4,5-Dihydroxy-1-(2,3,4,5-tetrahydroxyphenoxy)cyclopent-2-ene-1-carbonitrile

Details

• Internal ID: 8d12592b-2baf-4e16-b081-4e7a9d906b70
• Taxonomy: Benzenoids > Phenols > Benzenetriols and derivatives > Pyrogallols and derivatives > 5-unsubstituted pyrrogallols
• IUPAC Name: 4,5-dihydroxy-1-(2,3,4,5-tetrahydroxyphenoxy)cyclopent-2-ene-1-carbonitrile
• InChI: InChI=1S/C12H11NO7/c13-4-12(2-1-5(14)11(12)19)20-7-3-6(15)8(16)10(18)9(7)17/h1-3,5,11,14-19H
• InChI Key: QKNRHOUEJFBVGL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₇
• Molecular Weight: 281.22 g/mol
• Exact Mass: 281.05355169 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9161	91.61%
Caco-2	-	0.9291	92.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7209	72.09%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9714	97.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.7977	79.77%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.9008	90.08%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.7137	71.37%
CYP3A4 inhibition	+	0.5478	54.78%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.7674	76.74%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	+	0.5896	58.96%
CYP2C8 inhibition	-	0.5596	55.96%
CYP inhibitory promiscuity	+	0.5773	57.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9580	95.80%
Eye irritation	-	0.6447	64.47%
Skin irritation	-	0.5969	59.69%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7060	70.60%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5674	56.74%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8002	80.02%
Acute Oral Toxicity (c)	III	0.6984	69.84%
Estrogen receptor binding	-	0.5220	52.20%
Androgen receptor binding	+	0.6146	61.46%
Thyroid receptor binding	+	0.7240	72.40%
Glucocorticoid receptor binding	+	0.9000	90.00%
Aromatase binding	+	0.5892	58.92%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8344	83.44%

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	98.98%	91.11%
CHEMBL3194	P02766	Transthyretin	93.03%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.38%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.66%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.53%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.99%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.71%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.82%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.75%	97.53%
CHEMBL2535	P11166	Glucose transporter	83.19%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.23%	94.97%
CHEMBL2581	P07339	Cathepsin D	81.39%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.16%	95.89%

Plants that contains it

• Rawsonia lucida

Cross-Links

• PubChem: 163060864
• LOTUS: LTS0052094
• wikiData: Q105223236