[(2S,3R,4R,5R,6S)-4-hydroxy-5-(4-hydroxybenzoyl)oxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: 43fc4c5c-757e-473f-814a-e6ab0828015f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3R,4R,5R,6S)-4-hydroxy-5-(4-hydroxybenzoyl)oxy-6-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=CC=C(C=C6)O)O)OC(=O)C7=CC=C(C=C7)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C6=CC=C(C=C6)O)O)OC(=O)C7=CC=C(C=C7)O
• InChI: InChI=1S/C35H40O18/c1-14-26(49-30(44)15-2-6-17(38)7-3-15)25(43)28(50-31(45)16-4-8-18(39)9-5-16)34(47-14)51-27-19-10-11-46-32(21(19)35(13-37)29(27)53-35)52-33-24(42)23(41)22(40)20(12-36)48-33/h2-11,14,19-29,32-34,36-43H,12-13H2,1H3/t14-,19+,20+,21+,22+,23-,24+,25+,26-,27-,28+,29-,32-,33-,34-,35+/m0/s1
• InChI Key: QNFUPPTUFMTPJJ-JHTSUSHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₈
• Molecular Weight: 748.70 g/mol
• Exact Mass: 748.22146442 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4912	49.12%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6466	64.66%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7556	75.56%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5510	55.10%
P-glycoprotein inhibitior	+	0.6482	64.82%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6915	69.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.8771	87.71%
CYP2C19 inhibition	-	0.8177	81.77%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	+	0.6995	69.95%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6508	65.08%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5159	51.59%
Acute Oral Toxicity (c)	III	0.4891	48.91%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.6333	63.33%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.7474	74.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9057	90.57%

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	96.72%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.68%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.89%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.85%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.70%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.94%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.86%	96.21%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.64%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.20%	95.83%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	83.37%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%

Plants that contains it

• Gmelina arborea

Cross-Links

• PubChem: 102120453
• LOTUS: LTS0180543
• wikiData: Q105224400