[(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 28599d39-25cb-47e9-9bd5-7def107205fb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2C[C@H](OC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C31H38O17/c1-2-15-16-9-21(47-28(41)17(16)12-42-29(15)48-31-27(40)25(38)23(36)19(11-33)45-31)46-20(34)8-5-13-3-6-14(7-4-13)43-30-26(39)24(37)22(35)18(10-32)44-30/h2-8,12,15-16,18-19,21-27,29-33,35-40H,1,9-11H2/b8-5+/t15-,16+,18-,19-,21+,22-,23-,24+,25+,26-,27-,29+,30-,31+/m1/s1
• InChI Key: VNOHEKTXEZHNJI-HJRIUNMWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₇
• Molecular Weight: 682.60 g/mol
• Exact Mass: 682.21089974 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.83
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4770	47.70%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7008	70.08%
P-glycoprotein inhibitior	+	0.6385	63.85%
P-glycoprotein substrate	-	0.7157	71.57%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.8220	82.20%
CYP2C19 inhibition	-	0.7693	76.93%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	+	0.6218	62.18%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7886	78.86%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7883	78.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.4277	42.77%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.6048	60.48%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	-	0.4917	49.17%
Aromatase binding	-	0.4902	49.02%
PPAR gamma	+	0.7317	73.17%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9314	93.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	98.78%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	97.59%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.00%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.97%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.24%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.58%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.87%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.66%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	81.20%	94.73%

Plants that contains it

• Halenia corniculata

Cross-Links

• PubChem: 101692637
• LOTUS: LTS0242899
• wikiData: Q105289769