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

Details

• Internal ID: 79a11d0f-5a08-45ec-a905-3a9e03a30c0a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[3-hydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-8-17(31)20(34)22(36)26(38-8)41-14-4-3-10(5-12(14)29)24-25(42-27-23(37)21(35)18(32)9(2)39-27)19(33)16-13(30)6-11(28)7-15(16)40-24/h3-9,17-18,20-23,26-32,34-37H,1-2H3/t8-,9-,17-,18-,20+,21+,22-,23-,26+,27+/m0/s1
• InChI Key: LSXRXFWRYBBFTA-VPEIOKJNSA-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): 245.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• 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	-	0.8967	89.67%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.5569	55.69%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5754	57.54%
P-glycoprotein inhibitior	-	0.4799	47.99%
P-glycoprotein substrate	-	0.5617	56.17%
CYP3A4 substrate	+	0.6178	61.78%
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	+	0.8781	87.81%
CYP inhibitory promiscuity	-	0.5626	56.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4374	43.74%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5250	52.50%
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	-	0.7802	78.02%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.6126	61.26%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.6640	66.40%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6962	69.62%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5499	54.99%
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
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.21%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.06%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.54%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.25%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.74%	95.78%
CHEMBL3194	P02766	Transthyretin	90.60%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.41%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.03%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.40%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.10%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.12%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.23%	93.65%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.46%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.01%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%

Plants that contains it

• Rhamnus disperma

Cross-Links

• PubChem: 162978388
• LOTUS: LTS0109281
• wikiData: Q105156833