.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9486	94.86%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6310	63.10%
P-glycoprotein inhibitior	-	0.9078	90.78%
P-glycoprotein substrate	-	0.9149	91.49%
CYP3A4 substrate	-	0.5663	56.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.5780	57.80%
CYP2C9 inhibition	-	0.9672	96.72%
CYP2C19 inhibition	-	0.7454	74.54%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	+	0.9443	94.43%
CYP2C8 inhibition	-	0.8535	85.35%
CYP inhibitory promiscuity	-	0.8230	82.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.9349	93.49%
Skin irritation	-	0.7579	75.79%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5848	58.48%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.8102	81.02%
Estrogen receptor binding	-	0.4867	48.67%
Androgen receptor binding	+	0.7276	72.76%
Thyroid receptor binding	-	0.7574	75.74%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	+	0.7084	70.84%
PPAR gamma	-	0.5485	54.85%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.7985	79.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	94.74%	89.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.75%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.11%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.59%	91.11%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.39%	85.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.96%	93.65%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.07%	85.14%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 17756117
• LOTUS: LTS0005700
• wikiData: Q104401115