(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,4S,5R)-4-[(3S)-4-hydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3,3,5-trimethylcyclohexyl]oxyoxane-3,4,5-triol

Details

• Internal ID: c60bfadb-757d-4f0f-bef8-a4ffecdb500c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,4S,5R)-4-[(3S)-4-hydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3,3,5-trimethylcyclohexyl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1CCC(CO)OC2C(C(C(C(O2)CO)O)O)O)(C)C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](CC([C@H]1CC[C@@H](CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C25H46O13/c1-11-6-13(36-24-22(34)20(32)18(30)16(10-28)38-24)7-25(2,3)14(11)5-4-12(8-26)35-23-21(33)19(31)17(29)15(9-27)37-23/h11-24,26-34H,4-10H2,1-3H3/t11-,12+,13+,14+,15-,16-,17-,18-,19+,20+,21-,22-,23-,24-/m1/s1
• InChI Key: LSNZLSXCUOMLFW-UMARSYFPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₆O₁₃
• Molecular Weight: 554.60 g/mol
• Exact Mass: 554.29384152 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8109	81.09%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	0.7247	72.47%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.8466	84.66%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9424	94.24%
P-glycoprotein inhibitior	-	0.5781	57.81%
P-glycoprotein substrate	-	0.7415	74.15%
CYP3A4 substrate	+	0.6552	65.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.9234	92.34%
CYP2C8 inhibition	-	0.7830	78.30%
CYP inhibitory promiscuity	-	0.9636	96.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6722	67.22%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7665	76.65%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.5481	54.81%
Estrogen receptor binding	+	0.5814	58.14%
Androgen receptor binding	-	0.4884	48.84%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	-	0.5513	55.13%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.6002	60.02%
Honey bee toxicity	-	0.7061	70.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7964	79.64%

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	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.29%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	89.59%	97.64%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.25%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	87.20%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.76%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.62%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.24%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.18%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.24%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	82.43%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	82.08%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.02%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.23%	86.92%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 23582982
• LOTUS: LTS0181928
• wikiData: Q105156688