(2R,3S,4S,5R,6R)-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-6-[[(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: e4dcb17b-ccca-41ba-89bf-9290c62e47c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]-6-[[(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC1(C(C2)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@H](C1(C)C)C[C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O)O
• InChI: InChI=1S/C21H36O10/c1-20(2)9-4-5-21(20,3)12(6-9)31-19-17(27)15(25)14(24)11(30-19)8-29-18-16(26)13(23)10(22)7-28-18/h9-19,22-27H,4-8H2,1-3H3/t9-,10+,11+,12-,13-,14+,15-,16+,17+,18-,19-,21+/m0/s1
• InChI Key: QNTIUHXPTFEBJF-MDPPUCNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₀
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.23084734 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6280	62.80%
Caco-2	-	0.8190	81.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6952	69.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9579	95.79%
P-glycoprotein inhibitior	-	0.7623	76.23%
P-glycoprotein substrate	-	0.8352	83.52%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9666	96.66%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.9401	94.01%
CYP2C8 inhibition	-	0.6226	62.26%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6681	66.81%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.7232	72.32%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3704	37.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7084	70.84%
skin sensitisation	-	0.9171	91.71%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8539	85.39%
Acute Oral Toxicity (c)	I	0.5601	56.01%
Estrogen receptor binding	-	0.4789	47.89%
Androgen receptor binding	-	0.5908	59.08%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.7773	77.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8491	84.91%

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	97.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.35%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.16%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.63%	89.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.28%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.94%	96.61%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.80%	80.33%
CHEMBL259	P32245	Melanocortin receptor 4	83.17%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.86%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.28%	92.94%
CHEMBL1871	P10275	Androgen Receptor	82.24%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.85%	95.50%
CHEMBL5957	P21589	5'-nucleotidase	81.58%	97.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.35%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.07%	89.62%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.59%	95.58%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 163191230
• LOTUS: LTS0004815
• wikiData: Q105224644