Inubosin C

Details

• Internal ID: fe44f7ba-6f80-4879-b3af-c8f36a5a0acf
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines
• IUPAC Name: 2-(hydroxymethyl)acridine-4,5-diol
• SMILES (Canonical): C1=CC2=CC3=C(C(=CC(=C3)CO)O)N=C2C(=C1)O
• SMILES (Isomeric): C1=CC2=CC3=C(C(=CC(=C3)CO)O)N=C2C(=C1)O
• InChI: InChI=1S/C14H11NO3/c16-7-8-4-10-6-9-2-1-3-11(17)13(9)15-14(10)12(18)5-8/h1-6,16-18H,7H2
• InChI Key: HZTVODDCPZODHQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.24 g/mol
• Exact Mass: 241.07389321 g/mol
• Topological Polar Surface Area (TPSA): 73.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 2-(hydroxymethyl)acridine-4,5-diol
• RefChem:923479
• CHEMBL3422280
• CHEBI:199444

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	-	0.6245	62.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6880	68.80%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7152	71.52%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	-	0.6348	63.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7119	71.19%
CYP3A4 inhibition	-	0.7851	78.51%
CYP2C9 inhibition	-	0.8410	84.10%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.7716	77.16%
CYP1A2 inhibition	+	0.7131	71.31%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.5288	52.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9947	99.47%
Eye irritation	+	0.9048	90.48%
Skin irritation	-	0.7606	76.06%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6682	66.82%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5571	55.71%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5925	59.25%
Acute Oral Toxicity (c)	III	0.6445	64.45%
Estrogen receptor binding	+	0.8916	89.16%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	+	0.6022	60.22%
Glucocorticoid receptor binding	+	0.9483	94.83%
Aromatase binding	+	0.9038	90.38%
PPAR gamma	+	0.9249	92.49%
Honey bee toxicity	-	0.9507	95.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8579	85.79%

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	90.00%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.72%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.22%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	83.87%	88.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.43%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%
CHEMBL3959	P16083	Quinone reductase 2	81.00%	89.49%
CHEMBL1255126	O15151	Protein Mdm4	80.70%	90.20%
CHEMBL1937	Q92769	Histone deacetylase 2	80.37%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102196471
• LOTUS: LTS0025005
• wikiData: Q75065778