5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 332877d4-71dd-492f-9275-591354673012
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c28-7-15-18(32)21(35)23(37)26(41-15)39-8-16-19(33)22(36)24(38)27(42-16)43-25-12(31)6-14-17(20(25)34)11(30)5-13(40-14)9-1-3-10(29)4-2-9/h1-6,15-16,18-19,21-24,26-29,31-38H,7-8H2
• InChI Key: QAQGLXFHOUIIFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9209	92.09%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5592	55.92%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6640	66.40%
P-glycoprotein inhibitior	-	0.5524	55.24%
P-glycoprotein substrate	-	0.7256	72.56%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.7606	76.06%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3650	36.50%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7946	79.46%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8628	86.28%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.6798	67.98%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.6110	61.10%
Aromatase binding	+	0.6845	68.45%
PPAR gamma	+	0.7256	72.56%
Honey bee toxicity	-	0.6923	69.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.68%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.72%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.79%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.64%	85.14%
CHEMBL3194	P02766	Transthyretin	92.63%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.31%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.81%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.38%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	86.72%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.28%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.23%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	82.34%	98.35%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.02%	80.33%

Plants that contains it

• Iris pseudopumila

Cross-Links

• PubChem: 85270219
• LOTUS: LTS0237643
• wikiData: Q105217563