Parishin B

Details

• Internal ID: 5ba78fcb-dace-4734-a2cc-41bed08e2480
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-hydroxy-5-oxo-5-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]pentanoic acid
• SMILES (Canonical): C1=CC(=CC=C1COC(=O)CC(CC(=O)O)(C(=O)OCC2=CC=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1COC(=O)CC(CC(=O)O)(C(=O)OCC2=CC=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C32H40O19/c33-11-19-23(38)25(40)27(42)29(50-19)48-17-5-1-15(2-6-17)13-46-22(37)10-32(45,9-21(35)36)31(44)47-14-16-3-7-18(8-4-16)49-30-28(43)26(41)24(39)20(12-34)51-30/h1-8,19-20,23-30,33-34,38-43,45H,9-14H2,(H,35,36)/t19-,20-,23-,24-,25+,26+,27-,28-,29-,30-,32?/m1/s1
• InChI Key: UNLDMOJTKKEMOG-IWOWLDPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₉
• Molecular Weight: 728.60 g/mol
• Exact Mass: 728.21637904 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• 174972-79-3
• [2-(Carboxymethyl)-2-hydroxy-1,4-dioxo-1,4-butanediyl]bis(oxymethylene-4,1-phenylene) bis-beta-D-glu
• 3-hydroxy-5-oxo-5-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxycarbonyl]pentanoic acid
• ParishinB
• CHEBI:81108
• HMS3887K03
• HY-N2124
• s9418
• CCG-270415
• AC-34023
• MS-31261
• CS-0018675
• FT-0773617
• C17465
• Q27155063
• [2-(Carboxymethyl)-2-hydroxy-1,4-dioxo-1,4-butanediyl]bis(oxymethylene-4,1-phenylene) bis-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8408	84.08%
Caco-2	-	0.8788	87.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6994	69.94%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7542	75.42%
P-glycoprotein inhibitior	+	0.7141	71.41%
P-glycoprotein substrate	-	0.9183	91.83%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.8886	88.86%
CYP2C9 inhibition	-	0.9307	93.07%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.9477	94.77%
CYP2C8 inhibition	+	0.4794	47.94%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6467	64.67%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8598	85.98%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8317	83.17%
Acute Oral Toxicity (c)	III	0.5671	56.71%
Estrogen receptor binding	+	0.7035	70.35%
Androgen receptor binding	+	0.6838	68.38%
Thyroid receptor binding	+	0.5173	51.73%
Glucocorticoid receptor binding	+	0.6208	62.08%
Aromatase binding	+	0.5199	51.99%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.7686	76.86%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6806	68.06%
Fish aquatic toxicity	+	0.8816	88.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.15%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.62%	94.62%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.18%	94.97%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.81%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.56%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.45%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.93%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.02%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.60%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.51%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.95%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	81.69%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.38%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.09%	96.00%

Plants that contains it

• Artemisia absinthium
• Gastrodia elata

Cross-Links

• PubChem: 44715528
• NPASS: NPC133544
• LOTUS: LTS0002020
• wikiData: Q27155063