5,7,8-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 0f8ed5af-99cb-43fc-8543-4adcb9f1fa7f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C(=CC(=C4O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C(=CC(=C4O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O17/c1-8-16(32)20(36)22(38)27(42-8)41-7-14-18(34)21(37)23(39)28(43-14)45-26-19(35)15-11(30)6-12(31)17(33)25(15)44-24(26)9-3-4-10(29)13(5-9)40-2/h3-6,8,14,16,18,20-23,27-34,36-39H,7H2,1-2H3
• InChI Key: SZBSCNAFTSOCMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 17
• 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	-	0.4777	47.77%
Caco-2	-	0.9286	92.86%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.5804	58.04%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6399	63.99%
P-glycoprotein inhibitior	-	0.5716	57.16%
P-glycoprotein substrate	+	0.5509	55.09%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.7502	75.02%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.7647	76.47%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5465	54.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3834	38.34%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.8184	81.84%
Androgen receptor binding	+	0.5396	53.96%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	+	0.6480	64.80%
Aromatase binding	+	0.5918	59.18%
PPAR gamma	+	0.7237	72.37%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8477	84.77%

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%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.23%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.15%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.65%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.28%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.88%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.58%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.19%	96.00%
CHEMBL3194	P02766	Transthyretin	82.97%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.76%	92.94%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.49%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.49%	90.71%

Plants that contains it

• Aronia melanocarpa
• Coronilla valentina
• Helianthus annuus
• Malus sylvestris

Cross-Links

• PubChem: 74978545
• LOTUS: LTS0021033
• wikiData: Q104389042