4-Hydroxy-5,6-methylenedioxy-2-(1-oxopropyl)benzene

Details

• Internal ID: dc75db38-c4fe-40ef-85ff-c3c6377d9f7c
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1-(7-hydroxy-1,3-benzodioxol-5-yl)propan-1-one
• SMILES (Canonical): CCC(=O)C1=CC(=C2C(=C1)OCO2)O
• SMILES (Isomeric): CCC(=O)C1=CC(=C2C(=C1)OCO2)O
• InChI: InChI=1S/C10H10O4/c1-2-7(11)6-3-8(12)10-9(4-6)13-5-14-10/h3-4,12H,2,5H2,1H3
• InChI Key: MMRYEEUZQALQGT-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.8417	84.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7549	75.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8780	87.80%
P-glycoprotein inhibitior	-	0.9657	96.57%
P-glycoprotein substrate	-	0.9592	95.92%
CYP3A4 substrate	-	0.6328	63.28%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.7761	77.61%
CYP3A4 inhibition	-	0.7051	70.51%
CYP2C9 inhibition	-	0.5425	54.25%
CYP2C19 inhibition	-	0.5833	58.33%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	+	0.6843	68.43%
CYP2C8 inhibition	-	0.8840	88.40%
CYP inhibitory promiscuity	-	0.6177	61.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4318	43.18%
Eye corrosion	-	0.9736	97.36%
Eye irritation	+	0.9848	98.48%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7176	71.76%
Micronuclear	+	0.5072	50.72%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5725	57.25%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7169	71.69%
Acute Oral Toxicity (c)	III	0.5801	58.01%
Estrogen receptor binding	+	0.5878	58.78%
Androgen receptor binding	-	0.6676	66.76%
Thyroid receptor binding	-	0.7552	75.52%
Glucocorticoid receptor binding	-	0.6784	67.84%
Aromatase binding	-	0.6493	64.93%
PPAR gamma	-	0.5412	54.12%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7092	70.92%

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	95.53%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.19%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL4208	P20618	Proteasome component C5	90.45%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.59%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.75%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.34%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.31%	90.71%

Plants that contains it

• Ferula elaeochytris
• Sphallerocarpus gracilis

Cross-Links

• PubChem: 23261099
• LOTUS: LTS0253735
• wikiData: Q105168032