Methyl 6-hepta-3,5-dienyl-2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzoate

Details

• Internal ID: 20d342bf-cb1d-4290-b8d2-f29c2b72f8f5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 6-hepta-3,5-dienyl-2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzoate
• InChI: InChI=1S/C21H28O9/c1-3-4-5-6-7-8-11-9-12(23)15(17(25)14(11)21(28)29-2)20-19(27)18(26)16(24)13(10-22)30-20/h3-6,9,13,16,18-20,22-27H,7-8,10H2,1-2H3
• InChI Key: MCNSWHLADXTFRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5397	53.97%
Caco-2	-	0.8547	85.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7894	78.94%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.6899	68.99%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5439	54.39%
P-glycoprotein inhibitior	-	0.6013	60.13%
P-glycoprotein substrate	-	0.7147	71.47%
CYP3A4 substrate	+	0.6243	62.43%
CYP2C9 substrate	-	0.8051	80.51%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7557	75.57%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.8385	83.85%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.8009	80.09%
CYP2C8 inhibition	+	0.5607	56.07%
CYP inhibitory promiscuity	-	0.5571	55.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7726	77.26%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9313	93.13%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5074	50.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.7499	74.99%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6354	63.54%
Acute Oral Toxicity (c)	III	0.7205	72.05%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.5813	58.13%
Thyroid receptor binding	-	0.5492	54.92%
Glucocorticoid receptor binding	+	0.5992	59.92%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.6153	61.53%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6970	69.70%

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	99.59%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.75%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.43%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.95%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.71%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814300
• LOTUS: LTS0129479
• wikiData: Q104171557