5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 287bab05-7fcf-4a53-9d62-b596c1a86aeb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-37-16-7-15-18(12(29)6-14(40-15)10-2-4-11(28)5-3-10)21(33)25(16)42-27-24(36)22(34)20(32)17(41-27)9-39-26-23(35)19(31)13(30)8-38-26/h2-7,13,17,19-20,22-24,26-28,30-36H,8-9H2,1H3
• InChI Key: VGBVLACWNKEIPH-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: -1.20
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5869	58.69%
Caco-2	-	0.9080	90.80%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.7810	78.10%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6572	65.72%
P-glycoprotein inhibitior	-	0.5935	59.35%
P-glycoprotein substrate	+	0.6117	61.17%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.7769	77.69%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4484	44.84%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9749	97.49%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.7098	70.98%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6712	67.12%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7511	75.11%
Honey bee toxicity	-	0.7255	72.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8179	81.79%

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	99.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.55%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.68%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.04%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.93%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	90.97%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.30%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.02%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.62%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.09%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.82%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.33%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.03%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.48%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.58%	94.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.38%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.01%	83.57%

Plants that contains it

• Gnidia involucrata

Cross-Links

• PubChem: 162928455
• LOTUS: LTS0179016
• wikiData: Q105285707