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

Details

• Internal ID: e1423eb7-34d9-44a9-910e-2b7eed2d2e18
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C21H20O10/c1-8-15(24)17(26)19(28)21(29-8)30-11-6-12(23)14-13(7-11)31-20(18(27)16(14)25)9-2-4-10(22)5-3-9/h2-8,15,17,19,21-24,26-28H,1H3/t8-,15-,17-,19+,21-/m0/s1
• InChI Key: HQNOUCSPWAGQND-MQNNAEJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.10564683 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

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	-	0.9100	91.00%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	+	0.5944	59.44%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7810	78.10%
P-glycoprotein inhibitior	-	0.6925	69.25%
P-glycoprotein substrate	-	0.5740	57.40%
CYP3A4 substrate	+	0.6212	62.12%
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	+	0.8557	85.57%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8404	84.04%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	+	0.6263	62.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5679	56.79%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8772	87.72%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.6821	68.21%
Androgen receptor binding	+	0.6473	64.73%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	+	0.6203	62.03%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5450	54.50%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.59%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.60%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.36%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.84%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.02%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.15%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.09%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.93%	95.78%
CHEMBL3194	P02766	Transthyretin	87.48%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.13%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.46%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.17%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	81.80%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.27%	99.17%

Plants that contains it

• Chenopodium murale
• Delphinium formosum
• Dryopteris crassirhizoma
• Sinocrassula indica
• Siraitia grosvenorii
• Styphnolobium japonicum
• Vigna mungo

Cross-Links

• PubChem: 154496827
• LOTUS: LTS0145711
• wikiData: Q105032335