[(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-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: ff22f3d5-f664-4c51-a156-54896d4d7d38
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• 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-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C31H36O17/c1-43-20-11-16(3-7-18(20)35)5-9-24(38)46-29-26(40)21(12-32)47-31(29,14-33)48-30-28(42)27(41)25(39)22(45-30)13-44-23(37)8-4-15-2-6-17(34)19(36)10-15/h2-11,21-22,25-30,32-36,39-42H,12-14H2,1H3/b8-4+,9-5+/t21-,22-,25-,26-,27+,28-,29+,30-,31+/m1/s1
• InChI Key: BUFMIBZPIZJDBO-USYZRUAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₇
• Molecular Weight: 680.60 g/mol
• Exact Mass: 680.19524968 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• 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	-	0.8983	89.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8563	85.63%
P-glycoprotein inhibitior	+	0.6076	60.76%
P-glycoprotein substrate	-	0.6843	68.43%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8588	85.88%
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	+	0.7580	75.80%
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	-	0.9217	92.17%
Skin irritation	-	0.8494	84.94%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7770	77.70%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8574	85.74%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9242	92.42%
Acute Oral Toxicity (c)	III	0.6819	68.19%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	+	0.6101	61.01%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.7400	74.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.19%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.18%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.96%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.65%	91.49%
CHEMBL3194	P02766	Transthyretin	89.96%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.64%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.18%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.94%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.30%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.23%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	81.35%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.15%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.49%	86.92%

Plants that contains it

• Arnebia guttata

Cross-Links

• PubChem: 101414916
• NPASS: NPC210175