(2R,3R)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxine-7-carbaldehyde

Details

• Internal ID: 3b8dda4d-4d7e-4069-8c20-216eb9239225
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: (2R,3R)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxine-7-carbaldehyde
• InChI: InChI=1S/C20H22O7/c1-11-18(13-8-15(23-3)19(25-5)16(9-13)24-4)27-17-7-12(10-21)6-14(22-2)20(17)26-11/h6-11,18H,1-5H3/t11-,18+/m1/s1
• InChI Key: QXUIUNFQZDLKHB-ZMZPIMSZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.7983	79.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9883	98.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6447	64.47%
P-glycoprotein inhibitior	+	0.7966	79.66%
P-glycoprotein substrate	-	0.8827	88.27%
CYP3A4 substrate	+	0.5285	52.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6940	69.40%
CYP3A4 inhibition	+	0.6655	66.55%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	+	0.7333	73.33%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	+	0.8918	89.18%
CYP2C8 inhibition	+	0.4659	46.59%
CYP inhibitory promiscuity	+	0.7806	78.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5217	52.17%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.6551	65.51%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8421	84.21%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6114	61.14%
Acute Oral Toxicity (c)	II	0.5868	58.68%
Estrogen receptor binding	+	0.8736	87.36%
Androgen receptor binding	-	0.5770	57.70%
Thyroid receptor binding	+	0.7102	71.02%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	-	0.5746	57.46%
PPAR gamma	+	0.5755	57.55%
Honey bee toxicity	-	0.7197	71.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8989	89.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.97%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.08%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	90.74%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.49%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.55%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.66%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.11%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.88%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.90%	94.73%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.60%	96.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%

Plants that contains it

• Coreopsis fasciculata
• Licaria chrysophylla

Cross-Links

• PubChem: 101833726
• LOTUS: LTS0217215
• wikiData: Q104994491