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

Details

• Internal ID: bb3629ee-0032-4ad5-9ee4-e0ba50a92588
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)OC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)OC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C31H28O13/c1-40-23-10-16(5-8-19(23)34)22-13-21(36)27-20(35)11-18(12-24(27)42-22)41-31-29(39)28(38)30(25(14-32)43-31)44-26(37)9-4-15-2-6-17(33)7-3-15/h2-13,25,28-35,38-39H,14H2,1H3/b9-4+/t25-,28-,29-,30-,31-/m1/s1
• InChI Key: XBOSNLUXROOJEU-HMDVYYKGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₈O₁₃
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.15299094 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7337	73.37%
Caco-2	-	0.9008	90.08%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7349	73.49%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9767	97.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7009	70.09%
P-glycoprotein inhibitior	+	0.6656	66.56%
P-glycoprotein substrate	+	0.5136	51.36%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.5572	55.72%
CYP2C19 inhibition	-	0.7535	75.35%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	+	0.8495	84.95%
CYP inhibitory promiscuity	-	0.6562	65.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6528	65.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4182	41.82%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9160	91.60%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.7824	78.24%
Thyroid receptor binding	+	0.5503	55.03%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	+	0.5619	56.19%
PPAR gamma	+	0.6999	69.99%
Honey bee toxicity	-	0.6693	66.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9074	90.74%

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	99.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.81%	89.00%
CHEMBL3194	P02766	Transthyretin	96.56%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.41%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.75%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.77%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.36%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.74%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.32%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.44%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.97%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.72%	96.00%
CHEMBL242	Q92731	Estrogen receptor beta	87.92%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.58%	91.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.50%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.69%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.64%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.45%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.12%	96.21%

Plants that contains it

• Mallotus metcalfianus

Cross-Links

• PubChem: 25242967
• LOTUS: LTS0014767
• wikiData: Q105324612