2-Phenylethyl D-rutinoside

Details

• Internal ID: 95bac06b-cfc8-4c54-84f5-ed502d9e4f81
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(2-phenylethoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC=CC=C3)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)OCCC3=CC=CC=C3)O)O)O)O)O)O
• InChI: InChI=1S/C20H30O10/c1-10-13(21)15(23)17(25)20(29-10)28-9-12-14(22)16(24)18(26)19(30-12)27-8-7-11-5-3-2-4-6-11/h2-6,10,12-26H,7-9H2,1H3/t10-,12+,13-,14+,15+,16-,17+,18+,19+,20+/m0/s1
• InChI Key: OKUGUNDXBGUFPA-OCGSKHJZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₀
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.18389715 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• MEGxp0_000793
• ACon1_000975
• DTXSID001165902
• beta-Phenylethanol beta-D-rutinoside
• AKOS040739974
• NCGC00169796-01
• NCGC00169796-02
• BRD-K76613438-001-01-4
• 2-phenylethyl 6-O-alpha-l-rhamnopyranosyl-beta-d-glucopyranoside
• 2-Phenylethyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
• NCGC00169796-02_C20H30O10_2-Phenylethyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9325	93.25%
Caco-2	-	0.8048	80.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8449	84.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8021	80.21%
P-glycoprotein inhibitior	-	0.8459	84.59%
P-glycoprotein substrate	-	0.8564	85.64%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7915	79.15%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8706	87.06%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	+	0.4644	46.44%
CYP inhibitory promiscuity	-	0.8237	82.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5664	56.64%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3623	36.23%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	-	0.9207	92.07%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8845	88.45%
Acute Oral Toxicity (c)	III	0.6651	66.51%
Estrogen receptor binding	+	0.5371	53.71%
Androgen receptor binding	-	0.7540	75.40%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	-	0.5376	53.76%
Aromatase binding	+	0.6985	69.85%
PPAR gamma	+	0.6854	68.54%
Honey bee toxicity	-	0.8533	85.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6920	69.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.42%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.70%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.90%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.80%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.61%	99.17%

Plants that contains it

• Acacia confusa
• Aglaia elaeagnoidea
• Alluaudia ascendens
• Ampelopsis glandulosa var. brevipedunculata
• Aristolochia littoralis
• Astragalus gummifer
• Brassica nigra
• Cardiospermum halicacabum
• Centaurea collina
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Echinocereus berlandieri
• Erica arborea
• Erica arborea
• Erigeron canadensis
• Euonymus nanus
• Euphorbia segetalis
• Garcinia celebica
• Isodon lihsienensis
• Isodon weisiensis
• Jasminum sambac
• Millingtonia hortensis
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phoebe clemensii
• Physostigma venenosum
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Sedum sarmentosum
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 11166301
• NPASS: NPC311907
• LOTUS: LTS0182672
• wikiData: Q105193770