[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: b9ea9414-34c6-449d-96f2-464b0aabfef8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)CCOC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)O[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C31H40O16/c1-41-19-7-4-16(11-18(19)34)9-10-43-30-28(40)29(47-31-27(39)26(38)24(36)21(13-32)45-31)25(37)22(46-30)14-44-23(35)8-5-15-3-6-17(33)20(12-15)42-2/h3-8,11-12,21-22,24-34,36-40H,9-10,13-14H2,1-2H3/b8-5+/t21-,22-,24-,25-,26-,27-,28-,29+,30-,31+/m1/s1
• InChI Key: MTKGYCQUEWGDQW-DHWMEINUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₆
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.23163518 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7661	76.61%
Caco-2	-	0.9030	90.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7357	73.57%
P-glycoprotein inhibitior	-	0.4425	44.25%
P-glycoprotein substrate	-	0.5856	58.56%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.9071	90.71%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	+	0.8126	81.26%
CYP inhibitory promiscuity	-	0.7483	74.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7131	71.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.8429	84.29%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6987	69.87%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9216	92.16%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9141	91.41%
Acute Oral Toxicity (c)	III	0.7867	78.67%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.5207	52.07%
Thyroid receptor binding	+	0.5295	52.95%
Glucocorticoid receptor binding	+	0.6212	62.12%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6888	68.88%
Honey bee toxicity	-	0.7241	72.41%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7104	71.04%

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	98.97%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.90%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.16%	96.00%
CHEMBL3194	P02766	Transthyretin	95.55%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.99%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.40%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.10%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	91.95%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.96%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.60%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.26%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.02%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.02%	95.50%

Plants that contains it

• Patrinia scabiosifolia
• Plantago asiatica

Cross-Links

• PubChem: 101607230
• NPASS: NPC290957