[(2S,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 47f774b3-c8c7-4166-ad52-62dcfbe90a2a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=O)C4=C3)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)C7=CC(=C(C(=C7)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=O)C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)C7=CC(=C(C(=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H56O28/c1-16-31(54)36(59)40(63)45(69-16)68-15-29-35(58)39(62)43(66)48(76-29)73-26-12-21-22(51)10-20(70-46-41(64)38(61)34(57)28(75-46)14-67-30(53)7-4-17-2-5-19(50)6-3-17)11-24(21)71-44(26)18-8-23(52)32(55)25(9-18)72-47-42(65)37(60)33(56)27(13-49)74-47/h2-12,16,27-29,31,33-43,45-50,52,54-66H,13-15H2,1H3/t16-,27+,28-,29+,31-,33+,34+,35+,36-,37-,38-,39-,40-,41+,42+,43+,45+,46+,47+,48+/m0/s1
• InChI Key: LXRZADRRYXRMSA-NZICUBAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆O₂₈
• Molecular Weight: 1080.90 g/mol
• Exact Mass: 1080.29581113 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -4.82
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8417	84.17%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8682	86.82%
P-glycoprotein inhibitior	+	0.7310	73.10%
P-glycoprotein substrate	+	0.6515	65.15%
CYP3A4 substrate	+	0.6867	68.67%
CYP2C9 substrate	-	0.8139	81.39%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.8370	83.70%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7819	78.19%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8564	85.64%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.6437	64.37%
Thyroid receptor binding	+	0.5890	58.90%
Glucocorticoid receptor binding	+	0.6372	63.72%
Aromatase binding	-	0.4841	48.41%
PPAR gamma	+	0.7654	76.54%
Honey bee toxicity	-	0.6946	69.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9345	93.45%

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	99.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.09%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.63%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.29%	89.00%
CHEMBL3194	P02766	Transthyretin	95.91%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.72%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.42%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.66%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.21%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.32%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.41%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.65%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.72%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.82%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.63%	92.94%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.48%	91.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.28%	80.78%

Plants that contains it

• Ceanothus papillosus

Cross-Links

• PubChem: 163191768
• LOTUS: LTS0045729
• wikiData: Q105159051