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

Details

• Internal ID: f5e5af5c-5a56-4cd4-8717-e069fd2a445f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=CC=C5)O)COC(=O)C)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]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=CC=C5)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C29H34O14/c1-12-22(33)24(35)26(37)28(39-12)43-27-25(36)23(34)20(11-38-13(2)30)42-29(27)40-15-8-16(31)21-17(32)10-18(41-19(21)9-15)14-6-4-3-5-7-14/h3-9,12,18,20,22-29,31,33-37H,10-11H2,1-2H3/t12-,18-,20+,22-,23+,24+,25-,26+,27+,28-,29+/m0/s1
• InChI Key: FJXLUCXTESMUQC-OYTSDFFUSA-N
• Popularity: 1 reference 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: -0.10
• 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	+	0.5641	56.41%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6755	67.55%
P-glycoprotein inhibitior	-	0.6318	63.18%
P-glycoprotein substrate	-	0.6505	65.05%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.6427	64.27%
CYP inhibitory promiscuity	-	0.8351	83.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9329	93.29%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3930	39.30%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9378	93.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7616	76.16%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	-	0.6085	60.85%
Thyroid receptor binding	+	0.5369	53.69%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	+	0.6757	67.57%
Honey bee toxicity	-	0.7300	73.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.10%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.67%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.86%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.36%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.08%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.98%	91.49%
CHEMBL4208	P20618	Proteasome component C5	87.49%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.09%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.77%	94.80%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.74%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.99%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.22%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.22%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.13%	83.00%

Plants that contains it

• Nierembergia linariifolia

Cross-Links

• PubChem: 101539728
• LOTUS: LTS0008834
• wikiData: Q104996393