5,6-dihydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 55201b3d-6cce-4309-894a-0abfd6763994
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5,6-dihydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O15/c1-10-19(30)23(34)25(36)27(40-10)39-9-17-21(32)24(35)26(37)28(43-17)42-16-8-15-18(22(33)20(16)31)13(29)7-14(41-15)11-3-5-12(38-2)6-4-11/h3-8,10,17,19,21,23-28,30-37H,9H2,1-2H3/t10-,17+,19-,21+,23+,24-,25+,26+,27+,28+/m0/s1
• InChI Key: OKVABSGDPIQROZ-URRULLPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.09
• 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	-	0.4777	47.77%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	-	0.4933	49.33%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7407	74.07%
P-glycoprotein inhibitior	-	0.8069	80.69%
P-glycoprotein substrate	+	0.5961	59.61%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.7502	75.02%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7382	73.82%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9601	96.01%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.6545	65.45%
Thyroid receptor binding	+	0.5296	52.96%
Glucocorticoid receptor binding	+	0.6307	63.07%
Aromatase binding	+	0.5541	55.41%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8477	84.77%

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	99.53%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.39%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.76%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.46%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.19%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.65%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.62%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	90.12%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.43%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.86%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.58%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.51%	81.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.00%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.27%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	82.03%	93.31%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%

Plants that contains it

• Teucridium parvifolium

Cross-Links

• PubChem: 101192407
• LOTUS: LTS0009278
• wikiData: Q105193786