[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 1047c2cd-e2d4-4ef2-b32d-caac177a937f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• InChI: InChI=1S/C28H24O14/c29-9-19-23(36)25(38)27(42-28(39)11-5-15(33)22(35)16(34)6-11)26(41-19)21-14(32)8-18-20(24(21)37)13(31)7-17(40-18)10-1-3-12(30)4-2-10/h1-8,19,23,25-27,29-30,32-38H,9H2/t19-,23-,25+,26+,27-/m1/s1
• InChI Key: QRWNUPSQVOBESO-NSSNTOQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₄
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.11660544 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9275	92.75%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.5435	54.35%
OATP1B1 inhibitior	+	0.7150	71.50%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4618	46.18%
P-glycoprotein inhibitior	+	0.5977	59.77%
P-glycoprotein substrate	-	0.6827	68.27%
CYP3A4 substrate	+	0.6497	64.97%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8590	85.90%
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	+	0.8310	83.10%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8767	87.67%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7637	76.37%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6821	68.21%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9398	93.98%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.8113	81.13%
Thyroid receptor binding	-	0.5093	50.93%
Glucocorticoid receptor binding	+	0.5994	59.94%
Aromatase binding	-	0.5188	51.88%
PPAR gamma	+	0.6823	68.23%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL3194	P02766	Transthyretin	95.34%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.45%	95.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.26%	83.57%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.24%	96.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.91%	83.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.74%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	88.51%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.45%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.59%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.53%	95.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.26%	97.28%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.16%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	83.61%	94.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.31%	89.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.72%	96.00%

Plants that contains it

• Cladogynos orientalis
• Pelargonium reniforme
• Terminalia catappa

Cross-Links

• PubChem: 10929956
• LOTUS: LTS0269335
• wikiData: Q105226708