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

Details

• Internal ID: be1880ce-379a-49ac-b957-ade69aab36dd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-[3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-3-methoxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC)C4=CC(=C(C(=C4)OC5C(C(C(CO5)O)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(=C3C(=C2)OC(=C(C3=O)OC)C4=CC(=C(C(=C4)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-8-17(31)21(35)23(37)27(40-8)41-10-5-11(28)16-14(6-10)42-24(25(38-2)20(16)34)9-3-12(29)18(32)15(4-9)43-26-22(36)19(33)13(30)7-39-26/h3-6,8,13,17,19,21-23,26-33,35-37H,7H2,1-2H3/t8-,13+,17-,19-,21+,22+,23+,26-,27-/m0/s1
• InChI Key: XUODXXPNIHABKE-ICQHLDGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6844	68.44%
Caco-2	-	0.9051	90.51%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7378	73.78%
P-glycoprotein inhibitior	-	0.5057	50.57%
P-glycoprotein substrate	+	0.6003	60.03%
CYP3A4 substrate	+	0.6556	65.56%
CYP2C9 substrate	-	0.7502	75.02%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.9526	95.26%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.8867	88.67%
CYP2C8 inhibition	+	0.7264	72.64%
CYP inhibitory promiscuity	-	0.8890	88.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5301	53.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6953	69.53%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9464	94.64%
Acute Oral Toxicity (c)	III	0.6883	68.83%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.5484	54.84%
Thyroid receptor binding	+	0.5153	51.53%
Glucocorticoid receptor binding	+	0.6359	63.59%
Aromatase binding	-	0.4834	48.34%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.7478	74.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.7888	78.88%

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	99.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.49%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.44%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.17%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.14%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.13%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.37%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.62%	92.94%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.73%	95.64%
CHEMBL4208	P20618	Proteasome component C5	87.06%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.45%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.27%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.76%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL3194	P02766	Transthyretin	81.53%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.50%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.23%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.50%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.19%	97.36%

Plants that contains it

• Dacrycarpus dacrydioides

Cross-Links

• PubChem: 162888167
• LOTUS: LTS0092340
• wikiData: Q105342448