6'''-Sinapoylspinosin

Details

• Internal ID: 5d8bafff-990c-4399-8f59-3b748fa2d5a6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O
• InChI: InChI=1S/C39H42O19/c1-51-21-13-22-28(19(42)12-20(55-22)17-5-7-18(41)8-6-17)33(47)29(21)37-38(35(49)31(45)25(14-40)56-37)58-39-36(50)34(48)32(46)26(57-39)15-54-27(43)9-4-16-10-23(52-2)30(44)24(11-16)53-3/h4-13,25-26,31-32,34-41,44-50H,14-15H2,1-3H3/b9-4+/t25-,26-,31-,32-,34+,35+,36-,37+,38-,39+/m1/s1
• InChI Key: BFWPTYMTWQBGHH-HBUIBRSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₂O₁₉
• Molecular Weight: 814.70 g/mol
• Exact Mass: 814.23202911 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5284	52.84%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.4963	49.63%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.7862	78.62%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5197	51.97%
P-glycoprotein inhibitior	+	0.6943	69.43%
P-glycoprotein substrate	+	0.5978	59.78%
CYP3A4 substrate	+	0.6942	69.42%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.9209	92.09%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.9398	93.98%
CYP2C8 inhibition	+	0.8417	84.17%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8479	84.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5801	58.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6734	67.34%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9445	94.45%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	+	0.7660	76.60%
Thyroid receptor binding	+	0.5509	55.09%
Glucocorticoid receptor binding	+	0.7030	70.30%
Aromatase binding	+	0.6247	62.47%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.6599	65.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9012	90.12%

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	99.58%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.18%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.40%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.00%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.24%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.02%	86.92%
CHEMBL3194	P02766	Transthyretin	90.61%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.06%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.85%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.40%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.88%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.38%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 101616450
• NPASS: NPC291375