(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 4eff8078-2a00-4931-8a03-7b572483eb93
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C27H28O16/c1-8-15(31)17(33)20(36)26(39-8)43-24-19(35)18(34)23(25(37)38)42-27(24)41-22-16(32)14-12(30)6-11(29)7-13(14)40-21(22)9-2-4-10(28)5-3-9/h2-8,15,17-20,23-24,26-31,33-36H,1H3,(H,37,38)/t8-,15-,17+,18-,19-,20+,23-,24+,26-,27+/m0/s1
• InChI Key: NQSVMEYOIVETBP-FQMUDZMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₆
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.13773480 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.9157	91.57%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5522	55.22%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7933	79.33%
P-glycoprotein inhibitior	-	0.5461	54.61%
P-glycoprotein substrate	-	0.5546	55.46%
CYP3A4 substrate	+	0.6561	65.61%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8849	88.49%
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	+	0.8853	88.53%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6659	66.59%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6032	60.32%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9090	90.90%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7818	78.18%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.5196	51.96%
Glucocorticoid receptor binding	+	0.5957	59.57%
Aromatase binding	-	0.5230	52.30%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.7673	76.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.53%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.43%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.87%	95.64%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL3194	P02766	Transthyretin	93.11%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.20%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.99%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.52%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.12%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.48%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.19%	95.78%
CHEMBL4530	P00488	Coagulation factor XIII	81.62%	96.00%

Plants that contains it

• Acacia linarioides
• Alchemilla speciosa
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Diospyros cathayensis
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 57509403
• NPASS: NPC1898
• LOTUS: LTS0142083
• wikiData: Q105184071