(2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 77658495-7d34-4716-9e36-ffe239343b02
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=C(C=C(C=C1)C(C)C)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(CO3)O)O)O
• SMILES (Isomeric): CC1=C(C=C(C=C1)C(C)C)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O
• InChI: InChI=1S/C21H32O10/c1-9(2)11-5-4-10(3)13(6-11)29-21-19(17(26)16(25)14(7-22)30-21)31-20-18(27)15(24)12(23)8-28-20/h4-6,9,12,14-27H,7-8H2,1-3H3/t12-,14+,15+,16+,17-,18-,19+,20+,21+/m1/s1
• InChI Key: RIDKEHGRORSLIR-UFJNRSSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₀
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.19954721 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7444	74.44%
Caco-2	-	0.8315	83.15%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6868	68.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8304	83.04%
P-glycoprotein inhibitior	-	0.7933	79.33%
P-glycoprotein substrate	-	0.6795	67.95%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.9080	90.80%
CYP2C19 inhibition	-	0.9361	93.61%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.8099	80.99%
CYP inhibitory promiscuity	-	0.8862	88.62%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6613	66.13%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9558	95.58%
Skin irritation	-	0.8557	85.57%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6992	69.92%
Micronuclear	-	0.6582	65.82%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9526	95.26%
Acute Oral Toxicity (c)	III	0.7662	76.62%
Estrogen receptor binding	+	0.6176	61.76%
Androgen receptor binding	-	0.7037	70.37%
Thyroid receptor binding	+	0.6410	64.10%
Glucocorticoid receptor binding	-	0.6789	67.89%
Aromatase binding	+	0.6326	63.26%
PPAR gamma	+	0.5247	52.47%
Honey bee toxicity	-	0.8127	81.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4721	47.21%

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	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.58%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.52%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	90.97%	94.73%
CHEMBL4208	P20618	Proteasome component C5	90.68%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.43%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.22%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.46%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.18%	97.09%
CHEMBL4581	P52732	Kinesin-like protein 1	83.93%	93.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.99%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.83%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.52%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.17%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	80.80%	94.45%

Plants that contains it

• Origanum syriacum

Cross-Links

• PubChem: 163195302
• LOTUS: LTS0026248
• wikiData: Q105236773