(2R,3S,4S,5R,6S)-2-[[(2R,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(1S)-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: bd4ccfac-4c8f-4bf7-a280-add6d9be1bc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2R,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(1S)-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=CCC(CC1)(C(C)C)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): CC1=CC[C@@](CC1)(C(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C21H36O10/c1-11(2)21(6-4-12(3)5-7-21)31-18-16(25)15(24)14(23)13(30-18)8-28-19-17(26)20(27,9-22)10-29-19/h4,11,13-19,22-27H,5-10H2,1-3H3/t13-,14-,15+,16-,17-,18+,19-,20-,21-/m1/s1
• InChI Key: GYNSVXPOEUJXIG-XZPGJIQJSA-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): -1.21
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.7694	76.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.8939	89.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8730	87.30%
P-glycoprotein inhibitior	-	0.7191	71.91%
P-glycoprotein substrate	-	0.7076	70.76%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.8462	84.62%
CYP2C19 inhibition	-	0.8890	88.90%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.9094	90.94%
CYP2C8 inhibition	-	0.5884	58.84%
CYP inhibitory promiscuity	-	0.9094	90.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9588	95.88%
Skin irritation	-	0.6394	63.94%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6799	67.99%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	I	0.4491	44.91%
Estrogen receptor binding	+	0.6707	67.07%
Androgen receptor binding	-	0.5513	55.13%
Thyroid receptor binding	+	0.6015	60.15%
Glucocorticoid receptor binding	+	0.6278	62.78%
Aromatase binding	+	0.7596	75.96%
PPAR gamma	+	0.6061	60.61%
Honey bee toxicity	-	0.7805	78.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	97.21%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.64%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.86%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.91%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.54%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.00%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.57%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.79%	97.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.99%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.63%	96.61%
CHEMBL4581	P52732	Kinesin-like protein 1	84.51%	93.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.01%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.04%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.42%	97.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.40%	80.33%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 11224676
• LOTUS: LTS0209614
• wikiData: Q105023959