(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(5-methyl-2-propan-2-ylphenoxy)oxane-3,4,5-triol

Details

• Internal ID: fd2d6bb5-e630-4f3e-88e6-449ee5c2ae31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(5-methyl-2-propan-2-ylphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): CC1=CC(=C(C=C1)C(C)C)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C21H32O10/c1-10(2)12-5-4-11(3)6-13(12)30-19-17(25)16(24)15(23)14(31-19)7-28-20-18(26)21(27,8-22)9-29-20/h4-6,10,14-20,22-27H,7-9H2,1-3H3/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1
• InChI Key: LPCJLNSWIVWBQB-RHAOSNMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₀
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.19954721 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.24
• 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	-	0.6310	63.10%
Caco-2	-	0.8012	80.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6045	60.45%
P-glycoprotein inhibitior	-	0.7293	72.93%
P-glycoprotein substrate	-	0.7052	70.52%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9084	90.84%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8161	81.61%
CYP2C8 inhibition	-	0.6170	61.70%
CYP inhibitory promiscuity	-	0.7612	76.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9505	95.05%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7213	72.13%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.8479	84.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6373	63.73%
Acute Oral Toxicity (c)	III	0.6560	65.60%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	-	0.6432	64.32%
Thyroid receptor binding	+	0.6348	63.48%
Glucocorticoid receptor binding	-	0.4880	48.80%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	+	0.6665	66.65%
Honey bee toxicity	-	0.8457	84.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.7284	72.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL4581	P52732	Kinesin-like protein 1	94.99%	93.18%
CHEMBL226	P30542	Adenosine A1 receptor	94.62%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.20%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.38%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.00%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.73%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.55%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.53%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.31%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.67%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.24%	97.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.39%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.04%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.70%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	81.61%	83.82%

Plants that contains it

• Pluchea indica

Cross-Links

• PubChem: 21631003
• LOTUS: LTS0196377
• wikiData: Q105155036