(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxyphenoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 2263e887-4cd5-4332-808e-e511a7e056e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxyphenoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C=C3)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C(C=C3)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C19H28O12/c1-7-12(21)14(23)16(25)18(29-7)28-6-11-13(22)15(24)17(26)19(31-11)30-8-3-4-9(20)10(5-8)27-2/h3-5,7,11-26H,6H2,1-2H3/t7-,11+,12-,13+,14+,15-,16+,17+,18+,19+/m0/s1
• InChI Key: BFAJLSKYUOPYBU-ZXYOEULESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₁₂
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.15807632 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.57
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8298	82.98%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6650	66.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8050	80.50%
P-glycoprotein inhibitior	-	0.8444	84.44%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	+	0.5132	51.32%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7929	79.29%
CYP3A4 inhibition	-	0.8814	88.14%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.8458	84.58%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	+	0.4812	48.12%
CYP inhibitory promiscuity	-	0.6905	69.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6829	68.29%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.8348	83.48%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3937	39.37%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	-	0.8208	82.08%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8711	87.11%
Acute Oral Toxicity (c)	III	0.8003	80.03%
Estrogen receptor binding	+	0.5675	56.75%
Androgen receptor binding	-	0.8280	82.80%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	-	0.6365	63.65%
Aromatase binding	+	0.6021	60.21%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	-	0.4635	46.35%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.37%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.45%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.18%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.77%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.71%	99.15%
CHEMBL4208	P20618	Proteasome component C5	90.29%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.12%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.45%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.34%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.32%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	86.21%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.73%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.57%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.28%	98.95%

Plants that contains it

• Sargentodoxa cuneata

Cross-Links

• PubChem: 11539633
• NPASS: NPC162296
• LOTUS: LTS0005623
• wikiData: Q104933844