6-[3-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutyl]-7-hydroxychromen-2-one

Details

• Internal ID: 2c48214c-e3d5-4e03-9f29-8a0e51277937
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 6-[3-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutyl]-7-hydroxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=C2C(=C1)C=CC(=O)O2)O)O)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
• SMILES (Isomeric): CC(C)(C(CC1=C(C=C2C(=C1)C=CC(=O)O2)O)O)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
• InChI: InChI=1S/C25H34O14/c1-24(2,16(28)6-12-5-11-3-4-17(29)37-14(11)7-13(12)27)39-22-20(32)19(31)18(30)15(38-22)8-35-23-21(33)25(34,9-26)10-36-23/h3-5,7,15-16,18-23,26-28,30-34H,6,8-10H2,1-2H3
• InChI Key: GJBDBCIMXQWCFX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₄
• Molecular Weight: 558.50 g/mol
• Exact Mass: 558.19485575 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 14
• 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	+	0.7927	79.27%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5154	51.54%
P-glycoprotein inhibitior	-	0.5239	52.39%
P-glycoprotein substrate	-	0.5076	50.76%
CYP3A4 substrate	+	0.6659	66.59%
CYP2C9 substrate	-	0.6188	61.88%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	+	0.5243	52.43%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.8052	80.52%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6600	66.00%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	+	0.6177	61.77%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	+	0.7738	77.38%
PPAR gamma	+	0.7031	70.31%
Honey bee toxicity	-	0.7652	76.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.89%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.81%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	93.10%	93.18%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.30%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.72%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.05%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.27%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.82%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.61%	99.15%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.37%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.31%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.76%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.71%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.43%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.20%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.64%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.53%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.29%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	80.52%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.44%	93.04%
CHEMBL4208	P20618	Proteasome component C5	80.06%	90.00%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 85219613
• LOTUS: LTS0155623
• wikiData: Q105009315