[(2S,3S,4R,5R)-2,5-bis(acetyloxymethyl)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxyoxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: b444d73a-fdc0-4e3a-8d23-fc274dea1168
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(2S,3S,4R,5R)-2,5-bis(acetyloxymethyl)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxyoxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(O1)(COC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)O)OC(=O)C)OC(=O)C=CC3=CC=C(C=C3)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(COC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)O)OC(=O)C)OC(=O)/C=C/C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C31H38O18/c1-15(32)41-12-22-25(39)29(47-24(38)11-8-20-6-9-21(37)10-7-20)31(48-22,14-43-17(3)34)49-30-28(45-19(5)36)26(40)27(44-18(4)35)23(46-30)13-42-16(2)33/h6-11,22-23,25-30,37,39-40H,12-14H2,1-5H3/b11-8+/t22-,23-,25-,26+,27-,28-,29+,30-,31+/m1/s1
• InChI Key: IIRLJBYCOBQSFR-OPKVVABASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₈
• Molecular Weight: 698.60 g/mol
• Exact Mass: 698.20581436 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 18
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7406	74.06%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8623	86.23%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8301	83.01%
OATP1B3 inhibitior	+	0.8410	84.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9173	91.73%
P-glycoprotein inhibitior	+	0.7767	77.67%
P-glycoprotein substrate	-	0.6963	69.63%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.8393	83.93%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	+	0.7553	75.53%
CYP inhibitory promiscuity	-	0.6363	63.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.5944	59.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.8216	82.16%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	-	0.6352	63.52%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5574	55.74%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	+	0.6546	65.46%
Thyroid receptor binding	+	0.5838	58.38%
Glucocorticoid receptor binding	+	0.6919	69.19%
Aromatase binding	+	0.5783	57.83%
PPAR gamma	+	0.7498	74.98%
Honey bee toxicity	-	0.7116	71.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9765	97.65%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	88.56%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.53%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.75%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.17%	85.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.84%	89.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.86%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL3194	P02766	Transthyretin	82.25%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	82.21%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.79%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.23%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.81%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.78%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	80.11%	91.49%

Plants that contains it

• Prunus maximowiczii

Cross-Links

• PubChem: 14841099
• LOTUS: LTS0210996
• wikiData: Q105113717