2-[4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: ca71dc25-9737-4224-ad63-cee1efea4de4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)OC5C(C(C(CO5)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=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O)O
• InChI: InChI=1S/C27H30O13/c1-11-21(31)25(40-26-23(33)22(32)17(30)10-36-26)24(34)27(37-11)38-13-5-3-12(4-6-13)18-9-16(29)20-15(28)7-14(35-2)8-19(20)39-18/h3-9,11,17,21-28,30-34H,10H2,1-2H3/t11-,17-,21-,22-,23+,24+,25+,26-,27-/m0/s1
• InChI Key: IXLRJZZLTLIEPP-KHIZIOIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6462	64.62%
Caco-2	-	0.8764	87.64%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	0.8443	84.43%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6672	66.72%
P-glycoprotein inhibitior	-	0.5278	52.78%
P-glycoprotein substrate	+	0.5240	52.40%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.8222	82.22%
CYP2C9 inhibition	-	0.9608	96.08%
CYP2C19 inhibition	-	0.9498	94.98%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	-	0.9249	92.49%
CYP2C8 inhibition	+	0.6346	63.46%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.8030	80.30%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6849	68.49%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9578	95.78%
Acute Oral Toxicity (c)	III	0.7208	72.08%
Estrogen receptor binding	+	0.7918	79.18%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.5684	56.84%
Glucocorticoid receptor binding	+	0.6152	61.52%
Aromatase binding	+	0.5963	59.63%
PPAR gamma	+	0.7462	74.62%
Honey bee toxicity	-	0.7522	75.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7342	73.42%

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	99.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.60%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.59%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.69%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.56%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.10%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.09%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.66%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL4208	P20618	Proteasome component C5	89.05%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.83%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.64%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.03%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.94%	95.53%
CHEMBL3401	O75469	Pregnane X receptor	82.45%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.39%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.94%	92.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.55%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.32%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.54%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.17%	97.14%

Plants that contains it

• Salvia moorcroftiana

Cross-Links

• PubChem: 11092942
• LOTUS: LTS0156111
• wikiData: Q105122248