Tachioside

Details

• Internal ID: ab25c752-12c7-4f24-b5ae-dd565d240035
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-(4-hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C13H18O8/c1-19-8-4-6(2-3-7(8)15)20-13-12(18)11(17)10(16)9(5-14)21-13/h2-4,9-18H,5H2,1H3/t9-,10-,11+,12-,13-/m1/s1
• InChI Key: KWVHACHAQJFTLZ-UJPOAAIJSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₈
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.10016753 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• 109194-60-7
• 1-O-(4-Hydroxy-3-methoxyphenyl)-beta-D-glucopyranose
• (2S,3R,4S,5S,6R)-2-(4-hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• (2S,3R,4S,5S,6R)-2-(4-Hydroxy-3-methoxyphenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• SCHEMBL9576060
• CHEMBL1077078
• AKOS032948097
• 4-hydroxy-3-methoxyphenol beta-d-glucopyranoside
• (2S,3R,4S,5S,6R)-2-(4-hydroxy-3-methoxy-phenoxy)-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8005	80.05%
Caco-2	-	0.8458	84.58%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6152	61.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9555	95.55%
P-glycoprotein substrate	-	0.9461	94.61%
CYP3A4 substrate	-	0.5306	53.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.8735	87.35%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.8630	86.30%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	-	0.6477	64.77%
CYP inhibitory promiscuity	-	0.6709	67.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8574	85.74%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7100	71.00%
Acute Oral Toxicity (c)	III	0.7791	77.91%
Estrogen receptor binding	-	0.7379	73.79%
Androgen receptor binding	-	0.7466	74.66%
Thyroid receptor binding	-	0.5592	55.92%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6081	60.81%
PPAR gamma	-	0.5298	52.98%
Honey bee toxicity	-	0.9138	91.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	-	0.6194	61.94%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.08%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.87%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.16%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.31%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.55%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	83.27%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.26%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.20%	86.92%

Plants that contains it

• Aconitum seravschanicum
• Adansonia grandidieri
• Alkekengi officinarum
• Ampelopsis glandulosa var. brevipedunculata
• Aphyllocladus denticulatus
• Atractylodes lancea
• Bassia muricata
• Betula pendula
• Capparis flavicans
• Cornus officinalis
• Dendriopoterium menendezii
• Dianthera secunda
• Dodonaea viscosa
• Dysoxylum cumingianum
• Enceliopsis argophylla
• Ficus septica
• Flacourtia jangomas
• Galatella sedifolia subsp. sedifolia
• Glycyrrhiza glabra
• Hydrangea macrophylla
• Iodes cirrhosa
• Itoa orientalis
• Ixora undulata
• Laguncularia racemosa
• Lavandula angustifolia subsp. pyrenaica
• Linum usitatissimum
• Miliusa velutina
• Myrsine seguinii
• Neobalanocarpus heimii
• Onobrychis arenaria
• Picea abies
• Pimpinella anisum
• Piper retrofractum
• Psychotria stachyoides
• Reynoutria japonica
• Rhodiola crenulata
• Rhododendron latoucheae
• Senecio subdentatus
• Smilax bracteata
• Strychnos axillaris
• Teucrium yemense
• Trichotosia mollis

Cross-Links

• PubChem: 11962143
• NPASS: NPC221090
• LOTUS: LTS0029144
• wikiData: Q104397760