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

Details

• Internal ID: fb3fe48b-f5be-480c-b0e9-7837407bf718
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-7-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC(=O)C4C(C(C(C(O4)O)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC(=O)[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)O)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C27H28O17/c1-7-15(31)17(33)21(37)27(40-7)44-23-16(32)14-12(30)5-9(41-26(39)24-19(35)18(34)20(36)25(38)43-24)6-13(14)42-22(23)8-2-3-10(28)11(29)4-8/h2-7,15,17-21,24-25,27-31,33-38H,1H3/t7-,15-,17+,18-,19-,20+,21+,24-,25+,27+/m0/s1
• InChI Key: REQXKEDYIDVWGQ-VEHWSOHKSA-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: -1.20
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.9031	90.31%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5565	55.65%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5527	55.27%
P-glycoprotein inhibitior	-	0.4795	47.95%
P-glycoprotein substrate	-	0.5845	58.45%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	+	0.5351	53.51%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.8679	86.79%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5599	55.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4170	41.70%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5157	51.57%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7652	76.52%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.6013	60.13%
Aromatase binding	-	0.5436	54.36%
PPAR gamma	+	0.7057	70.57%
Honey bee toxicity	-	0.6435	64.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9611	96.11%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.11%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.82%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.04%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.70%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	92.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.27%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.50%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.21%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.97%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.61%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.81%	93.65%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.51%	97.53%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.40%	95.64%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.58%	97.36%
CHEMBL3194	P02766	Transthyretin	81.35%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.34%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.18%	86.92%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 162901876
• LOTUS: LTS0274299
• wikiData: Q105235032