5-Hydroxy-2-[4-hydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-3-methoxy-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

Details

• Internal ID: d217928e-a248-4369-a05c-bf6e0c3e5a23
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-[4-hydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-3-methoxy-7-(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)OC)C4=CC(=C(C=C4)O)OC5C(C(C(CO5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC)C4=CC(=C(C=C4)O)OC5C(C(C(CO5)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-18(31)21(34)23(36)27(39-9)40-11-6-13(29)17-16(7-11)41-24(25(37-2)20(17)33)10-3-4-12(28)15(5-10)42-26-22(35)19(32)14(30)8-38-26/h3-7,9,14,18-19,21-23,26-32,34-36H,8H2,1-2H3
• InChI Key: CIAVRKZNFRMUNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6844	68.44%
Caco-2	-	0.9108	91.08%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8120	81.20%
P-glycoprotein inhibitior	-	0.5092	50.92%
P-glycoprotein substrate	+	0.5327	53.27%
CYP3A4 substrate	+	0.6550	65.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.9526	95.26%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.8867	88.67%
CYP2C8 inhibition	+	0.7607	76.07%
CYP inhibitory promiscuity	-	0.8890	88.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5329	53.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.6597	65.97%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9569	95.69%
Acute Oral Toxicity (c)	III	0.6883	68.83%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.5619	56.19%
Thyroid receptor binding	-	0.4923	49.23%
Glucocorticoid receptor binding	+	0.6332	63.32%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.7888	78.88%

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	99.42%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.16%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.92%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.11%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.46%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.81%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	88.65%	95.53%
CHEMBL4208	P20618	Proteasome component C5	88.43%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.89%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.01%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.05%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.43%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.80%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.13%	86.92%

Plants that contains it

• Dacrycarpus dacrydioides

Cross-Links

• PubChem: 74978420
• LOTUS: LTS0133344
• wikiData: Q104959536