[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4-oxochromen-7-yl]oxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: c1164424-0b56-4c10-9383-67520a04534c
• 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-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4-oxochromen-7-yl]oxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)OC6C(C(C(C(O6)CO)OC(=O)C=CC7=CC=C(C=C7)O)O)O)O)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H]2[C@H](OC3=C(O2)C=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O)CO)O
• InChI: InChI=1S/C40H36O16/c1-50-29-13-21(5-9-24(29)44)38-32(17-41)52-27-10-6-20(12-30(27)54-38)28-16-26(46)35-25(45)14-23(15-31(35)53-28)51-40-37(49)36(48)39(33(18-42)55-40)56-34(47)11-4-19-2-7-22(43)8-3-19/h2-16,32-33,36-45,48-49H,17-18H2,1H3/b11-4+/t32-,33-,36-,37-,38-,39-,40-/m1/s1
• InChI Key: CMXPIMSUXBTGEU-VURGJDDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₆O₁₆
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.20033506 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6748	67.48%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	+	0.5708	57.08%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9798	97.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7543	75.43%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.5979	59.79%
CYP3A4 substrate	+	0.6990	69.90%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9054	90.54%
CYP2C9 inhibition	-	0.6103	61.03%
CYP2C19 inhibition	-	0.7062	70.62%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9008	90.08%
CYP2C8 inhibition	+	0.8455	84.55%
CYP inhibitory promiscuity	-	0.6355	63.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6003	60.03%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.8416	84.16%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6092	60.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8851	88.51%
Acute Oral Toxicity (c)	III	0.5877	58.77%
Estrogen receptor binding	+	0.7647	76.47%
Androgen receptor binding	+	0.7805	78.05%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	+	0.6568	65.68%
Aromatase binding	+	0.5474	54.74%
PPAR gamma	+	0.7301	73.01%
Honey bee toxicity	-	0.6432	64.32%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8917	89.17%

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	99.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.62%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.08%	86.33%
CHEMBL3194	P02766	Transthyretin	96.30%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.35%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.03%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.60%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.40%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.99%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.08%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.92%	95.78%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.89%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.61%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	81.52%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.44%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.70%	97.36%
CHEMBL242	Q92731	Estrogen receptor beta	80.61%	98.35%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

• Arisaema amurense
• Ipomoea batatas
• Kaempferia parviflora
• Lycium barbarum
• Mallotus metcalfianus

Cross-Links

• PubChem: 163188021
• LOTUS: LTS0051069
• wikiData: Q105232442