[4-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c1f918a8-09c3-436a-a040-7128ad1d4583
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [4-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)OC)O)O)OC5C(C(C(CO5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)/C=C\C3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)OC)O)O)OC5C(C(C(CO5)O)O)O)O)O
• InChI: InChI=1S/C36H48O19/c1-16-26(42)28(44)33(55-34-29(45)27(43)21(40)15-50-34)36(51-16)54-32-30(46)35(49-11-10-18-5-8-22(47-2)20(39)12-18)52-24(14-37)31(32)53-25(41)9-6-17-4-7-19(38)23(13-17)48-3/h4-9,12-13,16,21,24,26-40,42-46H,10-11,14-15H2,1-3H3/b9-6-
• InChI Key: ZIPURHYPGUGDEP-TWGQIWQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₉
• Molecular Weight: 784.80 g/mol
• Exact Mass: 784.27897930 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

• Stachyoside D?

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7145	71.45%
Caco-2	-	0.8927	89.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6426	64.26%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7308	73.08%
P-glycoprotein inhibitior	+	0.6082	60.82%
P-glycoprotein substrate	+	0.6365	63.65%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9032	90.32%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.7934	79.34%
CYP inhibitory promiscuity	-	0.8857	88.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6961	69.61%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.8331	83.31%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7517	75.17%
Micronuclear	-	0.6667	66.67%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9861	98.61%
Acute Oral Toxicity (c)	III	0.7815	78.15%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	-	0.6703	67.03%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7291	72.91%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.3739	37.39%

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	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.12%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.58%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.25%	89.00%
CHEMBL3194	P02766	Transthyretin	93.55%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.51%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	92.79%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.19%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.34%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.17%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.83%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.66%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.50%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%

Plants that contains it

• Ajuga salicifolia
• Leonurus glaucescens
• Stachys byzantina

Cross-Links

• PubChem: 131752797
• LOTUS: LTS0045238
• wikiData: Q104399818