(2R,3R,4S,5S,6R)-2-(3-methylbut-3-enoxy)-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: ec23414b-7bd8-46d7-92eb-75f7c1b626a7
• 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-(3-methylbut-3-enoxy)-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)CCOC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O
• SMILES (Isomeric): CC(=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/C16H28O10/c1-7(2)3-4-23-16-14(22)12(20)11(19)9(26-16)6-25-15-13(21)10(18)8(17)5-24-15/h8-22H,1,3-6H2,2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+/m0/s1
• InChI Key: NCTFEZKGEUHTLJ-UQSUZELCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₁₀
• Molecular Weight: 380.39 g/mol
• Exact Mass: 380.16824709 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.77
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7208	72.08%
Caco-2	-	0.8027	80.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8314	83.14%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.8910	89.10%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9016	90.16%
CYP2C19 inhibition	-	0.8354	83.54%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.8776	87.76%
CYP2C8 inhibition	-	0.8793	87.93%
CYP inhibitory promiscuity	-	0.9307	93.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9655	96.55%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4189	41.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7931	79.31%
Acute Oral Toxicity (c)	III	0.5900	59.00%
Estrogen receptor binding	-	0.5194	51.94%
Androgen receptor binding	-	0.8423	84.23%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	-	0.5366	53.66%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	+	0.6800	68.00%
Honey bee toxicity	-	0.7459	74.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8866	88.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.69%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.59%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	87.31%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.89%	80.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	82.93%	95.93%
CHEMBL5957	P21589	5'-nucleotidase	82.53%	97.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.23%	96.61%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• 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: 53494099
• NPASS: NPC214243
• LOTUS: LTS0023890
• wikiData: Q105177361