3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one

Details

• Internal ID: 987de27e-2a77-4978-bf18-e6603bf7ece3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=C(C(=C4C3=O)O)O)OC)C5=CC(=C(C=C5)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=C(C(=C4C3=O)O)O)OC)C5=CC(=C(C=C5)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O17/c1-8-16(32)21(37)23(39)27(41-8)45-26-22(38)18(34)14(7-29)43-28(26)44-25-20(36)15-12(6-13(40-2)17(33)19(15)35)42-24(25)9-3-4-10(30)11(31)5-9/h3-6,8,14,16,18,21-23,26-35,37-39H,7H2,1-2H3
• InChI Key: WLDGTEOTQGGKBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 17
• 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	-	0.5074	50.74%
Caco-2	-	0.9116	91.16%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5797	57.97%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7379	73.79%
P-glycoprotein inhibitior	-	0.5551	55.51%
P-glycoprotein substrate	+	0.5883	58.83%
CYP3A4 substrate	+	0.6656	66.56%
CYP2C9 substrate	-	0.8575	85.75%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.8103	81.03%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5001	50.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.3745	37.45%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9751	97.51%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8327	83.27%
Androgen receptor binding	+	0.6061	60.61%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.5704	57.04%
Aromatase binding	+	0.5820	58.20%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.6494	64.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7522	75.22%

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	99.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.16%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.25%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.84%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.85%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.62%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.36%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.45%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.90%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.37%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.87%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.35%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.17%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.28%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.01%	94.45%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.00%	95.53%

Plants that contains it

• Paepalanthus latipes

Cross-Links

• PubChem: 74978505
• LOTUS: LTS0122312
• wikiData: Q105307892