[4-[2-(3,4-Dihydroxyphenyl)-2-methoxyethoxy]-3-hydroxy-6-(hydroxymethyl)-2-(3,4,5,6-tetrahydroxyoxan-2-yl)oxycyclohexyl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	56a5bee9-cf09-4a86-8267-4bf4e35cb31e
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name	[4-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-3-hydroxy-6-(hydroxymethyl)-2-(3,4,5,6-tetrahydroxyoxan-2-yl)oxycyclohexyl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)	COC(COC1CC(C(C(C1O)OC2C(C(C(C(O2)O)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)C4=CC(=C(C=C4)O)O
SMILES (Isomeric)	COC(COC1CC(C(C(C1O)OC2C(C(C(C(O2)O)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)C4=CC(=C(C=C4)O)O
InChI	InChI=1S/C30H38O16/c1-42-21(14-4-6-17(33)19(35)9-14)12-43-20-10-15(11-31)27(44-22(36)7-3-13-2-5-16(32)18(34)8-13)28(23(20)37)45-30-26(40)24(38)25(39)29(41)46-30/h2-9,15,20-21,23-35,37-41H,10-12H2,1H3
InChI Key	SKWZAUHMKBQODM-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₃₈O₁₆
Molecular Weight	654.60 g/mol
Exact Mass	654.21598512 g/mol
Topological Polar Surface Area (TPSA)	266.00 Å²
XlogP	-1.40
Atomic LogP (AlogP)	-1.28
H-Bond Acceptor	16
H-Bond Donor	10
Rotatable Bonds	11

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5243	52.43%
Caco-2	-	0.9037	90.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6831	68.31%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5654	56.54%
P-glycoprotein inhibitior	-	0.5749	57.49%
P-glycoprotein substrate	+	0.5128	51.28%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.8666	86.66%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.8162	81.62%
CYP2D6 inhibition	-	0.8785	87.85%
CYP1A2 inhibition	-	0.8416	84.16%
CYP2C8 inhibition	+	0.6195	61.95%
CYP inhibitory promiscuity	-	0.6695	66.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7540	75.40%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.7520	75.20%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8703	87.03%
Acute Oral Toxicity (c)	III	0.7093	70.93%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.5196	51.96%
Thyroid receptor binding	+	0.5801	58.01%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	-	0.4864	48.64%
PPAR gamma	+	0.6927	69.27%
Honey bee toxicity	-	0.6294	62.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.73%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.18%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.80%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.47%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.52%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.19%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.04%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.85%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.24%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.18%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.06%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.99%	94.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.88%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.87%	92.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.87%	94.08%
CHEMBL3194	P02766	Transthyretin	80.41%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.36%	94.80%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.