[(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(2S)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate

Details

• Internal ID: af52c40c-5848-4f53-a3a6-e2ba1fdb601e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(2S)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=CC=C5)O)CO)O)O)OC(=O)C)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]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=CC=C5)O)CO)O)O)OC(=O)C)O)O
• InChI: InChI=1S/C29H34O14/c1-12-22(34)24(36)26(39-13(2)31)28(38-12)43-27-25(37)23(35)20(11-30)42-29(27)40-15-8-16(32)21-17(33)10-18(41-19(21)9-15)14-6-4-3-5-7-14/h3-9,12,18,20,22-30,32,34-37H,10-11H2,1-2H3/t12-,18-,20+,22-,23+,24+,25-,26+,27+,28-,29+/m0/s1
• InChI Key: GPMWTBPPRMHVGW-OYTSDFFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₄
• Molecular Weight: 606.60 g/mol
• Exact Mass: 606.19485575 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6039	60.39%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6826	68.26%
P-glycoprotein inhibitior	-	0.6708	67.08%
P-glycoprotein substrate	-	0.6408	64.08%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.8265	82.65%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.5743	57.43%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6604	66.04%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	-	0.5630	56.30%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5921	59.21%
Aromatase binding	-	0.5246	52.46%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.6975	69.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8976	89.76%

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%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.27%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.76%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.44%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.13%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.12%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.40%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.78%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.15%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%

Plants that contains it

• Nierembergia linariifolia

Cross-Links

• PubChem: 163022309
• LOTUS: LTS0022373
• wikiData: Q105015000