[(2R,3S,4R,5R,6S)-6-[6,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 4de27b95-49bf-43fb-b718-53ea8ef9206b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[6,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=CC(=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=CC(=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• InChI: InChI=1S/C28H24O17/c29-7-18-25(44-27(41)9-3-15(34)21(38)16(35)4-9)22(39)23(40)28(43-18)45-26-19(36)10-5-11(30)12(31)6-17(10)42-24(26)8-1-13(32)20(37)14(33)2-8/h1-6,18,22-23,25,28-35,37-40H,7H2/t18-,22-,23-,25-,28+/m1/s1
• InChI Key: PHMILEMOMSRSHQ-XPCWUFHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₇
• Molecular Weight: 632.50 g/mol
• Exact Mass: 632.10134929 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6297	62.97%
Caco-2	-	0.9125	91.25%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5955	59.55%
OATP2B1 inhibitior	-	0.5513	55.13%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6062	60.62%
P-glycoprotein inhibitior	+	0.6032	60.32%
P-glycoprotein substrate	-	0.6245	62.45%
CYP3A4 substrate	+	0.6425	64.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.8426	84.26%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.9296	92.96%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	+	0.6798	67.98%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8547	85.47%
Skin irritation	-	0.8250	82.50%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9107	91.07%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9354	93.54%
Acute Oral Toxicity (c)	III	0.3880	38.80%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6112	61.12%
Aromatase binding	-	0.5077	50.77%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.7580	75.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.8593	85.93%

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	99.82%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.21%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.88%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.23%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	92.79%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.74%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL3194	P02766	Transthyretin	89.31%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.47%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.44%	96.21%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.16%	95.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.75%	96.37%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.68%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.20%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.25%	99.15%
CHEMBL5255	O00206	Toll-like receptor 4	81.20%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.31%	96.00%

Plants that contains it

• Tellima grandiflora

Cross-Links

• PubChem: 162979891
• LOTUS: LTS0252625
• wikiData: Q105209093