Epilotaustralin

Details

• Internal ID: 8f58e541-a53d-464a-85f5-e8cd658c7158
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2S)-2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• SMILES (Canonical): CCC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC[C@@](C)(C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3/t6-,7-,8+,9-,10+,11+/m1/s1
• InChI Key: WEWBWVMTOYUPHH-UUFBCVLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₆
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.12123733 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• (S)-Lotaustralin
• 55758-42-4
• DTXSID50971135
• 2-(Hexopyranosyloxy)-2-methylbutanenitrile
• Butanenitrile, 2-(beta-D-glucopyranosyloxy)-2-methyl-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8854	88.54%
Caco-2	-	0.8160	81.60%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6565	65.65%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9656	96.56%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	+	0.5160	51.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.7384	73.84%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8427	84.27%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8687	86.87%
CYP2C8 inhibition	-	0.8258	82.58%
CYP inhibitory promiscuity	-	0.8154	81.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6874	68.74%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9877	98.77%
Skin irritation	-	0.8574	85.74%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5616	56.16%
Acute Oral Toxicity (c)	III	0.6377	63.77%
Estrogen receptor binding	-	0.8181	81.81%
Androgen receptor binding	-	0.6484	64.84%
Thyroid receptor binding	+	0.6498	64.98%
Glucocorticoid receptor binding	-	0.6206	62.06%
Aromatase binding	-	0.6532	65.32%
PPAR gamma	-	0.6213	62.13%
Honey bee toxicity	-	0.6242	62.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8644	86.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.35%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	89.98%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.51%	86.92%
CHEMBL1977	P11473	Vitamin D receptor	86.29%	99.43%
CHEMBL2996	Q05655	Protein kinase C delta	85.45%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	84.07%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL1871	P10275	Androgen Receptor	82.27%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.05%	100.00%

Plants that contains it

• Acacia cambagei
• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Arnica viscosa
• Aster alpinus
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Berberis crataegina
• Boophone disticha
• Calceolaria thyrsiflora
• Calophyllum thwaitesii
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Coptis trifolia
• Craspidospermum verticillatum
• Crataegus pontica
• Dioscorea japonica
• Echinocystis lobata
• Ehretia dicksonii
• Euphorbia maculata
• Felicia amelloides
• Helenium quadridentatum
• Hypericum ascyron
• Inulanthera dregeana
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Linum grandiflorum
• Lotus corniculatus subsp. corniculatus
• Lotus japonicus
• Lupinus verbasciformis
• Manihot esculenta
• Melaleuca decora
• Melaleuca rhaphiophylla
• Paramignya scandens
• Passiflora morifolia
• Phlomoides medicinalis
• Podocarpus nivalis
• Pteris sinensis
• Rhodiola chrysanthemifolia subsp. sacra
• Rhodiola kirilowii
• Rhodiola rosea
• Rhodiola semenovii
• Schisandra arisanensis
• Senecio polyodon
• Senna siamea
• Senna sophera
• Sextonia rubra
• Styphnolobium japonicum
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 185818
• NPASS: NPC270797
• LOTUS: LTS0070973
• wikiData: Q82954560