Benzyl vicianoside

Details

• Internal ID: 91ee4271-0bd3-45bb-94cb-2bbce7758f33
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-phenylmethoxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC3=CC=CC=C3)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCC3=CC=CC=C3)O)O)O)O)O)O
• InChI: InChI=1S/C18H26O10/c19-10-7-26-17(15(23)12(10)20)27-8-11-13(21)14(22)16(24)18(28-11)25-6-9-4-2-1-3-5-9/h1-5,10-24H,6-8H2/t10-,11+,12-,13+,14-,15+,16+,17-,18+/m0/s1
• InChI Key: WOGBNISMMIOPAZ-WSRGYXCDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₀
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.15259702 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.53
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• Compound NP-020958
• AKOS040737910

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9255	92.55%
Caco-2	-	0.8013	80.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8405	84.05%
P-glycoprotein inhibitior	-	0.8660	86.60%
P-glycoprotein substrate	-	0.9312	93.12%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	-	0.9625	96.25%
CYP2C9 inhibition	-	0.9524	95.24%
CYP2C19 inhibition	-	0.9223	92.23%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.9568	95.68%
CYP2C8 inhibition	-	0.6207	62.07%
CYP inhibitory promiscuity	-	0.9398	93.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9566	95.66%
Skin irritation	-	0.8608	86.08%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6639	66.39%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	-	0.7903	79.03%
skin sensitisation	-	0.9123	91.23%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9008	90.08%
Acute Oral Toxicity (c)	III	0.5978	59.78%
Estrogen receptor binding	+	0.5332	53.32%
Androgen receptor binding	-	0.6671	66.71%
Thyroid receptor binding	+	0.5928	59.28%
Glucocorticoid receptor binding	-	0.6575	65.75%
Aromatase binding	+	0.6727	67.27%
PPAR gamma	+	0.7603	76.03%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5413	54.13%

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	96.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.86%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	87.49%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.08%	97.09%
CHEMBL3891	P07384	Calpain 1	85.47%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	85.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.79%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.63%	99.17%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Gentiana scabra
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Phyllolobium chinense
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Rhodiola rosea
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Strychnos spinosa
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 71511240
• NPASS: NPC266503
• LOTUS: LTS0220474
• wikiData: Q105309489