Hyuganoside IV

Details

• Internal ID: c95398a6-5d6e-422d-b88c-e7809b2646ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[(2R,3S)-3-hydroxy-2-(2-hydroxypropan-2-yl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]propanoic acid
• InChI: InChI=1S/C20H28O11/c1-20(2,28)18-14(25)12-9(29-18)5-3-8(4-6-11(22)23)17(12)31-19-16(27)15(26)13(24)10(7-21)30-19/h3,5,10,13-16,18-19,21,24-28H,4,6-7H2,1-2H3,(H,22,23)/t10-,13-,14+,15+,16-,18-,19+/m1/s1
• InChI Key: DAVXSVGAHCHFQB-GIDDHENUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₁
• Molecular Weight: 444.40 g/mol
• Exact Mass: 444.16316171 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 3-[(2R,3S)-3-hydroxy-2-(2-hydroxypropan-2-yl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7483	74.83%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7607	76.07%
P-glycoprotein inhibitior	-	0.7748	77.48%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	+	0.5832	58.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.8534	85.34%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	-	0.7545	75.45%
CYP2C8 inhibition	-	0.6091	60.91%
CYP inhibitory promiscuity	-	0.8089	80.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5570	55.70%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8751	87.51%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.5333	53.33%
Thyroid receptor binding	-	0.5692	56.92%
Glucocorticoid receptor binding	-	0.4782	47.82%
Aromatase binding	+	0.5978	59.78%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.6564	65.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.57%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.84%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.49%	97.25%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.26%	96.37%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.41%	94.23%

Plants that contains it

• Angelica tenuisecta var. furcijuga

Cross-Links

• PubChem: 11351264
• NPASS: NPC61525