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

Details

• Internal ID: 6d2dffba-8830-4183-9b83-30c831e983f4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-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(C(O3)CO)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]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C22H34O11/c1-9(2)11-5-4-10(3)12(6-11)30-22-20(18(28)16(26)14(8-24)32-22)33-21-19(29)17(27)15(25)13(7-23)31-21/h4-6,9,13-29H,7-8H2,1-3H3/t13-,14-,15-,16-,17+,18+,19-,20-,21+,22-/m1/s1
• InChI Key: CANZVHSCRTTZLU-FWAYYJKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₁₁
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.21011190 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8028	80.28%
Caco-2	-	0.8550	85.50%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7493	74.93%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7200	72.00%
P-glycoprotein inhibitior	-	0.7828	78.28%
P-glycoprotein substrate	-	0.8217	82.17%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8734	87.34%
CYP2C8 inhibition	-	0.8213	82.13%
CYP inhibitory promiscuity	-	0.7690	76.90%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.8711	87.11%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	-	0.6582	65.82%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8769	87.69%
Acute Oral Toxicity (c)	III	0.7292	72.92%
Estrogen receptor binding	+	0.6397	63.97%
Androgen receptor binding	-	0.6423	64.23%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	-	0.6575	65.75%
Aromatase binding	+	0.6407	64.07%
PPAR gamma	+	0.5980	59.80%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3767	37.67%

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	96.46%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.17%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.88%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.06%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.76%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.86%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.30%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.81%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.91%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.24%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	82.09%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.71%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.66%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.07%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.06%	100.00%

Plants that contains it

• Origanum syriacum

Cross-Links

• PubChem: 101203408
• LOTUS: LTS0093817
• wikiData: Q104951665