5-Hydroxy-2-(3-hydroxy-4-methylphenyl)-3-[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 01359268-836e-4f54-9fa6-b09261e45f73
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methylphenyl)-3-[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5CC(C(C(C5O)O)O)CO)O
• SMILES (Isomeric): CC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5CC(C(C(C5O)O)O)CO)O
• InChI: InChI=1S/C29H34O15/c1-10-2-3-11(4-14(10)32)27-28(43-17-5-12(8-30)20(34)24(38)21(17)35)23(37)19-15(33)6-13(7-16(19)42-27)41-29-26(40)25(39)22(36)18(9-31)44-29/h2-4,6-7,12,17-18,20-22,24-26,29-36,38-40H,5,8-9H2,1H3
• InChI Key: UTXCYBAEYFWJSO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₅
• Molecular Weight: 622.60 g/mol
• Exact Mass: 622.18977037 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 15
• 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	-	0.5372	53.72%
Caco-2	-	0.9215	92.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.5656	56.56%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6878	68.78%
P-glycoprotein inhibitior	-	0.4735	47.35%
P-glycoprotein substrate	-	0.5875	58.75%
CYP3A4 substrate	+	0.6732	67.32%
CYP2C9 substrate	-	0.8280	82.80%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.7927	79.27%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5882	58.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7713	77.13%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8625	86.25%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.6427	64.27%
Thyroid receptor binding	-	0.5149	51.49%
Glucocorticoid receptor binding	-	0.4653	46.53%
Aromatase binding	+	0.5668	56.68%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	97.37%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.87%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.64%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.24%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.08%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.57%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.57%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.49%	95.78%
CHEMBL4208	P20618	Proteasome component C5	83.49%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.39%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.99%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.21%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.26%	95.83%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 163092750
• LOTUS: LTS0252815
• wikiData: Q105279152