3-[5-Hydroxy-3-(hydroxymethyl)-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal

Details

• Internal ID: 4a130760-11d7-4491-bf23-7537444a9aaf
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 3-[5-hydroxy-3-(hydroxymethyl)-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal
• InChI: InChI=1S/C21H22O8/c1-25-15-9-13(10-16(26-2)21(15)27-3)19-18(11-23)29-20-14(24)7-12(5-4-6-22)8-17(20)28-19/h4-10,18-19,23-24H,11H2,1-3H3
• InChI Key: ADJSJZWPHSSENG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	+	0.5785	57.85%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7528	75.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	-	0.2309	23.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6566	65.66%
P-glycoprotein inhibitior	+	0.7588	75.88%
P-glycoprotein substrate	-	0.8627	86.27%
CYP3A4 substrate	+	0.5478	54.78%
CYP2C9 substrate	+	0.6153	61.53%
CYP2D6 substrate	-	0.7793	77.93%
CYP3A4 inhibition	-	0.6397	63.97%
CYP2C9 inhibition	-	0.6849	68.49%
CYP2C19 inhibition	-	0.5795	57.95%
CYP2D6 inhibition	-	0.8753	87.53%
CYP1A2 inhibition	-	0.8074	80.74%
CYP2C8 inhibition	+	0.5203	52.03%
CYP inhibitory promiscuity	+	0.7438	74.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7990	79.90%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4015	40.15%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	+	0.5268	52.68%
Thyroid receptor binding	+	0.7268	72.68%
Glucocorticoid receptor binding	+	0.6315	63.15%
Aromatase binding	-	0.6546	65.46%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.7653	76.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7897	78.97%

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	98.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.29%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.86%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.89%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.48%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	85.73%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.14%	97.09%
CHEMBL3194	P02766	Transthyretin	80.50%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.31%	80.78%

Plants that contains it

• Zanthoxylum avicennae

Cross-Links

• PubChem: 74318723
• LOTUS: LTS0213045
• wikiData: Q104909632