5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one

Details

• Internal ID: 99cab44b-aabb-4f47-b987-bc332a003b1d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(CO4)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(CO4)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-39-13-4-8(2-3-9(13)29)12-5-10(30)15-20(34)16(27-24(38)22(36)19(33)14(6-28)42-27)21(35)17(25(15)41-12)26-23(37)18(32)11(31)7-40-26/h2-5,11,14,18-19,22-24,26-29,31-38H,6-7H2,1H3
• InChI Key: LIRLYQFWSMOJCN-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): 256.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6749	67.49%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5157	51.57%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.9797	97.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5775	57.75%
P-glycoprotein inhibitior	-	0.5332	53.32%
P-glycoprotein substrate	-	0.5420	54.20%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8642	86.42%
CYP2C9 inhibition	-	0.9232	92.32%
CYP2C19 inhibition	-	0.8857	88.57%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	+	0.6709	67.09%
CYP inhibitory promiscuity	-	0.8076	80.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	+	0.6144	61.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6537	65.37%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9111	91.11%
Acute Oral Toxicity (c)	III	0.7078	70.78%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	-	0.5460	54.60%
Glucocorticoid receptor binding	-	0.4704	47.04%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.6931	69.31%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	-	0.5650	56.50%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.11%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.46%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	90.82%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.74%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.01%	95.83%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	85.87%	89.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.44%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.32%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.62%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.01%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.83%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.04%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.00%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.77%	96.00%

Plants that contains it

• Neoraputia paraensis
• Trichophorum cespitosum

Cross-Links

• PubChem: 74977687
• LOTUS: LTS0221003
• wikiData: Q105152340