6'''-p-Hydroxybenzoylspinosin

Details

• Internal ID: b56774cf-9770-4f68-89ca-8e2f6752c91e
• 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 4-hydroxybenzoate
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)COC(=O)C6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C35H36O17/c1-47-20-11-21-24(18(39)10-19(49-21)14-2-6-16(37)7-3-14)28(42)25(20)32-33(30(44)26(40)22(12-36)50-32)52-35-31(45)29(43)27(41)23(51-35)13-48-34(46)15-4-8-17(38)9-5-15/h2-11,22-23,26-27,29-33,35-38,40-45H,12-13H2,1H3/t22-,23-,26-,27-,29+,30+,31-,32+,33-,35+/m1/s1
• InChI Key: UEJBQAKFBPGCJC-YGGCYOLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆O₁₇
• Molecular Weight: 728.60 g/mol
• Exact Mass: 728.19524968 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6425	64.25%
Caco-2	-	0.9030	90.30%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5503	55.03%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.7588	75.88%
OATP1B3 inhibitior	+	0.9852	98.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6066	60.66%
P-glycoprotein inhibitior	+	0.5965	59.65%
P-glycoprotein substrate	+	0.5682	56.82%
CYP3A4 substrate	+	0.6813	68.13%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.9462	94.62%
CYP2C9 inhibition	-	0.8864	88.64%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9634	96.34%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	+	0.8515	85.15%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6707	67.07%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.8489	84.89%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5701	57.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7449	74.49%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.9311	93.11%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9493	94.93%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.8076	80.76%
Thyroid receptor binding	+	0.5337	53.37%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.6011	60.11%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.7239	72.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7469	74.69%

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	98.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.29%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.16%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.68%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	92.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.29%	96.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.08%	83.57%
CHEMBL3194	P02766	Transthyretin	87.31%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	86.24%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	85.23%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.04%	86.92%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.83%	89.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.76%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.67%	95.83%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.95%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.83%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.23%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.16%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL3891	P07384	Calpain 1	81.93%	93.04%
CHEMBL4208	P20618	Proteasome component C5	81.91%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.75%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.16%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.39%	95.56%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 101616452
• NPASS: NPC44471