[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 930a76fa-1f99-4e04-8a06-ce53c15bde4e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C31H36O16/c1-42-20-12-17(4-9-19(20)35)6-11-24(37)45-29-26(39)21(13-32)46-31(29,15-33)47-30-28(41)27(40)25(38)22(44-30)14-43-23(36)10-5-16-2-7-18(34)8-3-16/h2-12,21-22,25-30,32-35,38-41H,13-15H2,1H3/b10-5+,11-6+/t21-,22-,25-,26-,27+,28-,29+,30-,31+/m1/s1
• InChI Key: AMQSKEKZBYHALN-VUFRXCLUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₆
• Molecular Weight: 664.60 g/mol
• Exact Mass: 664.20033506 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7896	78.96%
Caco-2	-	0.8990	89.90%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8911	89.11%
P-glycoprotein inhibitior	+	0.5897	58.97%
P-glycoprotein substrate	-	0.6316	63.16%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8175	81.75%
CYP2C9 inhibition	-	0.8078	80.78%
CYP2C19 inhibition	-	0.7609	76.09%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.8154	81.54%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.8494	84.94%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8097	80.97%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8699	86.99%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8788	87.88%
Acute Oral Toxicity (c)	III	0.6819	68.19%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.6115	61.15%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	+	0.6175	61.75%
Aromatase binding	+	0.5669	56.69%
PPAR gamma	+	0.7053	70.53%
Honey bee toxicity	-	0.7106	71.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9224	92.24%

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	99.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.42%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.32%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.14%	85.14%
CHEMBL3194	P02766	Transthyretin	93.13%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.07%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.98%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.83%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.63%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.28%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.02%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.80%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.72%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.62%	95.83%
CHEMBL2535	P11166	Glucose transporter	81.08%	98.75%

Plants that contains it

• Arnebia guttata

Cross-Links

• PubChem: 101414917
• NPASS: NPC275610