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

Details

• Internal ID: 3e0186b2-3d4d-49b2-801c-3eb5242c0ce5
• 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,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxybutyl]-3,3,5-trimethylcyclohexyl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1CCC(CO)OC2C(C(C(CO2)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](CO2)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/C24H44O12/c1-11-6-13(35-23-21(32)19(30)18(29)16(9-26)36-23)7-24(2,3)14(11)5-4-12(8-25)34-22-20(31)17(28)15(27)10-33-22/h11-23,25-32H,4-10H2,1-3H3/t11-,12+,13+,14+,15+,16-,17+,18-,19+,20+,21-,22-,23-/m1/s1
• InChI Key: GWLFSUPWPHIRQN-GRMKGYBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₄O₁₂
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.28327683 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.16
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7642	76.42%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8388	83.88%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9062	90.62%
P-glycoprotein inhibitior	-	0.6164	61.64%
P-glycoprotein substrate	-	0.6106	61.06%
CYP3A4 substrate	+	0.6800	68.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9332	93.32%
CYP2C8 inhibition	-	0.7020	70.20%
CYP inhibitory promiscuity	-	0.9808	98.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	+	0.5244	52.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7968	79.68%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8593	85.93%
Acute Oral Toxicity (c)	III	0.5122	51.22%
Estrogen receptor binding	+	0.5398	53.98%
Androgen receptor binding	-	0.5392	53.92%
Thyroid receptor binding	+	0.5274	52.74%
Glucocorticoid receptor binding	-	0.5199	51.99%
Aromatase binding	+	0.6549	65.49%
PPAR gamma	+	0.5662	56.62%
Honey bee toxicity	-	0.6668	66.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7224	72.24%

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	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.28%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	92.86%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	90.06%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	89.43%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.97%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.05%	86.92%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.97%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.91%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.36%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	83.35%	98.10%
CHEMBL2581	P07339	Cathepsin D	82.99%	98.95%
CHEMBL3589	P55263	Adenosine kinase	82.64%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.50%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.28%	80.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.18%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.04%	92.94%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 163026700
• LOTUS: LTS0045628
• wikiData: Q105022489