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

Details

• Internal ID: 42b9ee82-fc60-45ef-9bec-b9c4997d608e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O
• InChI: InChI=1S/C21H18O12/c22-8-4-10(24)15-11(25)6-13(31-14(15)5-8)7-1-2-12(9(23)3-7)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
• InChI Key: PTHHVPMFZWYYDK-ZFORQUDYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.07982601 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

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	-	0.9384	93.84%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	+	0.5969	59.69%
OATP1B1 inhibitior	+	0.9471	94.71%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6344	63.44%
P-glycoprotein inhibitior	-	0.5701	57.01%
P-glycoprotein substrate	-	0.8347	83.47%
CYP3A4 substrate	+	0.5701	57.01%
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	+	0.8922	89.22%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8346	83.46%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7232	72.32%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7532	75.32%
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	-	0.8217	82.17%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.7291	72.91%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.6387	63.87%
Aromatase binding	-	0.5297	52.97%
PPAR gamma	+	0.7037	70.37%
Honey bee toxicity	-	0.7505	75.05%
Biodegradation	-	0.7750	77.50%
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
CHEMBL3194	P02766	Transthyretin	98.22%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.45%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.21%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.30%	83.57%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.19%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.34%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.69%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.04%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.99%	83.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.12%	91.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.90%	89.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.72%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.46%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	81.64%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.69%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	80.48%	94.73%

Plants that contains it

• Leucas cephalotes

Cross-Links

• PubChem: 56776218
• LOTUS: LTS0149121
• wikiData: Q105214646