(2S,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 93c01454-99da-4afa-9e89-7b446505e6ba
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCC3C(C(C(C(O3)OC4=CC(=CC5=C4C(=O)C(=C(O5)C6=CC(=C(C=C6)O)O)O)O)O)O)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=CC(=CC5=C4C(=O)C(=C(O5)C6=CC(=C(C=C6)O)O)O)O)O)O)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C33H38O22/c1-8-17(37)20(40)23(43)32(50-8)54-28-25(45)29(30(47)48)55-31(26(28)46)49-7-15-18(38)21(41)24(44)33(53-15)52-14-6-10(34)5-13-16(14)19(39)22(42)27(51-13)9-2-3-11(35)12(36)4-9/h2-6,8,15,17-18,20-21,23-26,28-29,31-38,40-46H,7H2,1H3,(H,47,48)/t8-,15+,17-,18+,20+,21-,23+,24+,25-,26+,28-,29-,31+,32-,33+/m0/s1
• InChI Key: KQWJDIAXCWPNIF-LMSPLNQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₂₂
• Molecular Weight: 786.60 g/mol
• Exact Mass: 786.18547284 g/mol
• Topological Polar Surface Area (TPSA): 362.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.77
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5663	56.63%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4509	45.09%
P-glycoprotein inhibitior	+	0.5947	59.47%
P-glycoprotein substrate	+	0.5876	58.76%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9678	96.78%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	+	0.8783	87.83%
CYP inhibitory promiscuity	-	0.8276	82.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8321	83.21%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6859	68.59%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	+	0.5343	53.43%
skin sensitisation	-	0.9374	93.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9652	96.52%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	+	0.5207	52.07%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	+	0.5998	59.98%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.7221	72.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9279	92.79%

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	99.82%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.79%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.43%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.02%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.01%	95.64%
CHEMBL3194	P02766	Transthyretin	93.54%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.45%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.36%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.50%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.16%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.10%	86.92%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.40%	81.11%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.27%	80.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.56%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.44%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.56%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%

Plants that contains it

• Pedicularis verticillata

Cross-Links

• PubChem: 162941507
• LOTUS: LTS0175601
• wikiData: Q105144845