[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 03c07d6c-0b04-484b-9738-e0e5bcc480be
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C30H34O17/c31-11-19-23(37)25(39)28(42)30(45-19)47-22(36)8-4-14-2-6-16(33)18(10-14)44-29-27(41)26(40)24(38)20(46-29)12-43-21(35)7-3-13-1-5-15(32)17(34)9-13/h1-10,19-20,23-34,37-42H,11-12H2/b7-3+,8-4+/t19-,20-,23-,24-,25+,26+,27-,28-,29-,30+/m1/s1
• InChI Key: QZBUECAZYHVZBH-SKXWEYSTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₇
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.17959961 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8264	82.64%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5406	54.06%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6943	69.43%
P-glycoprotein inhibitior	+	0.6329	63.29%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	+	0.5730	57.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8666	86.66%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.9487	94.87%
CYP2C8 inhibition	+	0.6177	61.77%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7039	70.39%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.8613	86.13%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9159	91.59%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	-	0.5102	51.02%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.5989	59.89%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6566	65.66%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9032	90.32%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.38%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.49%	96.00%
CHEMBL3194	P02766	Transthyretin	95.02%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.18%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.37%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.53%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.18%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.11%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	80.10%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Clematis tashiroi

Cross-Links

• PubChem: 122181707
• LOTUS: LTS0265574
• wikiData: Q105231588