[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-(3-oxobutyl)phenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 57a4c009-b6d6-44d7-a8f0-a489ee081dda
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-(3-oxobutyl)phenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)CCC1=CC(=C(C=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)CCC1=CC(=C(C=C1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(COC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H36O15/c1-15(31)2-3-17-5-8-19(33)21(11-17)44-28-26(38)25(37)24(36)22(45-28)12-41-29-27(39)30(40,14-43-29)13-42-23(35)9-6-16-4-7-18(32)20(34)10-16/h4-11,22,24-29,32-34,36-40H,2-3,12-14H2,1H3/b9-6+/t22-,24-,25+,26-,27+,28-,29-,30-/m1/s1
• InChI Key: DNTOGGCBATUQGV-FIHPWCTPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₅
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.20542044 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6322	63.22%
Caco-2	-	0.8989	89.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8443	84.43%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5145	51.45%
P-glycoprotein inhibitior	+	0.6034	60.34%
P-glycoprotein substrate	+	0.5513	55.13%
CYP3A4 substrate	+	0.6892	68.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.8204	82.04%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.8176	81.76%
CYP2C8 inhibition	+	0.8099	80.99%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	-	0.7426	74.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9289	92.89%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.5321	53.21%
Thyroid receptor binding	-	0.5307	53.07%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	+	0.7126	71.26%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.7216	72.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9859	98.59%

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	99.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.20%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.92%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.59%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.98%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.88%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.65%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.02%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.62%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.00%	96.90%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.73%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.57%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.50%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.10%	80.78%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.06%	82.50%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 11028618
• LOTUS: LTS0108581
• wikiData: Q104985738