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

Details

• Internal ID: 7e823302-3bd1-4085-95cd-ee40d1a098dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(3R,4S)-4-hydroxy-3,7-dimethyloct-6-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCOC1C(C(C(C(O1)CO)O)O)O)C(CC=C(C)C)O
• SMILES (Isomeric): C[C@H](CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H](CC=C(C)C)O
• InChI: InChI=1S/C16H30O7/c1-9(2)4-5-11(18)10(3)6-7-22-16-15(21)14(20)13(19)12(8-17)23-16/h4,10-21H,5-8H2,1-3H3/t10-,11+,12-,13-,14+,15-,16-/m1/s1
• InChI Key: DTOXLDOZAOLTHK-RMPHEQRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₇
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.19915329 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.8037	80.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8518	85.18%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9319	93.19%
P-glycoprotein inhibitior	-	0.8735	87.35%
P-glycoprotein substrate	-	0.9180	91.80%
CYP3A4 substrate	+	0.5233	52.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8954	89.54%
CYP2C9 inhibition	-	0.8849	88.49%
CYP2C19 inhibition	-	0.8005	80.05%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	-	0.9191	91.91%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7391	73.91%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9787	97.87%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5699	56.99%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7166	71.66%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.6451	64.51%
Estrogen receptor binding	-	0.6695	66.95%
Androgen receptor binding	-	0.6978	69.78%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	-	0.7076	70.76%
Aromatase binding	-	0.5588	55.88%
PPAR gamma	-	0.5767	57.67%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	+	0.8274	82.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.31%	97.29%
CHEMBL2885	P07451	Carbonic anhydrase III	83.73%	87.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.45%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.50%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 163038859
• LOTUS: LTS0105236
• wikiData: Q104988960