(Z)-3-Hexenylvicianoside

Details

• Internal ID: e02826b2-4613-4cbd-9064-2b6d99b5d40a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(Z)-hex-3-enoxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CCC=CCCOC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O
• SMILES (Isomeric): CC/C=C\CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)O)O)O
• InChI: InChI=1S/C17H30O10/c1-2-3-4-5-6-24-17-15(23)13(21)12(20)10(27-17)8-26-16-14(22)11(19)9(18)7-25-16/h3-4,9-23H,2,5-8H2,1H3/b4-3-/t9-,10+,11-,12+,13-,14+,15+,16-,17+/m0/s1
• InChI Key: NVTNXPADRDASMP-BHELATFJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₀O₁₀
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.18389715 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.38
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• CHEBI:181238
• NCGC00385430-01
• (2R,3R,4S,5S,6R)-2-[(Z)-hex-3-enoxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• NCGC00385430-01_C17H30O10_(3Z)-3-Hexen-1-yl 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8087	80.87%
Caco-2	-	0.8088	80.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8253	82.53%
P-glycoprotein inhibitior	-	0.8460	84.60%
P-glycoprotein substrate	-	0.8823	88.23%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.9468	94.68%
CYP2C9 inhibition	-	0.9302	93.02%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	-	0.8143	81.43%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9567	95.67%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7322	73.22%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9094	90.94%
Acute Oral Toxicity (c)	III	0.5895	58.95%
Estrogen receptor binding	-	0.5168	51.68%
Androgen receptor binding	-	0.8111	81.11%
Thyroid receptor binding	+	0.5232	52.32%
Glucocorticoid receptor binding	-	0.5862	58.62%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.6622	66.22%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6941	69.41%

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	95.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.34%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.09%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.24%	80.33%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL5957	P21589	5'-nucleotidase	84.79%	97.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.46%	94.73%

Plants that contains it

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

Cross-Links

• PubChem: 11560275
• NPASS: NPC283184
• LOTUS: LTS0154198
• wikiData: Q105186404