3,5,7-trihydroxy-2-[3-methoxy-4-[(3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 9a6db0fa-0cf4-4cbf-aee8-3418db30d64a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,7-trihydroxy-2-[3-methoxy-4-[(3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC)O)O)O
• SMILES (Isomeric): CC1[C@@H](C([C@@H](C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC)O)O)O
• InChI: InChI=1S/C22H22O11/c1-8-16(25)18(27)20(29)22(31-8)33-12-4-3-9(5-13(12)30-2)21-19(28)17(26)15-11(24)6-10(23)7-14(15)32-21/h3-8,16,18,20,22-25,27-29H,1-2H3/t8?,16-,18?,20-,22?/m0/s1
• InChI Key: WEEZVJTVAXLKHR-QSUDMXHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₁
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.11621151 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7980	79.80%
Caco-2	-	0.8465	84.65%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	-	0.5541	55.41%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7764	77.64%
P-glycoprotein inhibitior	+	0.5934	59.34%
P-glycoprotein substrate	+	0.5748	57.48%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.7268	72.68%
CYP2C8 inhibition	+	0.9269	92.69%
CYP inhibitory promiscuity	-	0.5508	55.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9123	91.23%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.5246	52.46%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.6130	61.30%
PPAR gamma	+	0.7140	71.40%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9150	91.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.19%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.13%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.28%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL3194	P02766	Transthyretin	92.67%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.32%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.62%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.63%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.26%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.23%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.05%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.12%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.74%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.37%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.07%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	80.16%	94.75%

Plants that contains it

• Oligomeris linifolia

Cross-Links

• PubChem: 162817113
• LOTUS: LTS0247409
• wikiData: Q105302952