Involutone

Details

• Internal ID: 6b377b6e-2bf4-45a8-9780-1e143ecc492f
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-(3,4-dihydroxyphenyl)-2-hydroxy-2-(4-hydroxyphenyl)cyclopent-4-ene-1,3-dione
• SMILES (Canonical): C1=CC(=CC=C1C2(C(=O)C=C(C2=O)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2(C(=O)C=C(C2=O)C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C17H12O6/c18-11-4-2-10(3-5-11)17(23)15(21)8-12(16(17)22)9-1-6-13(19)14(20)7-9/h1-8,18-20,23H
• InChI Key: PUKDKINDUPUZLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• SCHEMBL30514035

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.6449	64.49%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8584	85.84%
OATP2B1 inhibitior	-	0.5633	56.33%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5920	59.20%
P-glycoprotein inhibitior	-	0.9201	92.01%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	-	0.5245	52.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.8580	85.80%
CYP2C9 inhibition	+	0.7333	73.33%
CYP2C19 inhibition	-	0.6013	60.13%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	+	0.6782	67.82%
CYP2C8 inhibition	+	0.6439	64.39%
CYP inhibitory promiscuity	+	0.5514	55.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7476	74.76%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.9340	93.40%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.8853	88.53%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8614	86.14%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6265	62.65%
skin sensitisation	+	0.5163	51.63%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4944	49.44%
Acute Oral Toxicity (c)	III	0.6050	60.50%
Estrogen receptor binding	+	0.8492	84.92%
Androgen receptor binding	+	0.8593	85.93%
Thyroid receptor binding	+	0.6742	67.42%
Glucocorticoid receptor binding	+	0.9084	90.84%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	+	0.8065	80.65%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.96%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.21%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.96%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.03%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	86.32%	98.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.28%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.28%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL3194	P02766	Transthyretin	81.58%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101237041
• LOTUS: LTS0041755
• wikiData: Q77490909