3,5,7-Trihydroxy-2-[4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: d5351e88-fcb6-4e2d-9030-37da66cd0e16
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,7-trihydroxy-2-[4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-17(30)20(33)23(36)26(39-9)38-8-15-18(31)21(34)24(37)27(42-15)40-12-4-2-10(3-5-12)25-22(35)19(32)16-13(29)6-11(28)7-14(16)41-25/h2-7,9,15,17-18,20-21,23-24,26-31,33-37H,8H2,1H3
• InChI Key: NTBNRFPZTCXMTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5564	55.64%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5899	58.99%
P-glycoprotein substrate	+	0.5698	56.98%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.8644	86.44%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4088	40.88%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9400	94.00%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7376	73.76%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	-	0.4728	47.28%
Aromatase binding	+	0.6301	63.01%
PPAR gamma	+	0.7134	71.34%
Honey bee toxicity	-	0.7873	78.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8993	89.93%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.73%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.54%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.95%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.06%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.89%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	94.39%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.30%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.28%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.94%	95.78%
CHEMBL3194	P02766	Transthyretin	85.87%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.30%	96.12%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.38%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.69%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.48%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.99%	80.33%
CHEMBL1907	P15144	Aminopeptidase N	80.75%	93.31%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.23%	94.42%

Plants that contains it

• Evolvulus alsinoides

Cross-Links

• PubChem: 78128114
• LOTUS: LTS0237916
• wikiData: Q105185351