(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(1S,2R,4S,7S)-7-(hydroxymethyl)-1,7-dimethyl-2-bicyclo[2.2.1]heptanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 9c738091-f583-493a-ad60-009eeeff7b1e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(1S,2R,4S,7S)-7-(hydroxymethyl)-1,7-dimethyl-2-bicyclo[2.2.1]heptanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(C1(C)CO)CC2OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]1(C)CO)C[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)O
• InChI: InChI=1S/C21H36O11/c1-19-4-3-10(20(19,2)7-22)5-12(19)32-17-15(26)14(25)13(24)11(31-17)6-29-18-16(27)21(28,8-23)9-30-18/h10-18,22-28H,3-9H2,1-2H3/t10-,11+,12+,13+,14-,15+,16-,17-,18+,19+,20-,21+/m0/s1
• InChI Key: GGAJZHXNIPZVJJ-RAKKXYFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₁
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.22576196 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7123	71.23%
Caco-2	-	0.8119	81.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6428	64.28%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9352	93.52%
P-glycoprotein inhibitior	-	0.7262	72.62%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.6767	67.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.9153	91.53%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	+	0.4778	47.78%
CYP inhibitory promiscuity	-	0.9705	97.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.7138	71.38%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7348	73.48%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.9397	93.97%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	I	0.6839	68.39%
Estrogen receptor binding	+	0.6097	60.97%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.5826	58.26%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	+	0.5665	56.65%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7334	73.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.42%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.13%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.24%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	86.11%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.72%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.61%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.47%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.03%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.56%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 10718945
• LOTUS: LTS0103551
• wikiData: Q105007938