8,9-dimethoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-6-ol

Details

• Internal ID: 63d332a8-dfb0-4e97-8882-880a8a78b675
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 8,9-dimethoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-6-ol
• SMILES (Canonical): CC1=C(C2=C(C3=C1OC(C=C3)(C)C)NC4=CC(=C(C=C42)OC)OC)O
• SMILES (Isomeric): CC1=C(C2=C(C3=C1OC(C=C3)(C)C)NC4=CC(=C(C=C42)OC)OC)O
• InChI: InChI=1S/C20H21NO4/c1-10-18(22)16-12-8-14(23-4)15(24-5)9-13(12)21-17(16)11-6-7-20(2,3)25-19(10)11/h6-9,21-22H,1-5H3
• InChI Key: DLPIALAHHAYSHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.14705815 g/mol
• Topological Polar Surface Area (TPSA): 63.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	+	0.5506	55.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4172	41.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7969	79.69%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8323	83.23%
P-glycoprotein inhibitior	-	0.5653	56.53%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6083	60.83%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.7630	76.30%
CYP3A4 inhibition	+	0.5749	57.49%
CYP2C9 inhibition	-	0.6100	61.00%
CYP2C19 inhibition	+	0.6676	66.76%
CYP2D6 inhibition	-	0.6158	61.58%
CYP1A2 inhibition	+	0.7016	70.16%
CYP2C8 inhibition	+	0.7052	70.52%
CYP inhibitory promiscuity	+	0.8866	88.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5375	53.75%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.8513	85.13%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5830	58.30%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6328	63.28%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8937	89.37%
Acute Oral Toxicity (c)	III	0.5531	55.31%
Estrogen receptor binding	+	0.9165	91.65%
Androgen receptor binding	+	0.5451	54.51%
Thyroid receptor binding	+	0.8953	89.53%
Glucocorticoid receptor binding	+	0.9406	94.06%
Aromatase binding	+	0.8594	85.94%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7325	73.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.60%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL213	P08588	Beta-1 adrenergic receptor	94.71%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.98%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.43%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.95%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.99%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.37%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.37%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.07%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.49%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.14%	96.21%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.83%	85.30%
CHEMBL4208	P20618	Proteasome component C5	83.48%	90.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.81%	93.24%
CHEMBL290	Q13370	Phosphodiesterase 3B	82.75%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.38%	89.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.99%	85.49%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.73%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.07%	89.44%
CHEMBL1907	P15144	Aminopeptidase N	80.69%	93.31%
CHEMBL2581	P07339	Cathepsin D	80.12%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 162866615
• LOTUS: LTS0093056
• wikiData: Q104984562