Gentistraminoside A

Details

• Internal ID: 1c65c6f0-0f86-4d4f-ae19-257128dd39b5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-3-acetyloxy-6-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxyoxan-2-yl]methyl 2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC(=O)OC1C(OC(C(C1O)O)OC2C(C3CCOC(=O)C3=CO2)C=C)COC(=O)C4=C(C(=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@@H]([C@@H]3CCOC(=O)C3=CO2)C=C)COC(=O)C4=C(C(=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C31H38O18/c1-3-13-14-7-8-42-28(41)16(14)10-44-29(13)49-31-25(39)23(37)26(45-12(2)33)19(48-31)11-43-27(40)15-5-4-6-17(20(15)34)46-30-24(38)22(36)21(35)18(9-32)47-30/h3-6,10,13-14,18-19,21-26,29-32,34-39H,1,7-9,11H2,2H3/t13-,14+,18-,19-,21-,22+,23-,24-,25-,26-,29+,30-,31+/m1/s1
• InChI Key: YMTZYLLOEXWRAA-ZQBYJOLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₈
• Molecular Weight: 698.60 g/mol
• Exact Mass: 698.20581436 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.27
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4601	46.01%
Caco-2	-	0.8913	89.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7408	74.08%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8107	81.07%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4658	46.58%
P-glycoprotein inhibitior	+	0.6465	64.65%
P-glycoprotein substrate	+	0.5104	51.04%
CYP3A4 substrate	+	0.7082	70.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.6971	69.71%
CYP2C19 inhibition	-	0.7167	71.67%
CYP2D6 inhibition	-	0.8670	86.70%
CYP1A2 inhibition	-	0.7189	71.89%
CYP2C8 inhibition	+	0.7508	75.08%
CYP inhibitory promiscuity	-	0.7715	77.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3947	39.47%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7895	78.95%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4712	47.12%
Acute Oral Toxicity (c)	III	0.5622	56.22%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	-	0.5272	52.72%
Glucocorticoid receptor binding	+	0.6075	60.75%
Aromatase binding	+	0.5223	52.23%
PPAR gamma	+	0.7068	70.68%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9180	91.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.12%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.14%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.14%	95.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.73%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.24%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.88%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.85%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.36%	91.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.33%	82.50%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	83.21%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.76%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.10%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.30%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.06%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.48%	95.89%

Plants that contains it

• Nitraria tangutorum

Cross-Links

• PubChem: 102280042
• NPASS: NPC14409