[2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl] (E)-3-[4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 0d551af6-bc13-4f47-8259-4c2f78b5b528
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: [2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl] (E)-3-[4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2=CC(=CC(=C2O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC2=CC(=CC(=C2O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C30H26O15/c31-11-20-24(37)26(39)28(41)30(45-20)42-15-4-1-12(2-5-15)3-6-21(35)43-19-8-13(7-17(34)23(19)36)29-27(40)25(38)22-16(33)9-14(32)10-18(22)44-29/h1-10,20,24,26,28,30-34,36-37,39-41H,11H2/b6-3+/t20-,24-,26+,28-,30?/m1/s1
• InChI Key: VIJJWHNVAFSCLB-VPTCZNJJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₅
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.12717012 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4924	49.24%
Caco-2	-	0.9029	90.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	0.5559	55.59%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7295	72.95%
P-glycoprotein inhibitior	+	0.6795	67.95%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6722	67.22%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	+	0.9054	90.54%
CYP inhibitory promiscuity	-	0.7995	79.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7092	70.92%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.8151	81.51%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6572	65.72%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8642	86.42%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.6992	69.92%
Androgen receptor binding	+	0.7105	71.05%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6358	63.58%
Aromatase binding	-	0.4838	48.38%
PPAR gamma	+	0.6694	66.94%
Honey bee toxicity	-	0.6569	65.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9421	94.21%

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	99.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.66%	89.00%
CHEMBL3194	P02766	Transthyretin	97.81%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.76%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.69%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.07%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.24%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.99%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.44%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.83%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.49%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.20%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.58%	95.50%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.42%	96.12%
CHEMBL4208	P20618	Proteasome component C5	84.15%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.61%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.31%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.20%	97.36%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.90%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.55%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.21%	83.57%

Plants that contains it

• Nymphaea lotus

Cross-Links

• PubChem: 162817145
• LOTUS: LTS0161084
• wikiData: Q105286855