3-[6-[[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 9a8d8bd7-69bd-40dd-8449-79074aa6ad4f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[6-[[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC(C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O16/c1-9(29)24-21(36)23(38)27(43-24)40-8-16-18(33)20(35)22(37)28(42-16)44-26-19(34)17-13(32)6-11(30)7-15(17)41-25(26)10-3-4-14(39-2)12(31)5-10/h3-7,9,16,18,20-24,27-33,35-38H,8H2,1-2H3
• InChI Key: ONFMRFRIMHKKRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.16903493 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6659	66.59%
Caco-2	-	0.9175	91.75%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5987	59.87%
P-glycoprotein substrate	+	0.6374	63.74%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.7535	75.35%
CYP2C19 inhibition	-	0.7229	72.29%
CYP2D6 inhibition	-	0.8759	87.59%
CYP1A2 inhibition	-	0.8728	87.28%
CYP2C8 inhibition	+	0.8334	83.34%
CYP inhibitory promiscuity	+	0.5613	56.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.8267	82.67%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6727	67.27%
Micronuclear	+	0.7792	77.92%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8769	87.69%
Acute Oral Toxicity (c)	III	0.7252	72.52%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.5809	58.09%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.6037	60.37%
Aromatase binding	+	0.5651	56.51%
PPAR gamma	+	0.6642	66.42%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8852	88.52%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.58%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.33%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.39%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.61%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.22%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.91%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.53%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.30%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.83%	90.71%
CHEMBL3194	P02766	Transthyretin	84.38%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.53%	95.78%
CHEMBL4208	P20618	Proteasome component C5	83.30%	90.00%
CHEMBL2535	P11166	Glucose transporter	83.19%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.04%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.93%	95.64%

Plants that contains it

• Aegiceras corniculatum

Cross-Links

• PubChem: 163056651
• LOTUS: LTS0022903
• wikiData: Q105194646