methyl (2S,3R,4S)-3-ethenyl-4-[[(2S,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]-4-oxooxan-2-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: f9a2e617-6cd8-4cc5-9504-62b44d17eb29
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (2S,3R,4S)-3-ethenyl-4-[[(2S,6S)-6-[4-(4-hydroxyphenyl)-2-oxobutyl]-4-oxooxan-2-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C(C1CC2CC(=O)CC(O2)CC(=O)CCC3=CC=C(C=C3)O)C=C)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@@H]([C@@H]1C[C@H]2CC(=O)C[C@@H](O2)CC(=O)CCC3=CC=C(C=C3)O)C=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C31H40O13/c1-3-22-23(13-21-12-19(35)11-20(42-21)10-18(34)9-6-16-4-7-17(33)8-5-16)24(29(39)40-2)15-41-30(22)44-31-28(38)27(37)26(36)25(14-32)43-31/h3-5,7-8,15,20-23,25-28,30-33,36-38H,1,6,9-14H2,2H3/t20-,21+,22+,23-,25+,26+,27-,28+,30-,31-/m0/s1
• InChI Key: BAKYVUHOODEWGV-LQIRLRFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₃
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.24689133 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6521	65.21%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7840	78.40%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7302	73.02%
P-glycoprotein inhibitior	+	0.6291	62.91%
P-glycoprotein substrate	+	0.6162	61.62%
CYP3A4 substrate	+	0.7030	70.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	-	0.8081	80.81%
CYP2C19 inhibition	-	0.7050	70.50%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.7999	79.99%
CYP2C8 inhibition	+	0.8011	80.11%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7187	71.87%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6858	68.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6802	68.02%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5403	54.03%
Acute Oral Toxicity (c)	III	0.6152	61.52%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.6621	66.21%
Thyroid receptor binding	-	0.5586	55.86%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	+	0.5362	53.62%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9448	94.48%

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	98.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	95.36%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.07%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.87%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.26%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.65%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.07%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.62%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.93%	94.45%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.88%	97.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.63%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.25%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.03%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.75%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.59%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.11%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.72%	86.92%

Plants that contains it

• Hydrangea chinensis
• Hydrangea macrophylla

Cross-Links

• PubChem: 21595218
• LOTUS: LTS0036292
• wikiData: Q104922268