Rhodiocyanoside D

Details

• Internal ID: 2e72c385-03bf-4446-af13-cad730c06a18
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (E)-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-2-enenitrile
• SMILES (Canonical): CC=C(COC1C(C(C(C(O1)CO)O)O)O)C#N
• SMILES (Isomeric): C/C=C(/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)\C#N
• InChI: InChI=1S/C11H17NO6/c1-2-6(3-12)5-17-11-10(16)9(15)8(14)7(4-13)18-11/h2,7-11,13-16H,4-5H2,1H3/b6-2+/t7-,8-,9+,10-,11-/m1/s1
• InChI Key: UMDGSPMIRLGQIM-ZCIPGPJXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₆
• Molecular Weight: 259.26 g/mol
• Exact Mass: 259.10558726 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 197508-56-8
• (E)-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-2-enenitrile
• SCHEMBL6142797
• 2-(beta-D-Glucopyranosyloxymethyl)-2-butenenitrile
• 2-Butenenitrile, 2-((beta-D-glucopyranosyloxy)- methyl)-, (2E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8258	82.58%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7326	73.26%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9334	93.34%
P-glycoprotein substrate	-	0.9705	97.05%
CYP3A4 substrate	-	0.5203	52.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.9625	96.25%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.8388	83.88%
CYP2C8 inhibition	-	0.8731	87.31%
CYP inhibitory promiscuity	-	0.7815	78.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7076	70.76%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.8127	81.27%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6059	60.59%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5326	53.26%
Acute Oral Toxicity (c)	III	0.4718	47.18%
Estrogen receptor binding	-	0.8170	81.70%
Androgen receptor binding	-	0.7163	71.63%
Thyroid receptor binding	-	0.5697	56.97%
Glucocorticoid receptor binding	-	0.5090	50.90%
Aromatase binding	-	0.7343	73.43%
PPAR gamma	-	0.5697	56.97%
Honey bee toxicity	-	0.7112	71.12%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7410	74.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.52%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.70%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.48%	94.73%
CHEMBL3589	P55263	Adenosine kinase	84.36%	98.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.10%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.30%	95.83%

Plants that contains it

• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Craspidospermum verticillatum
• Dioscorea japonica
• Ehretia dicksonii
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lotus corniculatus subsp. corniculatus
• Lotus japonicus
• Lupinus verbasciformis
• Melaleuca rhaphiophylla
• Rhodiola chrysanthemifolia subsp. sacra
• Rhodiola crenulata
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 6442230
• NPASS: NPC148358
• LOTUS: LTS0018061
• wikiData: Q105275496