[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate

Details

• Internal ID: 72ab5c3c-5d85-400b-a1bd-72b9dbdf712d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate
• SMILES (Canonical): C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC(=O)C4C(C(C(C(O4)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC(=O)[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C27H28O17/c28-7-13-15(31)17(33)21(37)27(42-13)44-23-16(32)14-11(30)5-10(6-12(14)41-22(23)8-1-3-9(29)4-2-8)40-26(39)24-19(35)18(34)20(36)25(38)43-24/h1-6,13,15,17-21,24-25,27-31,33-38H,7H2/t13-,15-,17+,18+,19+,20-,21-,24+,25-,27+/m1/s1
• InChI Key: NZFULSHHWRARCI-RHWUTWLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₇
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.13264942 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.24
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9245	92.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.5505	55.05%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4876	48.76%
P-glycoprotein inhibitior	-	0.5086	50.86%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	0.6305	63.05%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8379	83.79%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8770	87.70%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6664	66.64%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8042	80.42%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	-	0.5087	50.87%
Glucocorticoid receptor binding	+	0.5440	54.40%
Aromatase binding	-	0.5080	50.80%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.6568	65.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.17%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.48%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.65%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.24%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.58%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.93%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.89%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.84%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.90%	95.56%
CHEMBL3194	P02766	Transthyretin	83.69%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.81%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.00%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.36%	85.14%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 163022265
• LOTUS: LTS0243091
• wikiData: Q105187885