(2R,3R,4S,5S,6R)-2-[(E,6S)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3facd550-84a7-467c-9057-491343e73ea9
• 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-[(E,6S)-6,7-dihydroxy-3,7-dimethyloct-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCOC1C(C(C(C(O1)CO)O)O)O)CCC(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C16H30O8/c1-9(4-5-11(18)16(2,3)22)6-7-23-15-14(21)13(20)12(19)10(8-17)24-15/h6,10-15,17-22H,4-5,7-8H2,1-3H3/b9-6+/t10-,11+,12-,13+,14-,15-/m1/s1
• InChI Key: WYKQKFALGCLZSL-MADFFZSISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₈
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.19406791 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5388	53.88%
Caco-2	-	0.7988	79.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8388	83.88%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.8377	83.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.8843	88.43%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.8152	81.52%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.8437	84.37%
CYP inhibitory promiscuity	-	0.9595	95.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6928	69.28%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9819	98.19%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4393	43.93%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7417	74.17%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6339	63.39%
Acute Oral Toxicity (c)	III	0.6644	66.44%
Estrogen receptor binding	-	0.6265	62.65%
Androgen receptor binding	-	0.6151	61.51%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	-	0.5823	58.23%
Aromatase binding	-	0.5595	55.95%
PPAR gamma	-	0.5462	54.62%
Honey bee toxicity	-	0.7344	73.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8375	83.75%

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	96.37%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	94.57%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.58%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.22%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.93%	97.29%
CHEMBL3589	P55263	Adenosine kinase	81.25%	98.05%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.79%	92.68%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.28%	93.56%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 101843664
• LOTUS: LTS0205848
• wikiData: Q105322346