2-(4-hydroxyphenyl)ethyl (4S,5E,6S)-5-ethylidene-4-[2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: c39b0dad-6c37-465c-86d6-7ee0965a49ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl (4S,5E,6S)-5-ethylidene-4-[2-[4-(2-hydroxyethyl)phenoxy]-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=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OCCC3=CC=C(C=C3)O)CC(=O)OC4=CC=C(C=C4)CCO
• SMILES (Isomeric): C/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)OCCC3=CC=C(C=C3)O)CC(=O)OC4=CC=C(C=C4)CCO
• InChI: InChI=1S/C32H38O13/c1-2-22-23(15-26(36)43-21-9-5-18(6-10-21)11-13-33)24(30(40)41-14-12-19-3-7-20(35)8-4-19)17-42-31(22)45-32-29(39)28(38)27(37)25(16-34)44-32/h2-10,17,23,25,27-29,31-35,37-39H,11-16H2,1H3/b22-2+/t23-,25+,27+,28-,29+,31-,32-/m0/s1
• InChI Key: XWWIKNIPMBZMKG-OAGSKOTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₃
• Molecular Weight: 630.60 g/mol
• Exact Mass: 630.23124126 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7572	75.72%
Caco-2	-	0.9001	90.01%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.7129	71.29%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9441	94.41%
P-glycoprotein inhibitior	+	0.6801	68.01%
P-glycoprotein substrate	+	0.5408	54.08%
CYP3A4 substrate	+	0.6885	68.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9047	90.47%
CYP2C9 inhibition	-	0.8062	80.62%
CYP2C19 inhibition	-	0.8516	85.16%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.8686	86.86%
CYP2C8 inhibition	+	0.8024	80.24%
CYP inhibitory promiscuity	-	0.8728	87.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6136	61.36%
Acute Oral Toxicity (c)	III	0.6966	69.66%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.7763	77.63%
Thyroid receptor binding	-	0.5193	51.93%
Glucocorticoid receptor binding	+	0.6012	60.12%
Aromatase binding	-	0.6066	60.66%
PPAR gamma	+	0.6686	66.86%
Honey bee toxicity	-	0.6359	63.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8187	81.87%

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	97.55%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.07%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.11%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.01%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.53%	94.62%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.29%	97.53%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.92%	83.57%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.70%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.57%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.32%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.83%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.82%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.29%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.68%	85.31%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.21%	85.00%

Plants that contains it

• Dimerostemma asperatum
• Dimerostemma brasilianum
• Fraxinus griffithii
• Fraxinus malacophylla

Cross-Links

• PubChem: 102170420
• LOTUS: LTS0013785
• wikiData: Q104974537