5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R,2S,3R,4R)-1,2,3,4-tetrahydroxypentyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 31378bc1-0217-4c3e-98b7-a2b6bfc54d58
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R,2S,3R,4R)-1,2,3,4-tetrahydroxypentyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(C(C(C(C1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]([C@H]([C@@H]([C@H]([C@@H]1[C@@H]([C@@H]([C@H](C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C25H28O14/c1-8(26)15(30)17(32)19(34)23-20(35)18(33)21(36)25(38-23)39-24-16(31)14-12(29)6-11(28)7-13(14)37-22(24)9-2-4-10(27)5-3-9/h2-8,15,17-21,23,25-30,32-36H,1H3/t8-,15-,17+,18+,19-,20-,21-,23-,25?/m1/s1
• InChI Key: HTVBMIGZFKHHEZ-SMFCOYAVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₄
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.14790556 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 14
• 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	+	0.8357	83.57%
Caco-2	-	0.9107	91.07%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	+	0.5883	58.83%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8315	83.15%
P-glycoprotein inhibitior	-	0.6093	60.93%
P-glycoprotein substrate	-	0.5387	53.87%
CYP3A4 substrate	+	0.6556	65.56%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.7109	71.09%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.5306	53.06%
CYP2C8 inhibition	+	0.8378	83.78%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8801	88.01%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5153	51.53%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6501	65.01%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.7706	77.06%
Androgen receptor binding	+	0.7308	73.08%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.6649	66.49%
Aromatase binding	+	0.5210	52.10%
PPAR gamma	+	0.7622	76.22%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9457	94.57%

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	98.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.69%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.65%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.08%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	93.81%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.83%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.27%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.89%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.92%	93.65%
CHEMBL242	Q92731	Estrogen receptor beta	85.88%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.31%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.09%	95.78%
CHEMBL3194	P02766	Transthyretin	83.00%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.29%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Aerva javanica

Cross-Links

• PubChem: 162998749
• LOTUS: LTS0154199
• wikiData: Q105033623