CID 102117098

Details

• Internal ID: 6c4b1817-6114-473c-84b4-1aba75a59175
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-5-(2-acetyloxyethylidene)-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC(=O)OCC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC=C(C=C3)O
• SMILES (Isomeric): CC(=O)OC/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC=C(C=C3)O
• InChI: InChI=1S/C27H34O14/c1-14(29)37-10-8-17-18(11-21(31)38-9-7-15-3-5-16(30)6-4-15)19(25(35)36-2)13-39-26(17)41-27-24(34)23(33)22(32)20(12-28)40-27/h3-6,8,13,18,20,22-24,26-28,30,32-34H,7,9-12H2,1-2H3/b17-8+/t18-,20+,22+,23-,24+,26-,27-/m0/s1
• InChI Key: DKRXODJAISNRGA-MHYZOFOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₄
• Molecular Weight: 582.50 g/mol
• Exact Mass: 582.19485575 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

• CHEBI:191694
• DTXSID901101149
• 57799-95-8
• 2-(4-Hydroxyphenyl)ethyl (2S,3E,4S)-3-[2-(acetyloxy)ethylidene]-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
• methyl (4S,5E,6S)-5-(2-acetyloxyethylidene)-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5875	58.75%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8268	82.68%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.7277	72.77%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9153	91.53%
P-glycoprotein inhibitior	+	0.6305	63.05%
P-glycoprotein substrate	+	0.5825	58.25%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9020	90.20%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.8009	80.09%
CYP2D6 inhibition	-	0.8846	88.46%
CYP1A2 inhibition	-	0.8066	80.66%
CYP2C8 inhibition	+	0.8177	81.77%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7426	74.26%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3768	37.68%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8199	81.99%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5294	52.94%
Acute Oral Toxicity (c)	III	0.5903	59.03%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.6778	67.78%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	-	0.5514	55.14%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9435	94.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.79%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.59%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	86.57%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.21%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	84.48%	97.79%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.39%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.08%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.05%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.05%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.28%	85.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.10%	94.33%

Plants that contains it

• Osmanthus heterophyllus

Cross-Links

• PubChem: 102117098
• LOTUS: LTS0056184
• wikiData: Q104983657