8-hydroxy-2-(2-hydroxypropan-2-yl)-2,10-dihydro-1H-furo[3,2-a]carbazole-4-carbaldehyde

Details

• Internal ID: 1b22ae19-9892-4211-94d9-dde6337551a7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 8-hydroxy-2-(2-hydroxypropan-2-yl)-2,10-dihydro-1H-furo[3,2-a]carbazole-4-carbaldehyde
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C(=CC3=C2NC4=C3C=CC(=C4)O)C=O)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C(=CC3=C2NC4=C3C=CC(=C4)O)C=O)O
• InChI: InChI=1S/C18H17NO4/c1-18(2,22)15-7-13-16-12(5-9(8-20)17(13)23-15)11-4-3-10(21)6-14(11)19-16/h3-6,8,15,19,21-22H,7H2,1-2H3
• InChI Key: DHBHSDUKZBZOGA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.91
• 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	+	0.9927	99.27%
Caco-2	-	0.7210	72.10%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.7807	78.07%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6781	67.81%
P-glycoprotein inhibitior	-	0.7307	73.07%
P-glycoprotein substrate	-	0.5810	58.10%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.7824	78.24%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.7635	76.35%
CYP2C19 inhibition	-	0.6307	63.07%
CYP2D6 inhibition	-	0.7759	77.59%
CYP1A2 inhibition	+	0.6932	69.32%
CYP2C8 inhibition	+	0.6453	64.53%
CYP inhibitory promiscuity	-	0.5417	54.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8320	83.20%
Acute Oral Toxicity (c)	III	0.6424	64.24%
Estrogen receptor binding	+	0.8382	83.82%
Androgen receptor binding	+	0.6967	69.67%
Thyroid receptor binding	+	0.7210	72.10%
Glucocorticoid receptor binding	+	0.8211	82.11%
Aromatase binding	+	0.7864	78.64%
PPAR gamma	+	0.8520	85.20%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7480	74.80%

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	98.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.79%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.59%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	94.36%	98.35%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.93%	98.11%
CHEMBL2581	P07339	Cathepsin D	89.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.36%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.23%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	85.19%	97.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.29%	95.56%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.27%	93.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.09%	91.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.02%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.88%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.77%	93.40%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.18%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.83%	85.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 15815848
• LOTUS: LTS0026780
• wikiData: Q104979735