(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1R,3R,5R,6R,7S,8S)-3-hydroxy-2,2,6,8-tetramethyl-5-tricyclo[5.3.1.03,8]undecanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: d6529af2-a971-4007-84ec-23fb64db301f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1R,3R,5R,6R,7S,8S)-3-hydroxy-2,2,6,8-tetramethyl-5-tricyclo[5.3.1.03,8]undecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C2CC3CCC2(C(C3(C)C)(CC1OC4C(C(C(C(O4)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@H]3CC[C@@]2([C@](C3(C)C)(C[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C
• InChI: InChI=1S/C21H36O7/c1-10-12-7-11-5-6-20(12,4)21(26,19(11,2)3)8-13(10)27-18-17(25)16(24)15(23)14(9-22)28-18/h10-18,22-26H,5-9H2,1-4H3/t10-,11-,12+,13-,14-,15-,16+,17-,18-,20+,21-/m1/s1
• InChI Key: KXCSCHVOMFFTAA-YNWBUBKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6128	61.28%
Caco-2	-	0.8285	82.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.8460	84.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.7788	77.88%
P-glycoprotein substrate	-	0.8428	84.28%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.8201	82.01%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7501	75.01%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9545	95.45%
Skin irritation	-	0.7136	71.36%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.6798	67.98%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.6945	69.45%
Glucocorticoid receptor binding	+	0.6376	63.76%
Aromatase binding	+	0.7474	74.74%
PPAR gamma	+	0.6419	64.19%
Honey bee toxicity	-	0.7288	72.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8267	82.67%

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	97.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.77%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	94.76%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	94.18%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	91.16%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	88.55%	95.38%
CHEMBL233	P35372	Mu opioid receptor	87.38%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.05%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	84.30%	97.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.21%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	83.03%	98.03%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.93%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.81%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.50%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.31%	91.07%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 53496126
• LOTUS: LTS0230939
• wikiData: Q105147276