[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)-2,3-dihydrochromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 6ce13581-850d-4c2b-b102-09973599f1f8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)-2,3-dihydrochromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C29H32O12/c1-13-8-18(33)24(27-23(13)19(34)11-16(39-27)9-14(2)31)28-29(26(37)25(36)21(12-30)40-28)41-22(35)7-5-15-4-6-17(32)20(10-15)38-3/h4-8,10,16,21,25-26,28-30,32-33,36-37H,9,11-12H2,1-3H3/b7-5+/t16?,21-,25-,26+,28+,29-/m1/s1
• InChI Key: URPBWFLWFIMWFY-XLHMIKJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₂
• Molecular Weight: 572.60 g/mol
• Exact Mass: 572.18937645 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4641	46.41%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5264	52.64%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	+	0.8133	81.33%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	+	0.7028	70.28%
P-glycoprotein substrate	-	0.5382	53.82%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8564	85.64%
CYP2C9 inhibition	-	0.8623	86.23%
CYP2C19 inhibition	-	0.9203	92.03%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8702	87.02%
CYP2C8 inhibition	+	0.7455	74.55%
CYP inhibitory promiscuity	-	0.7974	79.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6455	64.55%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.8358	83.58%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6118	61.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7049	70.49%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7291	72.91%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.5252	52.52%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6827	68.27%
Aromatase binding	-	0.5499	54.99%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.7399	73.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9577	95.77%

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	99.70%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.11%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.06%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.99%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.12%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.67%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.61%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.97%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.99%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.16%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.21%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.48%	89.62%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%

Plants that contains it

• Aloe vera
• Rehmannia glutinosa

Cross-Links

• PubChem: 5317343
• NPASS: NPC114539