2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(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: 5f9d0d11-e4f0-4f02-85ba-8e4c753e1a2f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(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(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)O)OC)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(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C(=C5)O)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O17/c1-8-17(33)20(36)22(38)27(42-8)41-7-15-18(34)21(37)23(39)28(44-15)45-26-19(35)16-11(30)5-10(29)6-14(16)43-24(26)9-3-12(31)25(40-2)13(32)4-9/h3-6,8,15,17-18,20-23,27-34,36-39H,7H2,1-2H3/t8-,15+,17-,18+,20+,21-,22+,23+,27+,28-/m0/s1
• InChI Key: HUWKDTSUZUFXJV-UKYSFDKRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₇
• Molecular Weight: 640.50 g/mol
• Exact Mass: 640.16394955 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 17
• 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	-	0.4777	47.77%
Caco-2	-	0.9101	91.01%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.5779	57.79%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5596	55.96%
P-glycoprotein inhibitior	-	0.5793	57.93%
P-glycoprotein substrate	+	0.5718	57.18%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
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	+	0.7471	74.71%
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	-	0.9074	90.74%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7061	70.61%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8921	89.21%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	-	0.5050	50.50%
Thyroid receptor binding	+	0.5383	53.83%
Glucocorticoid receptor binding	+	0.6425	64.25%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.6779	67.79%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.52%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.66%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.62%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.77%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.44%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.09%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.55%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.09%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.17%	99.23%
CHEMBL3194	P02766	Transthyretin	80.88%	90.71%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 100618036
• LOTUS: LTS0017866
• wikiData: Q105034095