[(2S,3S,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 1f55f10f-1b84-4ad8-8556-1cd18396f5f0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2S,3S,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] (E)-3-(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)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C=C7)O)O)O)O)O)OC(=O)C=CC8=CC=C(C=C8)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)/C=C/C7=CC(=C(C=C7)O)O)O)O)O)OC(=O)/C=C/C8=CC=C(C=C8)OC
• InChI: InChI=1S/C46H56O24/c1-19-38(66-29(52)12-6-20-3-8-22(60-2)9-4-20)40(68-43-35(57)34(56)32(54)27(65-43)17-62-28(51)11-7-21-5-10-24(49)25(50)15-21)37(59)45(63-19)67-39-23-13-14-61-42(30(23)46(18-48)41(39)70-46)69-44-36(58)33(55)31(53)26(16-47)64-44/h3-15,19,23,26-27,30-45,47-50,53-59H,16-18H2,1-2H3/b11-7+,12-6+/t19-,23+,26+,27+,30+,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42-,43-,44-,45-,46+/m0/s1
• InChI Key: GHRKEJJYQIVRKU-AAPSUPIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₆O₂₄
• Molecular Weight: 992.90 g/mol
• Exact Mass: 992.31615265 g/mol
• Topological Polar Surface Area (TPSA): 362.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4667	46.67%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8107	81.07%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6819	68.19%
P-glycoprotein inhibitior	+	0.7276	72.76%
P-glycoprotein substrate	+	0.6133	61.33%
CYP3A4 substrate	+	0.7211	72.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.8506	85.06%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.7820	78.20%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	+	0.7454	74.54%
CYP inhibitory promiscuity	-	0.7881	78.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8027	80.27%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7679	76.79%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8323	83.23%
skin sensitisation	-	0.7987	79.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8600	86.00%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	+	0.7737	77.37%
Androgen receptor binding	+	0.6214	62.14%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.6903	69.03%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	+	0.7575	75.75%
Honey bee toxicity	-	0.6669	66.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8904	89.04%

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	99.92%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.28%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.49%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.75%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.39%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL4208	P20618	Proteasome component C5	92.44%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.94%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.91%	80.78%
CHEMBL226	P30542	Adenosine A1 receptor	89.69%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.72%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.43%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.30%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.02%	94.73%
CHEMBL3194	P02766	Transthyretin	85.07%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.63%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.54%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	82.06%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.83%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.06%	91.19%

Plants that contains it

• Buddleja japonica

Cross-Links

• PubChem: 163193098
• LOTUS: LTS0214861
• wikiData: Q105008685