2-hydroxy-6,8-dimethoxy-9H-carbazole-3-carbaldehyde

Details

• Internal ID: 3a8782fb-1fa5-4130-8a22-177acec6c926
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 2-hydroxy-6,8-dimethoxy-9H-carbazole-3-carbaldehyde
• InChI: InChI=1S/C15H13NO4/c1-19-9-4-11-10-3-8(7-17)13(18)6-12(10)16-15(11)14(5-9)20-2/h3-7,16,18H,1-2H3
• InChI Key: MIFULDKBOSMXIS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₄
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.08445790 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6553	65.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7474	74.74%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6105	61.05%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.8263	82.63%
CYP3A4 substrate	-	0.5110	51.10%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	+	0.6234	62.34%
CYP2C9 inhibition	+	0.5132	51.32%
CYP2C19 inhibition	+	0.5976	59.76%
CYP2D6 inhibition	-	0.7220	72.20%
CYP1A2 inhibition	+	0.8719	87.19%
CYP2C8 inhibition	+	0.4662	46.62%
CYP inhibitory promiscuity	+	0.8510	85.10%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9941	99.41%
Eye irritation	+	0.8422	84.22%
Skin irritation	-	0.8751	87.51%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6590	65.90%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6710	67.10%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	+	0.8818	88.18%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	+	0.7684	76.84%
Glucocorticoid receptor binding	+	0.8870	88.70%
Aromatase binding	+	0.8421	84.21%
PPAR gamma	+	0.7298	72.98%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.6653	66.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.73%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.47%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.10%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.01%	92.94%
CHEMBL2535	P11166	Glucose transporter	88.97%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.17%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.13%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.97%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.84%	91.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.22%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.24%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.10%	91.79%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 5315949
• NPASS: NPC91240
• LOTUS: LTS0009998
• wikiData: Q105164632