(2R,3R)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde

Details

• Internal ID: e507febe-6ecc-4034-b22b-eeff6c2e3690
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: (2R,3R)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde
• InChI: InChI=1S/C16H14O6/c17-7-9-1-4-13-14(5-9)21-15(8-18)16(22-13)10-2-3-11(19)12(20)6-10/h1-7,15-16,18-20H,8H2/t15-,16-/m1/s1
• InChI Key: ADXKEQTTZIGXQP-HZPDHXFCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9216	92.16%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7869	78.69%
OATP2B1 inhibitior	-	0.7243	72.43%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7645	76.45%
P-glycoprotein inhibitior	-	0.8347	83.47%
P-glycoprotein substrate	-	0.9642	96.42%
CYP3A4 substrate	-	0.5610	56.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7185	71.85%
CYP3A4 inhibition	-	0.8522	85.22%
CYP2C9 inhibition	-	0.6475	64.75%
CYP2C19 inhibition	-	0.8492	84.92%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.6339	63.39%
CYP2C8 inhibition	-	0.7279	72.79%
CYP inhibitory promiscuity	-	0.6780	67.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.6976	69.76%
Skin irritation	-	0.7337	73.37%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6434	64.34%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5680	56.80%
Acute Oral Toxicity (c)	II	0.5288	52.88%
Estrogen receptor binding	+	0.7397	73.97%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.5195	51.95%
Glucocorticoid receptor binding	+	0.5404	54.04%
Aromatase binding	-	0.5219	52.19%
PPAR gamma	+	0.6348	63.48%
Honey bee toxicity	-	0.8262	82.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7059	70.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.40%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.94%	95.56%
CHEMBL3194	P02766	Transthyretin	90.27%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.39%	89.00%
CHEMBL233	P35372	Mu opioid receptor	85.10%	97.93%
CHEMBL3401	O75469	Pregnane X receptor	84.95%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.12%	86.92%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.57%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.83%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.39%	86.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.21%	96.37%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.38%	99.17%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 72947032
• NPASS: NPC303859