(6-Hydroxy-2,6-dimethylocta-2,7-dienoyl) 5-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxybenzoate

Details

• Internal ID: 0242abc5-f9dd-4c38-97d4-01ee6b95b48c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (6-hydroxy-2,6-dimethylocta-2,7-dienoyl) 5-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxybenzoate
• SMILES (Canonical): CC(=CCCC(C)(C=C)O)C(=O)OC(=O)C1=C(C=CC(=C1)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)O
• SMILES (Isomeric): CC(=CCCC(C)(C=C)O)C(=O)OC(=O)C1=C(C=CC(=C1)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)O
• InChI: InChI=1S/C28H38O15/c1-4-27(3,37)9-5-6-14(2)23(35)43-24(36)16-10-15(7-8-17(16)31)40-25-21(20(33)19(32)18(11-29)41-25)42-26-22(34)28(38,12-30)13-39-26/h4,6-8,10,18-22,25-26,29-34,37-38H,1,5,9,11-13H2,2-3H3
• InChI Key: LTJBSRZVOSDZRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₅
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.22107050 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.62
• 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	+	0.6479	64.79%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7994	79.94%
P-glycoprotein inhibitior	+	0.6080	60.80%
P-glycoprotein substrate	-	0.5310	53.10%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.6882	68.82%
CYP2C9 inhibition	-	0.7190	71.90%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	+	0.7051	70.51%
CYP inhibitory promiscuity	-	0.8233	82.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.6953	69.53%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3982	39.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7471	74.71%
Acute Oral Toxicity (c)	III	0.5141	51.41%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.5739	57.39%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.5841	58.41%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.6516	65.16%
Honey bee toxicity	-	0.6785	67.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9738	97.38%

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	99.77%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.21%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	95.15%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.43%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.05%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.81%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.67%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.85%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.05%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.28%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.76%	94.33%
CHEMBL4208	P20618	Proteasome component C5	87.46%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.53%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.05%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.87%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.81%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.69%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.37%	96.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.30%	99.15%
CHEMBL4581	P52732	Kinesin-like protein 1	80.12%	93.18%

Plants that contains it

• Urena lobata

Cross-Links

• PubChem: 162875944
• LOTUS: LTS0011141
• wikiData: Q105156969