1,7-dihydroxy-6-methoxy-9H-carbazole-3-carbaldehyde

Details

• Internal ID: 10f22d40-cdb1-4fe4-8dc5-dafcb6e7d957
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 1,7-dihydroxy-6-methoxy-9H-carbazole-3-carbaldehyde
• InChI: InChI=1S/C14H11NO4/c1-19-13-4-8-9-2-7(6-16)3-12(18)14(9)15-10(8)5-11(13)17/h2-6,15,17-18H,1H3
• InChI Key: DXANPWQHYGXKCD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₄
• Molecular Weight: 257.24 g/mol
• Exact Mass: 257.06880783 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.5385	53.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6053	60.53%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.7929	79.29%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8666	86.66%
P-glycoprotein substrate	-	0.8397	83.97%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7687	76.87%
CYP3A4 inhibition	+	0.5307	53.07%
CYP2C9 inhibition	-	0.5348	53.48%
CYP2C19 inhibition	-	0.5571	55.71%
CYP2D6 inhibition	-	0.7779	77.79%
CYP1A2 inhibition	+	0.8574	85.74%
CYP2C8 inhibition	-	0.5878	58.78%
CYP inhibitory promiscuity	+	0.7688	76.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9510	95.10%
Carcinogenicity (trinary)	Non-required	0.5294	52.94%
Eye corrosion	-	0.9935	99.35%
Eye irritation	+	0.8549	85.49%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7495	74.95%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6823	68.23%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7628	76.28%
Acute Oral Toxicity (c)	III	0.6416	64.16%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.9384	93.84%
Aromatase binding	+	0.7359	73.59%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.3782	37.82%

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	97.60%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.76%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	90.53%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.29%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.65%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.61%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.09%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.82%	86.33%
CHEMBL3194	P02766	Transthyretin	82.23%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.09%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.35%	98.95%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 85710683
• LOTUS: LTS0025795
• wikiData: Q104990883