Pescaprein XXVII

Details

• Internal ID: 37697af4-8c8f-4b91-9125-5b80b2754b22
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23S,24S,26R)-4,5,26-trihydroxy-6,24-dimethyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-23-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)OC(=O)C(C)CC)OC(=O)C=CC5=CC=CC=C5)O)OC6C(C(C(C(O6)C)O)O)O)OC(=O)C(C)CC)C)OC7C(C(C(OC7O1)C)O)O)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@H]([C@@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)OC(=O)[C@@H](C)CC)OC(=O)/C=C/C5=CC=CC=C5)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)OC(=O)[C@@H](C)CC)C)O[C@@H]7[C@H]([C@H]([C@H](O[C@H]7O1)C)O)O)O
• InChI: InChI=1S/C65H102O25/c1-11-14-21-28-41-29-24-18-16-15-17-19-25-30-42(66)83-55-50(74)63(89-56-47(71)45(69)36(7)78-64(56)82-41)80-38(9)52(55)88-65-58(86-60(76)34(5)13-3)57(90-61-48(72)46(70)44(68)35(6)77-61)53(39(10)81-65)87-62-49(73)54(51(37(8)79-62)85-59(75)33(4)12-2)84-43(67)32-31-40-26-22-20-23-27-40/h20,22-23,26-27,31-39,41,44-58,61-65,68-74H,11-19,21,24-25,28-30H2,1-10H3/b32-31+/t33-,34-,35-,36+,37-,38-,39-,41-,44-,45-,46+,47-,48+,49+,50+,51-,52-,53-,54-,55-,56+,57+,58+,61-,62-,63-,64-,65-/m0/s1
• InChI Key: PDASUJRDCXKFJL-ZERALPNHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₂O₂₅
• Molecular Weight: 1283.50 g/mol
• Exact Mass: 1282.67101874 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 25
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

• CHEBI:67857
• CHEMBL1773743
• Q27136334

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6722	67.22%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5603	56.03%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.8125	81.25%
OATP1B3 inhibitior	-	0.2727	27.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9757	97.57%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.7221	72.21%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.5504	55.04%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.7961	79.61%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.8065	80.65%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7089	70.89%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7077	70.77%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9716	97.16%
Acute Oral Toxicity (c)	III	0.5765	57.65%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.7697	76.97%
Aromatase binding	+	0.5778	57.78%
PPAR gamma	+	0.8098	80.98%
Honey bee toxicity	-	0.7302	73.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6750	67.50%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.53%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.88%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.59%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.36%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.66%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	90.32%	91.49%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.01%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.50%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.66%	96.47%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.57%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.87%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.84%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.14%	93.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.94%	96.37%
CHEMBL5028	O14672	ADAM10	82.27%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.25%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.99%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%

Plants that contains it

• Ipomoea pes-caprae

Cross-Links

• PubChem: 52952524
• LOTUS: LTS0269120
• wikiData: Q27136334