(E)-3-[(2R,3R)-2-(3,4-dihydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal

Details

• Internal ID: 750a6143-1977-4430-afeb-e252502d669c
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: (E)-3-[(2R,3R)-2-(3,4-dihydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal
• InChI: InChI=1S/C20H20O8/c1-25-14-9-12(8-13(23)18(14)24)19-17(10-22)28-20-15(26-2)6-11(4-3-5-21)7-16(20)27-19/h3-9,17,19,22-24H,10H2,1-2H3/b4-3+/t17-,19-/m1/s1
• InChI Key: FGFPVGRKMPVITI-JFZXIXNHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	-	0.6264	62.64%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8096	80.96%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5682	56.82%
P-glycoprotein inhibitior	+	0.6313	63.13%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	+	0.5514	55.14%
CYP2C9 substrate	+	0.6140	61.40%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.6077	60.77%
CYP2C9 inhibition	-	0.7321	73.21%
CYP2C19 inhibition	-	0.6021	60.21%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	-	0.7593	75.93%
CYP2C8 inhibition	+	0.5151	51.51%
CYP inhibitory promiscuity	+	0.6124	61.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8314	83.14%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5443	54.43%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7049	70.49%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.6072	60.72%
Thyroid receptor binding	+	0.6633	66.33%
Glucocorticoid receptor binding	+	0.7354	73.54%
Aromatase binding	-	0.5629	56.29%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.8028	80.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8125	81.25%

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	99.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.61%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL3194	P02766	Transthyretin	86.79%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.53%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.70%	97.09%

Plants that contains it

• Santalum album

Cross-Links

• PubChem: 46193590
• LOTUS: LTS0220716
• wikiData: Q104994868