[3,5-Dihydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] 3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: da003d8b-9c49-46d7-a2b4-e534678f3d28
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [3,5-dihydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] 3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C=CC6=CC(=C(C=C6)OC)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C=CC6=CC(=C(C=C6)OC)O)O
• InChI: InChI=1S/C31H40O17/c1-12-20(36)26(45-18(35)6-4-13-3-5-16(41-2)15(34)9-13)24(40)30(43-12)46-25-14-7-8-42-28(19(14)31(11-33)27(25)48-31)47-29-23(39)22(38)21(37)17(10-32)44-29/h3-9,12,14,17,19-30,32-34,36-40H,10-11H2,1-2H3
• InChI Key: JHANNGATDMZMHI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₇
• Molecular Weight: 684.60 g/mol
• Exact Mass: 684.22654980 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.76
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6196	61.96%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5607	56.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6359	63.59%
P-glycoprotein inhibitior	+	0.5740	57.40%
P-glycoprotein substrate	+	0.6114	61.14%
CYP3A4 substrate	+	0.6979	69.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	+	0.7341	73.41%
CYP inhibitory promiscuity	-	0.7006	70.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8566	85.66%
Acute Oral Toxicity (c)	III	0.5416	54.16%
Estrogen receptor binding	+	0.7312	73.12%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.5312	53.12%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7344	73.44%

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%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.52%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.81%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.50%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.43%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.72%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.11%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.85%	99.17%
CHEMBL3194	P02766	Transthyretin	88.21%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.78%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.57%	86.92%
CHEMBL4208	P20618	Proteasome component C5	86.03%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.24%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.31%	98.00%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.81%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.90%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.06%	97.33%

Plants that contains it

• Premna microphylla
• Verbascum thapsus

Cross-Links

• PubChem: 163041017
• LOTUS: LTS0246003
• wikiData: Q105127812