Mesquitol-4alpha-ol 8-methyl ether

Details

• Internal ID: 81211abe-badf-4912-b5c6-54be78bf45af
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
• IUPAC Name: (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-8-methoxy-3,4-dihydro-2H-chromene-3,4,7-triol
• InChI: InChI=1S/C16H16O7/c1-22-16-10(18)5-3-8-12(20)13(21)14(23-15(8)16)7-2-4-9(17)11(19)6-7/h2-6,12-14,17-21H,1H3/t12-,13+,14-/m1/s1
• InChI Key: ILQKGSIPOHRREM-HZSPNIEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• CHEBI:193311
• LMPK12020194
• (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-8-methoxy-3,4-dihydro-2H-chromene-3,4,7-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	-	0.8358	83.58%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7138	71.38%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9972	99.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.8819	88.19%
P-glycoprotein substrate	-	0.9254	92.54%
CYP3A4 substrate	+	0.5166	51.66%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	+	0.3999	39.99%
CYP3A4 inhibition	-	0.8040	80.40%
CYP2C9 inhibition	+	0.5673	56.73%
CYP2C19 inhibition	+	0.7403	74.03%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	+	0.8841	88.41%
CYP2C8 inhibition	+	0.5656	56.56%
CYP inhibitory promiscuity	+	0.6946	69.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.5504	55.04%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5072	50.72%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8314	83.14%
Acute Oral Toxicity (c)	III	0.6410	64.10%
Estrogen receptor binding	-	0.5895	58.95%
Androgen receptor binding	-	0.4844	48.44%
Thyroid receptor binding	+	0.7401	74.01%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	-	0.4923	49.23%
PPAR gamma	-	0.5827	58.27%
Honey bee toxicity	-	0.8547	85.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8421	84.21%

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	98.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.22%	99.15%
CHEMBL2535	P11166	Glucose transporter	89.02%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	88.33%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.24%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.56%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.47%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.08%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.40%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Acacia saxatilis

Cross-Links

• PubChem: 44257149
• LOTUS: LTS0067862
• wikiData: Q76546213