(2S,3S,4S,5R,6S)-6-[4-[7-[(2S,3R,4S,5S,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: d29b9b5f-e09a-4c14-ab11-db8e1be9ef0d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[4-[7-[(2S,3R,4S,5S,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChI: InChI=1S/C27H26O18/c28-9-3-7(1-2-12(9)43-27-21(36)17(32)19(34)23(45-27)25(39)40)13-6-11(30)15-10(29)4-8(5-14(15)42-13)41-26-20(35)16(31)18(33)22(44-26)24(37)38/h1-6,16-23,26-29,31-36H,(H,37,38)(H,39,40)/t16-,17-,18-,19-,20+,21+,22+,23-,26+,27+/m0/s1
• InChI Key: PSWKIAQYCLNJDW-NGQXCTPCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₈
• Molecular Weight: 638.50 g/mol
• Exact Mass: 638.11191398 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7086	70.86%
Caco-2	-	0.9038	90.38%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.5447	54.47%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5979	59.79%
P-glycoprotein inhibitior	+	0.6122	61.22%
P-glycoprotein substrate	-	0.8395	83.95%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7354	73.54%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.8532	85.32%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8848	88.48%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3738	37.38%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7907	79.07%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.6935	69.35%
Androgen receptor binding	+	0.6306	63.06%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.5485	54.85%
Aromatase binding	-	0.5597	55.97%
PPAR gamma	+	0.6517	65.17%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	97.92%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL3194	P02766	Transthyretin	97.21%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.66%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.78%	83.57%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.64%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.91%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.22%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.98%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.85%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.13%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.04%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.32%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	85.00%	89.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.56%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.22%	86.92%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 163050224
• LOTUS: LTS0003251
• wikiData: Q105214446