3,5-dihydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: a9575c96-7c90-49c6-a963-117f77ee1c34
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-9-17(29)20(32)23(35)26(37-9)39-12-5-3-11(4-6-12)25-22(34)19(31)16-14(28)7-13(8-15(16)41-25)40-27-24(36)21(33)18(30)10(2)38-27/h3-10,17-18,20-21,23-24,26-30,32-36H,1-2H3/t9-,10-,17-,18-,20+,21+,23+,24+,26-,27-/m0/s1
• InChI Key: ZIJRKPBPPDDSDC-QUNFJXJJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8072	80.72%
Caco-2	-	0.8789	87.89%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.5541	55.41%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7917	79.17%
P-glycoprotein inhibitior	-	0.4703	47.03%
P-glycoprotein substrate	-	0.6430	64.30%
CYP3A4 substrate	+	0.6213	62.13%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.6813	68.13%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.8277	82.77%
CYP inhibitory promiscuity	-	0.5626	56.26%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8946	89.46%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	+	0.6099	60.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.3791	37.91%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9018	90.18%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.6078	60.78%
Thyroid receptor binding	+	0.5506	55.06%
Glucocorticoid receptor binding	+	0.6263	62.63%
Aromatase binding	+	0.6232	62.32%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.8161	81.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9566	95.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.60%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.67%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	92.28%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.43%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.17%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.96%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.59%	99.17%
CHEMBL3194	P02766	Transthyretin	84.37%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.41%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.81%	90.00%

Plants that contains it

• Allium macrostemon
• Crotalaria paniculata
• Geijera parviflora
• Indigofera tinctoria
• Spiraea japonica

Cross-Links

• PubChem: 101422383
• NPASS: NPC110233
• LOTUS: LTS0001308
• wikiData: Q105376395