7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxychromen-4-one

Details

• Internal ID: 2b365a19-e0ee-4385-987c-6a3b79a5084a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxychromen-4-one
• SMILES (Canonical): COC1C(OC(C(C1O)O)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)OC)CO
• SMILES (Isomeric): CO[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)OC)CO
• InChI: InChI=1S/C23H24O12/c1-31-21-15(34-23-20(30)19(29)22(32-2)16(8-24)35-23)7-14-17(18(21)28)12(27)6-13(33-14)9-3-4-10(25)11(26)5-9/h3-7,16,19-20,22-26,28-30H,8H2,1-2H3/t16-,19-,20-,22-,23-/m1/s1
• InChI Key: SGOMZDKEAPBAGC-NPNODJHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₂
• Molecular Weight: 492.40 g/mol
• Exact Mass: 492.12677620 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6536	65.36%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	0.5559	55.59%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	-	0.5905	59.05%
P-glycoprotein substrate	-	0.5731	57.31%
CYP3A4 substrate	+	0.6218	62.18%
CYP2C9 substrate	-	0.8353	83.53%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8545	85.45%
CYP2C9 inhibition	-	0.6869	68.69%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.8415	84.15%
CYP2C8 inhibition	+	0.6895	68.95%
CYP inhibitory promiscuity	-	0.5527	55.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8328	83.28%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4260	42.60%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9180	91.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9439	94.39%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.6944	69.44%
Thyroid receptor binding	+	0.6024	60.24%
Glucocorticoid receptor binding	+	0.7256	72.56%
Aromatase binding	+	0.5343	53.43%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.7188	71.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.7856	78.56%

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	99.74%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.22%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.32%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.53%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.94%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.36%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL3194	P02766	Transthyretin	87.77%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.07%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.49%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	86.48%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.63%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.18%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.12%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.71%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.50%	97.28%

Plants that contains it

• Salvia fruticosa

Cross-Links

• PubChem: 162945616
• LOTUS: LTS0117103
• wikiData: Q105252477