Uvarindole C

Details

• Internal ID: 86590727-d431-4b3d-a83d-149fd32ef454
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Benzoylindoles
• IUPAC Name: (2-hydroxyphenyl)-[3-[(2-hydroxyphenyl)methyl]-1H-indol-2-yl]methanone
• InChI: InChI=1S/C22H17NO3/c24-19-11-5-1-7-14(19)13-17-15-8-2-4-10-18(15)23-21(17)22(26)16-9-3-6-12-20(16)25/h1-12,23-25H,13H2
• InChI Key: IYHNODGCMSGUCK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₇NO₃
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.12084340 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 94977-31-8
• DTXSID90241703
• 2-{3-[(2-hydroxyphenyl)methyl]-1H-indole-2-carbonyl}phenol
• (3-(2-Hydroxybenzyl)-1H-indol-2-yl)(2-hydroxyphenyl)methanone
• Methanone, (2-hydroxyphenyl)(3-((2-hydroxyphenyl)methyl)-1H-indol-2-yl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6675	66.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7335	73.35%
OATP2B1 inhibitior	+	0.5579	55.79%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5982	59.82%
P-glycoprotein inhibitior	-	0.8255	82.55%
P-glycoprotein substrate	-	0.8474	84.74%
CYP3A4 substrate	-	0.5203	52.03%
CYP2C9 substrate	-	0.6182	61.82%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.8476	84.76%
CYP2C9 inhibition	-	0.5187	51.87%
CYP2C19 inhibition	+	0.6435	64.35%
CYP2D6 inhibition	-	0.7035	70.35%
CYP1A2 inhibition	+	0.8993	89.93%
CYP2C8 inhibition	-	0.5721	57.21%
CYP inhibitory promiscuity	+	0.7604	76.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.9962	99.62%
Eye irritation	+	0.5314	53.14%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7435	74.35%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7418	74.18%
Acute Oral Toxicity (c)	III	0.4608	46.08%
Estrogen receptor binding	+	0.7684	76.84%
Androgen receptor binding	+	0.5983	59.83%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.7300	73.00%
PPAR gamma	+	0.8908	89.08%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7619	76.19%

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	98.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.25%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.64%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	86.16%	89.63%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.18%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	83.56%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.86%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.54%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.10%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Uvaria angolensis

Cross-Links

• PubChem: 185374
• LOTUS: LTS0107836
• wikiData: Q83125273