5,7-dihydroxy-4-oxo-2-phenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromene-8-sulfonic acid

Details

• Internal ID: 30dea957-48af-49e8-ad13-3ea9a7baa0f6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-4-oxo-2-phenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromene-8-sulfonic acid
• InChI: InChI=1S/C21H20O13S/c22-7-11-13(25)15(27)16(28)21(32-11)34-19-14(26)12-9(23)6-10(24)20(35(29,30)31)18(12)33-17(19)8-4-2-1-3-5-8/h1-6,11,13,15-16,21-25,27-28H,7H2,(H,29,30,31)/t11-,13-,15+,16-,21+/m1/s1
• InChI Key: IFHBLQSSJDMWJS-OFEDHLHNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₃S
• Molecular Weight: 512.40 g/mol
• Exact Mass: 512.06246186 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4835	48.35%
Caco-2	-	0.9077	90.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3661	36.61%
OATP2B1 inhibitior	+	0.5847	58.47%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5720	57.20%
P-glycoprotein inhibitior	-	0.5748	57.48%
P-glycoprotein substrate	-	0.7943	79.43%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.7685	76.85%
CYP2C19 inhibition	-	0.7941	79.41%
CYP2D6 inhibition	-	0.8739	87.39%
CYP1A2 inhibition	-	0.7643	76.43%
CYP2C8 inhibition	+	0.5781	57.81%
CYP inhibitory promiscuity	-	0.8474	84.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5616	56.16%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.8549	85.49%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.8664	86.64%
Ames mutagenesis	-	0.5045	50.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5811	58.11%
Micronuclear	+	0.8333	83.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7474	74.74%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.6613	66.13%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	-	0.6303	63.03%
Glucocorticoid receptor binding	-	0.4844	48.44%
Aromatase binding	-	0.5166	51.66%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.7520	75.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.77%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.54%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.49%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.22%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.94%	95.83%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.01%	94.23%

Plants that contains it

• Phyllanthus virgatus

Cross-Links

• PubChem: 10530351
• LOTUS: LTS0088120
• wikiData: Q105112153