[(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: bef4e94f-fbf0-44f8-a299-d794ed1e7464
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)COC(=O)C=CC5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)COC(=O)/C=C/C5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C47H50O22/c1-25(48)61-23-37-43(64-26(2)49)42(58)44(65-27(3)50)46(66-37)69-47(24-63-39(55)17-10-28-6-13-31(51)14-7-28)45(67-40(56)19-12-30-9-16-33(53)35(21-30)60-5)41(57)36(68-47)22-62-38(54)18-11-29-8-15-32(52)34(20-29)59-4/h6-21,36-37,41-46,51-53,57-58H,22-24H2,1-5H3/b17-10+,18-11+,19-12+/t36-,37-,41-,42+,43-,44-,45+,46-,47+/m1/s1
• InChI Key: YWJVWLXJQRVTIF-SXABLUIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₀O₂₂
• Molecular Weight: 966.90 g/mol
• Exact Mass: 966.27937322 g/mol
• Topological Polar Surface Area (TPSA): 305.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 22
• H-Bond Donor: 5
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7432	74.32%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8081	80.81%
OATP2B1 inhibitior	-	0.5815	58.15%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9521	95.21%
P-glycoprotein inhibitior	+	0.7740	77.40%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8368	83.68%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7377	73.77%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	+	0.8429	84.29%
CYP inhibitory promiscuity	-	0.6384	63.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.8556	85.56%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7099	70.99%
Micronuclear	-	0.5452	54.52%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7625	76.25%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	+	0.8397	83.97%
Androgen receptor binding	+	0.7353	73.53%
Thyroid receptor binding	+	0.6435	64.35%
Glucocorticoid receptor binding	+	0.7216	72.16%
Aromatase binding	+	0.5762	57.62%
PPAR gamma	+	0.7748	77.48%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9825	98.25%

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.06%	86.33%
CHEMBL3194	P02766	Transthyretin	94.01%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.57%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.56%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.98%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.20%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.46%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.13%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.85%	89.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.78%	91.19%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.47%	97.03%
CHEMBL1951	P21397	Monoamine oxidase A	86.35%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.09%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.50%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.99%	89.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.94%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	82.78%	92.50%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.42%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.60%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Smilax glabra

Cross-Links

• PubChem: 102369777
• LOTUS: LTS0026802
• wikiData: Q105366804