1-[(2S)-5-hydroxy-7-methoxy-2-methyl-1,3-benzodioxol-4-yl]-3-phenylprop-2-en-1-one

Details

• Internal ID: f290b06e-8034-40b3-81ef-3590b1d176b6
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-[(2S)-5-hydroxy-7-methoxy-2-methyl-1,3-benzodioxol-4-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC1OC2=C(C=C(C(=C2O1)C(=O)C=CC3=CC=CC=C3)O)OC
• SMILES (Isomeric): C[C@@H]1OC2=C(C=C(C(=C2O1)C(=O)C=CC3=CC=CC=C3)O)OC
• InChI: InChI=1S/C18H16O5/c1-11-22-17-15(21-2)10-14(20)16(18(17)23-11)13(19)9-8-12-6-4-3-5-7-12/h3-11,20H,1-2H3/t11-/m1/s1
• InChI Key: VVSMBXXUUVGZBL-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8614	86.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7031	70.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6467	64.67%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	-	0.8715	87.15%
CYP3A4 substrate	-	0.5086	50.86%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	+	0.6866	68.66%
CYP2C9 inhibition	-	0.5642	56.42%
CYP2C19 inhibition	+	0.8242	82.42%
CYP2D6 inhibition	-	0.5127	51.27%
CYP1A2 inhibition	+	0.5352	53.52%
CYP2C8 inhibition	+	0.7184	71.84%
CYP inhibitory promiscuity	+	0.7914	79.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.6507	65.07%
Eye corrosion	-	0.9805	98.05%
Eye irritation	+	0.8474	84.74%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5697	56.97%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6269	62.69%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7702	77.02%
Acute Oral Toxicity (c)	II	0.6823	68.23%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	+	0.8247	82.47%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	+	0.6849	68.49%
Aromatase binding	-	0.5136	51.36%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9841	98.41%

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	97.97%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.54%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL3194	P02766	Transthyretin	89.82%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.42%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.18%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%

Plants that contains it

• Litsea pedunculata

Cross-Links

• PubChem: 162964336
• LOTUS: LTS0164911
• wikiData: Q105297851