5-[3-(Hydroxymethyl)-7-(3-hydroxyprop-1-enyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-3-methoxybenzene-1,2-diol

Details

• Internal ID: e37c1536-acf8-4106-a035-067a098008d9
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 5-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-enyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-3-methoxybenzene-1,2-diol
• InChI: InChI=1S/C20H22O8/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/h3-4,6-9,17,19,21-24H,5,10H2,1-2H3
• InChI Key: GJTCFMOIDDENBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8848	88.48%
Caco-2	-	0.5649	56.49%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6872	68.72%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8051	80.51%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6266	62.66%
P-glycoprotein inhibitior	+	0.5758	57.58%
P-glycoprotein substrate	-	0.8322	83.22%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6855	68.55%
CYP3A4 inhibition	-	0.7587	75.87%
CYP2C9 inhibition	-	0.7690	76.90%
CYP2C19 inhibition	+	0.5133	51.33%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.7745	77.45%
CYP2C8 inhibition	+	0.5411	54.11%
CYP inhibitory promiscuity	+	0.6663	66.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.7714	77.14%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6128	61.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4852	48.52%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6504	65.04%
Acute Oral Toxicity (c)	III	0.5935	59.35%
Estrogen receptor binding	+	0.7587	75.87%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	+	0.6853	68.53%
Glucocorticoid receptor binding	+	0.6510	65.10%
Aromatase binding	-	0.5560	55.60%
PPAR gamma	-	0.5127	51.27%
Honey bee toxicity	-	0.8025	80.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7105	71.05%

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	99.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.16%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL3194	P02766	Transthyretin	85.33%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.86%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%

Plants that contains it

• Santalum album

Cross-Links

• PubChem: 72953596
• LOTUS: LTS0060089
• wikiData: Q105009553