3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole-1,2-diol

Details

• Internal ID: 90c4fe9e-ba09-4882-80bb-e5caa0cca0d9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole-1,2-diol
• InChI: InChI=1S/C18H19NO3/c1-9-8-11-10-6-4-5-7-12(10)19-14(11)13-15(20)17(21)18(2,3)22-16(9)13/h4-8,15,17,19-21H,1-3H3
• InChI Key: QJCPHWAWQLHYRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 65.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	-	0.5346	53.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5974	59.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6338	63.38%
P-glycoprotein inhibitior	-	0.6566	65.66%
P-glycoprotein substrate	-	0.7790	77.90%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.6024	60.24%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.8633	86.33%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	+	0.5809	58.09%
CYP2D6 inhibition	-	0.7250	72.50%
CYP1A2 inhibition	+	0.7905	79.05%
CYP2C8 inhibition	+	0.6465	64.65%
CYP inhibitory promiscuity	+	0.6633	66.33%
UGT catelyzed	+	0.6159	61.59%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4673	46.73%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.5731	57.31%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6041	60.41%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7755	77.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.5890	58.90%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	+	0.8217	82.17%
Glucocorticoid receptor binding	+	0.8343	83.43%
Aromatase binding	+	0.7921	79.21%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	-	0.3689	36.89%

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	97.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.09%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.09%	94.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.43%	85.49%
CHEMBL2581	P07339	Cathepsin D	82.70%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.53%	92.94%

Plants that contains it

• Bergera euchrestifolia

Cross-Links

• PubChem: 76018753
• LOTUS: LTS0048719
• wikiData: Q105222557