Pharbiniloside

Details

• Internal ID: 86d7cb6c-89c1-4846-ade1-94147afb48bc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2(COC(C2O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@]2(CO[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OCCC4=CC=C(C=C4)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C35H46O19/c1-47-21-12-18(4-8-20(21)52-33-30(44)27(41)25(39)22(13-36)53-33)5-9-24(38)50-15-35(46)16-51-34(31(35)45)49-14-23-26(40)28(42)29(43)32(54-23)48-11-10-17-2-6-19(37)7-3-17/h2-9,12,22-23,25-34,36-37,39-46H,10-11,13-16H2,1H3/b9-5+/t22-,23-,25-,26-,27+,28+,29-,30-,31+,32-,33-,34-,35-/m1/s1
• InChI Key: AAFLINXJYXOUFY-WOCQTHAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₉
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.26332923 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5077	50.77%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8014	80.14%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8254	82.54%
P-glycoprotein inhibitior	+	0.6826	68.26%
P-glycoprotein substrate	+	0.6499	64.99%
CYP3A4 substrate	+	0.7042	70.42%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.8348	83.48%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	-	0.8716	87.16%
CYP2C8 inhibition	+	0.8673	86.73%
CYP inhibitory promiscuity	-	0.8446	84.46%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.8079	80.79%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7779	77.79%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8279	82.79%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8940	89.40%
Acute Oral Toxicity (c)	III	0.6269	62.69%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.5961	59.61%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	+	0.6198	61.98%
PPAR gamma	+	0.7367	73.67%
Honey bee toxicity	-	0.6848	68.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7683	76.83%

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	98.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.53%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.89%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.53%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.07%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.04%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.65%	94.62%
CHEMBL3194	P02766	Transthyretin	88.31%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.63%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.94%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.44%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.71%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.77%	86.92%
CHEMBL4208	P20618	Proteasome component C5	82.32%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.09%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	81.29%	92.98%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.58%	97.28%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

• Ipomoea nil
• Ipomoea purpurea

Cross-Links

• PubChem: 54754031
• NPASS: NPC292510