[3,4,5-Trihydroxy-6-[[6-hydroxy-10-(hydroxymethyl)-7-(1-hydroxypropan-2-yl)-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-5-yl]oxy]oxan-2-yl]methyl hydrogen sulfate

Details

• Internal ID: 580e0ac6-5aa9-4877-9f36-df83dc5b75ac
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[[6-hydroxy-10-(hydroxymethyl)-7-(1-hydroxypropan-2-yl)-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-5-yl]oxy]oxan-2-yl]methyl hydrogen sulfate
• SMILES (Canonical): CC(CO)C1=C(C(=C2COC3=CC(=CC1=C23)CO)OC4C(C(C(C(O4)COS(=O)(=O)O)O)O)O)O
• SMILES (Isomeric): CC(CO)C1=C(C(=C2COC3=CC(=CC1=C23)CO)OC4C(C(C(C(O4)COS(=O)(=O)O)O)O)O)O
• InChI: InChI=1S/C21H26O13S/c1-8(4-22)14-10-2-9(5-23)3-12-15(10)11(6-31-12)20(17(14)25)34-21-19(27)18(26)16(24)13(33-21)7-32-35(28,29)30/h2-3,8,13,16,18-19,21-27H,4-7H2,1H3,(H,28,29,30)
• InChI Key: BMETXGWITKQDJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₁₃S
• Molecular Weight: 518.50 g/mol
• Exact Mass: 518.10941205 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5064	50.64%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3979	39.79%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7552	75.52%
P-glycoprotein inhibitior	-	0.5717	57.17%
P-glycoprotein substrate	-	0.5568	55.68%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	0.6185	61.85%
CYP2D6 substrate	-	0.8257	82.57%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.7857	78.57%
CYP2C19 inhibition	-	0.7717	77.17%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.7211	72.11%
CYP2C8 inhibition	+	0.4543	45.43%
CYP inhibitory promiscuity	-	0.7965	79.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5661	56.61%
Carcinogenicity (trinary)	Non-required	0.5504	55.04%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4413	44.13%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6723	67.23%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9137	91.37%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	-	0.5887	58.87%
Glucocorticoid receptor binding	+	0.6153	61.53%
Aromatase binding	+	0.5934	59.34%
PPAR gamma	-	0.5189	51.89%
Honey bee toxicity	-	0.7485	74.85%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6105	61.05%
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	99.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.84%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	94.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.98%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.88%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.68%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.90%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.85%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.82%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	86.92%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.03%	97.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.40%	94.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.39%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.16%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.47%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.16%	96.47%

Plants that contains it

• Gossypium hirsutum

Cross-Links

• PubChem: 74347689
• LOTUS: LTS0035868
• wikiData: Q104938369