[(3R,4S,5S)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c0a23689-eebb-411f-9873-f7ad92a5fec5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(3R,4S,5S)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(CO4)(COC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=C(C2=O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)O[C@H]4[C@H]([C@@](CO4)(COC(=O)/C=C/C5=CC(=C(C=C5)O)OC)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C37H38O18/c1-48-20-12-22(41)27-24(13-20)52-31(18-5-7-19(39)8-6-18)32(29(27)44)54-35-33(30(45)28(43)25(14-38)53-35)55-36-34(46)37(47,16-51-36)15-50-26(42)10-4-17-3-9-21(40)23(11-17)49-2/h3-13,25,28,30,33-36,38-41,43,45-47H,14-16H2,1-2H3/b10-4+/t25-,28-,30+,33+,34+,35-,36-,37-/m0/s1
• InChI Key: GGBVEOSSAOGQGK-QXTQEOMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈O₁₈
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.20581436 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7004	70.04%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5797	57.97%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7440	74.40%
P-glycoprotein inhibitior	+	0.7164	71.64%
P-glycoprotein substrate	+	0.6506	65.06%
CYP3A4 substrate	+	0.7207	72.07%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8009	80.09%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.8654	86.54%
CYP inhibitory promiscuity	-	0.7816	78.16%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5380	53.80%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5372	53.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.3986	39.86%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9191	91.91%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	+	0.5374	53.74%
Glucocorticoid receptor binding	+	0.6881	68.81%
Aromatase binding	+	0.6386	63.86%
PPAR gamma	+	0.7189	71.89%
Honey bee toxicity	-	0.6895	68.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8920	89.20%

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	99.86%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.88%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.99%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.24%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.17%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.90%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.01%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.43%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.41%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.38%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.20%	97.28%
CHEMBL3194	P02766	Transthyretin	90.06%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.91%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.34%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	85.26%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.15%	95.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.04%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.19%	97.14%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.80%	97.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.74%	97.36%
CHEMBL242	Q92731	Estrogen receptor beta	82.59%	98.35%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.38%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.22%	86.92%

Plants that contains it

• Phyllolobium chinense

Cross-Links

• PubChem: 162983128
• LOTUS: LTS0226468
• wikiData: Q105007945