2-hydroxy-1-(2-hydroxy-3-methylbut-3-enyl)-9H-carbazole-3-carbaldehyde

Details

• Internal ID: 7f0d64c9-3314-42b6-8ca3-c38a624bd825
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 2-hydroxy-1-(2-hydroxy-3-methylbut-3-enyl)-9H-carbazole-3-carbaldehyde
• InChI: InChI=1S/C18H17NO3/c1-10(2)16(21)8-14-17-13(7-11(9-20)18(14)22)12-5-3-4-6-15(12)19-17/h3-7,9,16,19,21-22H,1,8H2,2H3
• InChI Key: GEKIEZSVUGDIBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.30 g/mol
• Exact Mass: 295.12084340 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5362	53.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5755	57.55%
OATP2B1 inhibitior	-	0.5786	57.86%
OATP1B1 inhibitior	-	0.3823	38.23%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4889	48.89%
P-glycoprotein inhibitior	-	0.7655	76.55%
P-glycoprotein substrate	-	0.7171	71.71%
CYP3A4 substrate	+	0.5677	56.77%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8001	80.01%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5150	51.50%
CYP2C19 inhibition	+	0.6637	66.37%
CYP2D6 inhibition	-	0.7148	71.48%
CYP1A2 inhibition	+	0.7847	78.47%
CYP2C8 inhibition	+	0.5735	57.35%
CYP inhibitory promiscuity	+	0.8521	85.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6002	60.02%
Skin irritation	-	0.8122	81.22%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5523	55.23%
Micronuclear	+	0.7274	72.74%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7463	74.63%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8654	86.54%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	+	0.7149	71.49%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.6926	69.26%
PPAR gamma	+	0.7832	78.32%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9476	94.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.33%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.32%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.01%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.48%	85.14%
CHEMBL240	Q12809	HERG	88.49%	89.76%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.89%	91.71%
CHEMBL255	P29275	Adenosine A2b receptor	83.77%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.46%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.67%	90.00%
CHEMBL1781	P11387	DNA topoisomerase I	80.32%	97.00%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 15550284
• NPASS: NPC231898
• LOTUS: LTS0035420
• wikiData: Q105007199