(2S)-2,9-dihydroxy-3,3-dimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole-5-carbaldehyde

Details

• Internal ID: d6feb4a6-ce5e-450a-94ce-25be5d60080f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (2S)-2,9-dihydroxy-3,3-dimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole-5-carbaldehyde
• InChI: InChI=1S/C18H17NO4/c1-18(2)15(22)7-13-16-12(5-9(8-20)17(13)23-18)11-4-3-10(21)6-14(11)19-16/h3-6,8,15,19,21-22H,7H2,1-2H3/t15-/m0/s1
• InChI Key: WTDDDTFFPLONHZ-HNNXBMFYSA-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: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.5787	57.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5085	50.85%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.7669	76.69%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.8112	81.12%
P-glycoprotein substrate	-	0.5101	51.01%
CYP3A4 substrate	+	0.6279	62.79%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.8211	82.11%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.7516	75.16%
CYP2D6 inhibition	-	0.7998	79.98%
CYP1A2 inhibition	+	0.6569	65.69%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	-	0.7439	74.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.6128	61.28%
Skin irritation	-	0.7915	79.15%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6283	62.83%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.6115	61.15%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	+	0.6791	67.91%
Glucocorticoid receptor binding	+	0.8219	82.19%
Aromatase binding	+	0.6378	63.78%
PPAR gamma	+	0.6915	69.15%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.6401	64.01%

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	99.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.65%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	93.21%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.74%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.60%	94.80%
CHEMBL4208	P20618	Proteasome component C5	89.57%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.99%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.26%	92.94%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.28%	98.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.09%	91.71%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.02%	91.79%
CHEMBL2535	P11166	Glucose transporter	84.68%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.13%	85.11%
CHEMBL255	P29275	Adenosine A2b receptor	81.92%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.85%	88.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.73%	89.44%
CHEMBL206	P03372	Estrogen receptor alpha	81.41%	97.64%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.26%	85.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.05%	99.17%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 101705068
• LOTUS: LTS0241395
• wikiData: Q105312406